Herbicidal azobenzenesulfonamides
BACKGROUND OF THE INVENTION 
     Benzenesulfonamides having a nitrogen-containing substituents on the benzene ring are known as being herbicidal. For example, U.S. Pat. No. 4,369,058 discloses herbicidal benzenesulfonamides of the general formula ##STR1## where R 1  is H, Cl, Br, F, C 1  -C 4  alkyl, OCH 3  or NO 2  ; and 
     R 2  is NCO, NHCO 2  R 3 , NHCOSR 3 , NHCOR 3 , NHCONR 4  R 5  or NR 6  R 7 . 
     European Patent Application (EP-A) No. 102,924 discloses herbicidal azidobenzenesulfonamides of the formula ##STR2## where R 1  is H, halo, NO 2 , C 1  -C 4  alkyl, C 1  -C 4  haloalkyl, C 1  -C 4  alkoxy, C 1  -C 4  haloalkoxy, C 1  -C 4  alkoxycarbonyl, C 1  -C 4  alkylthio, C 1  -C 4  alkylsulfinyl, C 1  -C 4  alkylsulfonyl or C 2  -C 5  alkoxyalkoxy. 
     The present invention provides a novel class of benzenesulfonamides. 
     SUMMARY OF THE INVENTION 
     This invention pertains to novel compounds of Formulae I and II, agriculturally suitable compositions containing them and their method of use as general and/or selective, preemergent and postemergent herbicides. ##STR3## wherein R is H or CH 3  ; 
     R 1  is NR 4  R 5 , N(CH 3 )OR 6 , NHCN, NRA, P(W)R 4  (W 1  R 5 ), P(W)(W 1  R 4 )(W 2  R 5 ), P +  (C 6  H 5 ) 3 , P +  R 6  R 7  R 8 , SR 9 , SO 2  R 9 , C(R 10 )(R 11 )NO 2 , CH(CN) 2  or Q; 
     Q is ##STR4## R 2  is H, F, Cl, Br, OCH 3 , OC 2  H 5 , OCF 2  H, SCH 3 , N(CH 3 ) 2 , NO 2 , CH 3  or CF 3  ; 
     R 3  is H, F, Cl, Br, C 1  -C 4  alkyl, CO 2  R 15 , NO 2 , CF 3 , C 1  -C 4  alkoxy, C 1  -C 4  alkylthio, SO 2  NR 16  R 17 , C 1  -C 4  alkylsulfonyl, C 1  -C 4  haloalkoxy, C 1  -C 4  alkylsulfonyloxy, C 2  -C 5  alkoxyalkyl or C 3  -C 4  alkenyloxy; 
     R 4  and R 5  are independently C 1  -C 4  alkyl, C 2  -C 4  alkyl substituted by 1 atom of Br or 1-3 atoms of F or Cl, C 3  -C 5  alkenyl, C 3  -C 5  cycloalkyl, OH, OCH 3 , CH 2  OH, CH 2  OR 6 , or CH 2  CH 2  OR 6  ; or 
     R 4  and R 5  may be taken together as --(CH 2 ) 4  --, --(CH 2 ) 5  -- or --(CH 2 ) 2  O(CH 2 ) 2  --; 
     R 6  is C 1  -C 4  alkyl; 
     R 7  and R 8  are independently C 1  -C 4  alkyl; 
     R 9  is C 1  -C 4  alkyl, phenyl or phenyl substituted with 1-3 atoms of F, Cl or 1 Br; 
     R 10  and R 11  are independently H, C 1  -C 4  alkyl, phenyl or phenyl substituted with 1 atom of Br or 1-3 atoms of F or Cl; 
     R 12  is C 1  -C 4  alkyl, C 1  -C 4  alkoxy or NHR 9  ; 
     R 13  and R 14  are independently H, C 1  -C 3  alkyl, OR 6 , SR 6 , NHC(O)R 6 , F, Cl, Br or CO 2  R 6  ; 
     R 15  is C 1  -C 4  alkyl, C 3  -C 4  alkenyl, CH 2  CH 2  Cl or CH 2  CH 2  OCH 3  ; 
     R 16  and R 17  are independently C 1  -C 2  alkyl; 
     W is O or S; 
     W 1  and W 2  are independently O, S or NH; 
     A is ##STR5## X is CH 3 , OCH 3 , OCH 2  CH 3 , Cl, F, Br, I, OCF 2  H, CH 2  F, OCH 2  CH 2  F, OCH 2  CHF 2 , OCH 2  CF 3  or CF 3  ; 
     Y is H, C 1  -C 3  alkyl, OCH 3 , OC 2  H 5 , CH 2  OCH 3 , NHCH 3 , N(OCH 3 )CH 3 , N(CH 3 ) 2 , CF 3 , SCH 3 , OCH 2  CH═CH 2 , OCH 2  C.tbd.CH, CH 2  OCH 2  CH 3 , OCH 2  CH 2  OCH 3 , ##STR6##  OCF 2  H, SCF 2  H or cyclopropyl; m is 2 or 3; 
     L 1  and L 2  are independently O or S; 
     R 18  is H or CH 3  ; 
     Z is CH or N; 
     Y 1  is O or CH 2  ; 
     X 1  is CH 3 , OCH 3 , OC 2  H 5  or OCF 2  H; and 
     Y 2  is H or CH 3  ; 
     provided that 
     (a) when X is Cl, F, Br or I, then Z is CH and Y is OCH 3 , OC 2  H 5 , N(OCH 3 )CH 3 , NHCH 3 , N(CH 3 ) 2  or OCF 2  H; 
     (b) when either X or Y is OCF 2  H, then Z is CH; and 
     (c) when Q is Q-11 or Q-12, then R 13  is other than H; 
     and their agriculturally suitable salts. 
     Preferred for reason of increased ease of synthesis and/or greater herbicidal efficacy are: 
     (1) Compounds of Formulae I or II where R is H and A is A-1; 
     (2) Compounds of Preferred 1 where X is CH 3 , OCH 3  or Cl and Y is CH 3 , OCH 3 , OC 2  H 5  or CH 2  OCH 3  ; and 
     (3) Compounds of Preferred 2 where R 2  is H, Cl, CH 3  or OCH 3  and R 3  is Cl, C 1  -C 3  alkyl, C 1  -C 3  alkoxy, NO 2 , CO 2  (C 1  -C 3  alkyl), SO 2  N(CH 3 ) 2 , OSO 2  CH 3 , OSO 2  C 2  H 5 , SO 2  CH 3 , SO 2  C 2  H 5  or allyloxy. 
     Specifically preferred for reason of greatest ease of synthesis and/or greatest herbicidal efficacy are: 
     2-[4-(dimethylamino)phenylazo]-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide; 
     [[2-[[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]phenyl]azo]phosphonic acid, dimethylester; and 
     2-(dimethyl-1-triazeno)-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide. 
     DETAILED DESCRIPTION OF THE INVENTION 
     Synthesis 
     Compounds of Formulae I and II can be prepared from the corresponding amino compounds of Formula III by diazotization and coupling with the appropriate reagent as illustrated in Equation 1. ##STR7## Diazotization can be carried out in a mixture of acetic and propionic acid to allow lower tempertures and aid in solution of the amine. Sodium nitrite and sufficient hydrochloric acid and water to promote rapid diazotization are added and the mixture held at -10° to 25° C. for 30 minutes to 10 hours. 
     Alternatively, the esters of nitrous acid, such as n-butylnitrite and amylnitrite may be used to effect diazotization in organic solvents such as alcohols, acetic acid, dioxane and other media. 
     These and other methods of diazotization are extensively reviewed by H. Zollinger, &#34;Azo and Diazo Chemistry, Aliphatic and Aromatic Compounds&#34;, Interscience Publishers, Inc., New York, N.Y. 1961, pp. 13-23 and S. Patai, Editor, &#34;The Chemistry of Diazonium and Diazo Groups&#34;, Part II, John Wiley and Sons, New York, N.Y. 1978, pp. 645-659. 
     Compounds of Formulae I and II can also be prepared by reaction of the appropriate azobenzenesulfonamide (V) with the phenylcarbamate of the heterocyclic amine (VI) in the presence of one equivalent of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as shown in Equation 2. ##STR8## 
     The reaction of Equation 2 is preferably carried out by methods analogous to those described in European Patent Application (EP-A) No. 85,028. The phenylcarbamates of Formula VI can be prepared by the reaction of an appropriate heterocyclic amine of Formula ANH 2  with diphenylcarbonate or phenylchloroformate in the presence of a suitable base by methods known to those skilled in the art. 
     Azobenzenesulfonamides of Formula V can be prepared from the corresponding aminosulfonamides of Formula VII as shown below in Equation 3. ##STR9## Diazotization can be carried out as described for Equation 1 above. 
     The coupling of the diazonium salt intermediates IV or VIII with a primary or secondary amine to produce a triazene where R 1  is NR 4  R 5 , N(CH 3 )OR 6 , NHCN, NRA, ##STR10## is discussed in the two previous references, Zollinger, p. 177 and Patai, p. 247. The coupling to active methylene compounds where R 1  is C(R 10 )(R 11 )NO 2 , CH(CN) 2  or Q where Q is Q-1, Q-2, Q-3, Q-4, Q-5, Q-6 and Q-7 is discussed in Zollinger, p. 199 and Patai, 268. Coupling with sulfur compounds where R 1  is SR 9 , SO 2  R 9 , and SO 2  OR 9  is discussed in Zollinger, p. 150 and Patai, p. 260. Coupling with phosphorous compounds where R 1  is P(W)R 4  (W 1  R 5 ), P(W)(W 1  R 4 )(W 2  R 5 ), P +  (Ph) 3 , P +  R 6  R 7  R 8  is discussed in Zollinger, p. 152 and by F. Suckfull and H. Haubrich, Angew Chem. 70(8) 238 (1958). Coupling with active aromatic ring systems where R 1  is Q-9, Q-10, Q-11, Q-12, Q-13 and Q-14 is well known in the art of dye preparation, as shown for example in H. A. Lubs, Editor, &#34;The Chemistry of Synthetic Dyes and Pigments&#34; Reinhold Publishing Corp., New York, 1955. 
     Methods suitable for the preparation of amino compounds of Formulae III and VII can be found in U.S. Pat. Nos. 4,225,337 and 4,369,058. Minor modifications of these methods, where appropriate, would be obvious to one skilled in the art. 
     The synthesis of heterocyclic amine derivatives has been reviewed in &#34;The Chemistry of Heterocyclic Compounds,&#34; a series published by Interscience Publ., New York and London. 2-Aminopyrimidines are described by D. J. Brown in &#34;The Pyrimidines&#34;, Vol. XVI of the above series. 2-Amino-1,3,5-triazines can be synthesized according to the methods described by E. M. Smolin and L. Rapaport in &#34;s-Triazines and Derivatives,&#34; Vol. XIII of the same series. The synthesis of bicyclic pyrimidineamines is described in U.S. Pat. No. 4,339,267. The preparation of pyrimidines and triazines with acetal and ketal substituents is described in European Patent Application (EP-A) No. 84,224 and cyclopropyl substituted systems are taught in EP-A No. 108,708. 
     Agriculturally suitable salts of compounds of Formulae I or II are also useful herbicides and can be prepared in a number of ways known to the art. For example, metal salts can be made by contacting compounds of Formulae I or II with a solution of an alkali or alkaline earth metal salt having a sufficiently basic anion (e.g., hydroxide, alkoxide, carbonate or hydroxide). Quaternary amine salts can be made by similar techniques. 
     Salts of compounds of Formula I or II can also be prepared by exchange of one cation for another. Cationic exchange can be effected by direct contact of an aqueous solution of a salt of a compound of Formulae I or II (e.g., alkali or quaternary amine salt) with a solution containing the cation to be exchanged. This method is most effective when the desired salt containing the exchanged cation is insoluble in water and can be separated by filtration. 
     Exchange can also be effected by passing an aqueous solution of a salt of a compound of Formulae I or II (e.g., an alkali metal or quaternary amine salt) through a column packed with a cation exchange resin containing the cation to be exchanged for that of the original salt and the desired product is eluted from the column. This method is particularly useful when the desired salt is water-soluble. 
     Acid addition salts useful in this invention can be obtained by reacting a compound of Formulae I or II with a suitable acid, e.g., p-toluenesulfonic acid, trichloroacetic acid or the like. 
    
    
     The synthesis of compounds described in this invention are further illustrated by the following Examples 1 through 3. 
     EXAMPLE 1 
     2-(Dimethyl-1-triazeno)-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide 
     2-Amino-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide (3.0 g) in acetic acid (30 mL), propionic acid (20 mL), water (10 mL) and concentrated HCl (2.0 mL) was cooled to 0° C. To this mixture was added sodium nitrite (0.75 g) with stirring. The mixture was held at -10° to 0° C. for 45 minutes. The mixture was then added to an ice and water slurry containing dimethylamine (150 mL, 25% dimethylamine in water). The homogeneous solution was acidified with acetic acid and the heavy white precipitate filtered, washed with water and dried in vacuo, to afford 2.94 g of the title compound as a white solid, m.p. 158°-160° C. 
     IR: 1705 cm -1 , 1620 cm -1 . 
     NMR (CDCl 3 ): δ 2.4 (s, 3), 3.3 (d, 6), 3.9 (s, 3), 6.3 (s, 1), 7.2-7.7 (m, 3) and 8.3 (d, 1). 
     EXAMPLE 2 
     [[2-[[(4-Methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]phenyl]azo]phosphoric acid, dimethyl ester 
     2-Amino-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide (2.0 g) in acetic acid (20 mL) and propionic acid (10 mL) was treated with concentrated hydrochloric acid (1.0 mL) at 0° C. A thick precipitate formed immediately. Sodium nitrite was added (0.41 g) and the slurry rapidly thinned and was stirred at -10° to 0° C. for 1 hour. To the homogeneous solution was added dimethylphosphite (1.0 mL) and enough sodium hydroxide to raise the pH to 7.0. After stirring for 30 minutes, the mixture was diluted with water and extracted with ethyl acetate, water washed, dried and evaporated to a red oil. Chromatography gave a pure fraction of 0.28 g of the title compound, m.p. 155°-156° C. 
     IR: 3300 cm -1 , 1710 cm -1  ; 1700 cm -1 . 
     NMR (CDCl 3 ): δ 2.4 (s, 3), 3.9 (s, 3), 3.95 (d, 6), 6.25 (s, 1), 7.2 (m, 1), 7.5 (m, 1), 7.8 (m, 1) and 8.45 (m, 1). 
     EXAMPLE 3 
     2-[(4-Dimethylamino)phenylazo]-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide 
     2-Amino-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide (1.0 g) in acetic acid (25 mL) was treated with n-butyl nitrite (0.31 g) at 25° C. for 3 hours. The solution became homogeneous on addition of the n-butyl nitrite. N,N-Dimethylaniline (0.5 g) was then added and the mixture stirred at 25° C. for 2 hours. The fine orange crystals were filtered and water washed and dried to afford 0.47 g of the title compound, m.p. 210°-211° C. A second crop was isolated from the filtrate, 0.2 g, m.p. 198°-204° C. 
     IR: 1710 cm -1 . 
     NMR (TFA): δ 2.6 (s, 3), 3.6 (s, 6), 4.2 (s, 3), 6.6 (s, 1) and 7.2-8.2 (m, 8). 
     Using the procedures of Examples 1-3, and the synthetic routes disclosed herein, the compounds of Tables I-XXXII can be prepared. 
     
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GENERAL FORMULAS FOR TABLES I- XXXII                                      
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       ##STR11##                                                          
II                                                                        
       ##STR12##                                                          
III                                                                       
       ##STR13##                                                          
IV                                                                        
       ##STR14##                                                          
V                                                                         
       ##STR15##                                                          
VI                                                                        
       ##STR16##                                                          
VII                                                                       
       ##STR17##                                                          
VIII                                                                      
       ##STR18##                                                          
IX                                                                        
       ##STR19##                                                          
X                                                                         
       ##STR20##                                                          
XI                                                                        
       ##STR21##                                                          
XII                                                                       
       ##STR22##                                                          
XIII                                                                      
       ##STR23##                                                          
XIV                                                                       
       ##STR24##                                                          
XV                                                                        
       ##STR25##                                                          
XVI                                                                       
       ##STR26##                                                          
XVII                                                                      
       ##STR27##                                                          
XVIII                                                                     
       ##STR28##                                                          
XIX                                                                       
       ##STR29##                                                          
XX                                                                        
      ##STR30##                                                           
XXI                                                                       
       ##STR31##                                                          
XXII                                                                      
       ##STR32##                                                          
XXIII                                                                     
       ##STR33##                                                          
XXIV                                                                      
       ##STR34##                                                          
XXV                                                                       
       ##STR35##                                                          
XXVI                                                                      
       ##STR36##                                                          
XXVII                                                                     
       ##STR37##                                                          
XXVIII                                                                    
        ##STR38##                                                         
XXIX                                                                      
       ##STR39##                                                          
XXX                                                                       
       ##STR40##                                                          
XXXI                                                                      
       ##STR41##                                                          
XXXII                                                                     
       ##STR42##                                                          
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                                           TABLE I                                 
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General Formula I                                                         
R  R.sub.1        R.sub.2                                                 
                        X      Y          Z  m.p. (°C.)            
__________________________________________________________________________
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               CH.sub.3   CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               OCH.sub.3  CH 158-160                      
H  N(CH.sub.3).sub.2                                                      
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               CH.sub.3   N                               
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               OCH.sub.3  N                               
H  N(CH.sub.3).sub.2                                                      
                  H     OCH.sub.3                                         
                               OCH.sub.3  N                               
CH.sub.3                                                                  
   N(CH.sub.3).sub.2                                                      
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  6-F   OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  6-Cl  OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  6-Br  OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  5-OCH.sub.3                                             
                        OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  5-F   OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  3-OC.sub.2 H.sub.5                                      
                        OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  6-OCF.sub.2 H                                           
                        OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub. 3).sub.2                                                     
                  5-SCH.sub.3                                             
                        OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  5-N(CH.sub.3).sub.2                                     
                        OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  5-NO.sub.2                                              
                        OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  6-CH.sub.3                                              
                        OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  6-CF.sub.3                                              
                        OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(C.sub.2 H.sub.5).sub.2                                               
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3)C.sub.4 H.sub.9                                             
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3)CH.sub.2 CF.sub.3                                           
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.2 CH.sub.2 Cl).sub.2                                          
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3)CH.sub.2 CH.sub.2 Br                                        
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3)CH.sub.2 CHCH.sub.2                                         
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
    ##STR43##     H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(OH)CH.sub.3  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(OCH.sub.3)CH.sub.3                                                   
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3)CH.sub.2 OH                                                 
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3)CH.sub.2 OCH.sub. 3                                         
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3)(cyclopropyl)                                               
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3)(cyclopentyl)                                               
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H                                                                         
    ##STR44##     H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H                                                                         
    ##STR45##     H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H                                                                         
    ##STR46##     H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3)CH.sub.2 CH.sub.2 OCH.sub.3                                 
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.3).sub.2                          
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3)OC.sub.4 H.sub.9                                            
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  NHCN           H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H                                                                         
    ##STR47##     H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  P(O)(OCH.sub.3).sub.2                                                  
                  H     CH.sub.3                                          
                               OCH.sub.3  CH 155-156                      
H  P(O)(CH.sub.3)OCH.sub.3                                                
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  P(O)(CH.sub.2 CF.sub.3)OCH.sub.3                                       
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  P(O)(OCH.sub.3)CH.sub.2 CHCH.sub.2                                     
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  P(S)(CH.sub.3)OCH.sub.3                                                
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  P(O)(CH.sub.3)SCH.sub.3                                                
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  P(O)(CH.sub.3)NHCH.sub.3                                               
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H                                                                         
    ##STR48##     H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  P(O)(OCH.sub.3)CH.sub.2 CH.sub.2 OCH.sub.3                             
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  P(O)(OCH.sub.3)cyclopropyl                                             
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  P.sup.+ (C.sub.6 H.sub.5).sub.3                                        
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  P.sup.+ ( -n-C.sub.4 H.sub.9).sub.3                                    
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  P.sup.+ (CH.sub.3)(C.sub.2 H.sub.5).sub.2                              
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  SCH.sub.3      H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  Sn-C.sub.4 H.sub.9                                                     
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  SC.sub.6 H.sub.5                                                       
                  H     OCH.sub. 3                                        
                               OCH.sub.3  CH                              
H  S(3,4-C.sub.6 H.sub.3 Cl.sub.2)                                        
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  S(4-C.sub.6 H.sub.4 Cl)                                                
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  S(2-C.sub.6 H.sub.4 Br)                                                
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  SO.sub.2 CH.sub.3                                                      
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  SO.sub.2 -n-C.sub.4 H.sub.9                                            
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  SO.sub.2 C.sub.6 H.sub.5                                               
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  SO.sub.2 (3,4-C.sub.6 H.sub.3 Cl.sub.2)                                
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  SO.sub.2 (4-C.sub.6 H.sub.4 Cl)                                        
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  SO.sub.2 (2-C.sub.6 H.sub.4 Br)                                        
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  CH.sub.2 NO.sub.2                                                      
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  CH(CH.sub.3)NO.sub.2                                                   
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  C(CH.sub.3).sub.2 NO.sub.2                                             
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  C(CH.sub.3)(C.sub.6 H.sub.5)NO.sub.2                                   
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  CH(C.sub.4 H.sub.9)NO.sub.2                                            
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  CH(4-C.sub.6 H.sub.4 Cl)NO.sub.2                                       
                  H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  CH(CN).sub.2   H     OCH.sub.3                                         
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     OC.sub.2 H.sub.5                                  
                               CH.sub.3   N                               
H  N(CH.sub.3).sub.2                                                      
                  H     Cl     OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     F      OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     Br     OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     OCF.sub.2 H                                       
                               CH.sub.3   CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CF.sub.2 H                                        
                               CH.sub.3   CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     OCH.sub.2 CH.sub.2 F                              
                               CH.sub.3   CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     OCH.sub.2 CHF.sub.2                               
                               CH.sub.3   CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     OCH.sub.2 CF.sub.3                                
                               CH.sub.3   CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CF.sub.3                                          
                               OCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     OCH.sub.3                                         
                               H          CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     OCH.sub.3                                         
                               CH.sub.2 OCH.sub.3                         
                                          CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     OCH.sub.3                                         
                               NHCH.sub.3 N                               
H  N(CH.sub.3).sub.2                                                      
                  H     OCH.sub.3                                         
                               N(OCH.sub.3)CH.sub.3                       
                                          N                               
H  N(CH.sub.3).sub.2                                                      
                  H     OCH.sub.3                                         
                               N(CH.sub.3).sub.2                          
                                          N                               
H  N(CH.sub.3).sub.2                                                      
                  H     OCH.sub. 3                                        
                               CH.sub.2 CH.sub.3                          
                                          CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CF.sub.3                                          
                               CF.sub.3   CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               SCH.sub.3  CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               OCH.sub.2 CCH                              
                                          CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               OCH.sub.2 CHCH.sub.2                       
                                          CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               CH.sub.2 OCH.sub.2 CH.sub.3                
                                          CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               OCH.sub.2 CH.sub.2 OCH.sub.3               
                                          CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               CH.sub.2 SCH.sub.3                         
                                          CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               CHO        CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               COCH.sub.3 CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               CH(OCH.sub.3).sub.2                        
                                          CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                                ##STR49## CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               OCF.sub.2 H                                
                                          CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
                               SCF.sub.2 H                                
                                          CH                              
H  N(CH.sub.3).sub.2                                                      
                  H     CH.sub.3                                          
cyclopropyl                                                               
   CH                                                                     
__________________________________________________________________________
 
    
     
                                           TABLE II                                
__________________________________________________________________________
General Formula II                                                        
Q  R R.sub.2                                                              
       R.sub.4                                                            
              R.sub.5 R.sub.6                                             
                          R.sub.9                                         
                                 R.sub.12                                 
                                       R.sub.13                           
                                              R.sub.14                    
                                                     X   m.p.(°C.) 
__________________________________________________________________________
Q-1                                                                       
   H H --     --      --  --     NHC.sub.6 H.sub.5                        
                                       --     --     OCH.sub.3            
Q-1                                                                       
   H H --     --      --  --     CH.sub.3                                 
                                       --     --     OCH.sub.3            
Q-1                                                                       
   H H --     --      --  --     OCH.sub.3                                
                                       --     --     OCH.sub.3            
Q-1                                                                       
   H H --     --      --  --     O-- .sub.-t-C.sub.4 H.sub.9              
                                       --     --     OCH.sub.3            
Q-1                                                                       
   H H --     --      --  --     NHCH.sub.3                               
                                       --     --     OCH.sub.3            
Q-2                                                                       
   H H --     --      --  CH.sub.3                                        
                                 CH.sub.3                                 
                                       --     --     OCH.sub.3            
Q-2                                                                       
   H H --     --      --  C.sub.6 H.sub.5                                 
                                 CH.sub.3                                 
                                       --     --     OCH.sub.3            
Q-2                                                                       
   H H --     --      --  CH.sub.3                                        
                                 OCH.sub.3                                
                                       --     --     OCH.sub.3            
Q-2                                                                       
   H H --     --      --  CH.sub.3                                        
                                 NHCH.sub.3                               
                                       --     --     OCH.sub.3            
Q-2                                                                       
   H H --     --      --  CH.sub.3                                        
                                 NHC.sub.6 H.sub.5                        
                                       --     --     OCH.sub.3            
Q-3                                                                       
   H H --     --      --  --     CH.sub.3                                 
                                       --     --     OCH.sub.3            
Q-3                                                                       
   H H --     --      --  --     OCH.sub.3                                
                                       --     --     OCH.sub.3            
Q-3                                                                       
   H H --     --      --  --     O-- .sub.-t-C.sub.4 H.sub.9              
                                       --     --     OCH.sub.3            
Q-3                                                                       
   H H --     --      --  --     NHCH.sub.3                               
                                       --     --     OCH.sub.3            
Q-4                                                                       
   H H --     --      --  --     CH.sub.3                                 
                                       --     --     OCH.sub.3            
Q-4                                                                       
   H H --     --      --  --     OCH.sub.3                                
                                       --     --     OCH.sub.3            
Q-4                                                                       
   H H --     --      --  --     O-- .sub.-t-C.sub.4 H.sub.9              
                                       --     --     OCH.sub.3            
Q-4                                                                       
   H H --     --      --  --     NHCH.sub.3                               
                                       --     --     OCH.sub.3            
Q-5                                                                       
   H H --     --      --  --     --    --     --     OCH.sub.3            
Q-6                                                                       
   H H --     --      --  --     --    --     --     OCH.sub.3            
Q-7                                                                       
   H H --     --      --  --     --    --     --     OCH.sub.3            
Q-8                                                                       
   H H --     --      --  --     --    H      H      OCH.sub.3            
Q-8                                                                       
   H H --     --      --  --     --    H      4-CH.sub.3                  
                                                     OCH.sub.3            
Q-8                                                                       
   H H --     --      --  --     --    H      4-OCH.sub.3                 
                                                     OCH.sub.3            
Q-8                                                                       
   H H --     --      --  --     --    H      3-SCH.sub.3                 
                                                     OCH.sub.3            
Q-8                                                                       
   H H --     --      --  --     --    3-Cl   4-Cl   OCH.sub.3            
Q-8                                                                       
   H H --     --      --  --     --    H      4-CO.sub.2 CH.sub.3         
                                                     OCH.sub.3            
Q-8                                                                       
   H H --     --      --  --     --    2-OCH.sub.3                        
                                              5-OCH.sub.3                 
                                                     OCH.sub.3            
Q-8                                                                       
   H H --     --      --  --     --    2-F    5-NHCOCH.sub.3              
                                                     OCH.sub.3            
Q-9                                                                       
   H H CH.sub.3                                                           
              CH.sub.3                                                    
                      --  --     --    H      H      CH.sub.3             
                                                         210-211          
Q-9                                                                       
   H H CH.sub.3                                                           
              CH.sub.3                                                    
                      --  --     --    2-NHCOCH.sub.3                     
                                              H      OCH.sub.3            
Q-9                                                                       
   H H CH.sub.3                                                           
              CH.sub.3                                                    
                      --  --     --    2-Cl   H      OCH.sub.3            
Q-9                                                                       
   H H CH.sub.3                                                           
              CH.sub.3                                                    
                      --  --     --    2-OCH.sub.3                        
                                              H      OCH.sub.3            
Q-9                                                                       
   H H CH.sub.3                                                           
              CH.sub.3                                                    
                      --  --     --    2-SCH.sub.3                        
                                              H      OCH.sub.3            
Q-9                                                                       
   H H C.sub.2 H.sub.5                                                    
              C.sub.2 H.sub.5                                             
                      --  --     --    H      H      OCH.sub.3            
Q-9                                                                       
   H H CH.sub.3                                                           
              CH.sub.2 CH═CH.sub.2                                    
                      --  --     --    H      H      OCH.sub.3            
Q-9                                                                       
   H H CH.sub.2 CH.sub.2 Cl                                               
              CH.sub.2 CH.sub.2 Cl                                        
                      --  --     --    H      H      OCH.sub.3            
Q-9                                                                       
   H H CH.sub.2 CH.sub.2 OH                                               
              CH.sub.2 CH.sub.2 OH                                        
                      --  --     --    H      H      OCH.sub.3            
Q-9                                                                       
   H H --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --                          
                      --  --     --    H      H      OCH.sub.3            
Q-10                                                                      
   H H --     --      --  --     --    H      H      OCH.sub.3            
Q-10                                                                      
   H H --     --      --  --     --    2-NHCOCH.sub.3                     
                                              H      OCH.sub.3            
Q-10                                                                      
   H H --     --      --  --     --    2-Cl   H      OCH.sub.3            
Q-10                                                                      
   H H --     --      --  --     --    2-OCH.sub.3                        
                                              H      OCH.sub.3            
Q-10                                                                      
   H H --     --      --  --     --    2-SCH.sub.3                        
                                              H      OCH.sub.3            
Q-10                                                                      
   H H --     --      --  --     --    3-CO.sub.2 CH.sub.3                
                                              H      OCH.sub.3            
Q-10                                                                      
   H H --     --      --  --     --    3-Cl   5-Cl   OCH.sub.3            
Q-11                                                                      
   H H CH.sub.3                                                           
              CH.sub.3                                                    
                      --  --     --    H      H      OCH.sub.3            
Q-11                                                                      
   H H CH.sub.3                                                           
              CH.sub.3                                                    
                      --  --     --    4-NHCOCH.sub.3                     
                                              H      OCH.sub.3            
Q-11                                                                      
   H H CH.sub.3                                                           
              CH.sub.3                                                    
                      --  --     --    4-Cl   H      OCH.sub.3            
Q-11                                                                      
   H H CH.sub.3                                                           
              CH.sub.3                                                    
                      --  --     --    4-OCH.sub.3                        
                                              H      OCH.sub.3            
Q-11                                                                      
   H H CH.sub.3                                                           
              CH.sub.3                                                    
                      --  --     --    4-SCH.sub.3                        
                                              H      OCH.sub.3            
Q-11                                                                      
   H H C.sub.2 H.sub.5                                                    
              C.sub.2 H.sub.5                                             
                      --  --     --    H      H      OCH.sub.3            
Q-11                                                                      
   H H CH.sub.3                                                           
              CH.sub.2 CH═CH.sub.2                                    
                      --  --     --    H      H      OCH.sub.3            
Q-11                                                                      
   H H CH.sub.2 CH.sub.2 Cl                                               
              CH.sub.2 CH.sub.2 Cl                                        
                      --  --     --    H      H      OCH.sub.3            
Q-11                                                                      
   H H CH.sub.2 CH.sub.2 OH                                               
              CH.sub.2 CH.sub.2 OH                                        
                      --  --     --    H      H      OCH.sub.3            
Q-11                                                                      
   H H --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --                          
                      --  --     --    H      H      OCH.sub.3            
Q-12                                                                      
   H H --     --      --  --     --    H      H      OCH.sub.3            
Q-12                                                                      
   H H --     --      --  --     --    4-NHCOCH.sub.3                     
                                              H      OCH.sub.3            
Q-12                                                                      
   H H --     --      --  --     --    4-Cl   H      OCH.sub.3            
Q-12                                                                      
   H H --     --      --  --     --    4-OCH.sub.3                        
                                              H      OCH.sub.3            
Q-12                                                                      
   H H --     --      --  --     --    4-SCH.sub.3                        
                                              H      OCH.sub.3            
Q-12                                                                      
   H H --     --      --  --     --    4-CO.sub.2 CH.sub.3                
                                              H      OCH.sub.3            
Q-12                                                                      
   H H --     --      --  --     --    3-Cl   5-Cl   OCH.sub.3            
Q-13                                                                      
   H H --     --      CH.sub.3                                            
                          H      --    --     --     OCH.sub.3            
Q-13                                                                      
   H H --     --      C.sub.4 H.sub.9                                     
                          CH.sub.3                                        
                                 --    --     --     OCH.sub.3            
Q-13                                                                      
   H H --     --      CH.sub.3                                            
                          C.sub.6 H.sub.5                                 
                                 --    --     --     OCH.sub.3            
Q-13                                                                      
   H H --     --      CH.sub.3                                            
                          4-C.sub.6 H.sub.4 Cl                            
                                 --    --     --     OCH.sub.3            
Q-13                                                                      
   H H --     --      CH.sub.3                                            
                          2,4-C.sub.6 H.sub.3 Cl.sub.2                    
                                 --    --     --     OCH.sub.3            
Q-13                                                                      
   H H --     --      CH.sub.3                                            
                          CH.sub.3                                        
                                 --    --     --     OCH.sub.3            
Q-14                                                                      
   H H --     --      --  CH.sub.3                                        
                                 --    H      --     OCH.sub.3            
Q-14                                                                      
   H H --     --      --  C.sub.6 H.sub.5                                 
                                 --    H      --     OCH.sub.3            
Q-14                                                                      
   H H --     --      --  4-C.sub.6 H.sub.4 Cl                            
                                 --    H      --     OCH.sub.3            
Q-14                                                                      
   H H --     --      --  CH.sub.3                                        
                                 --    CH.sub.3                           
                                              --     OCH.sub.3            
Q-14                                                                      
   H H --     --      --  CH.sub.3                                        
                                 --    Cl     --     OCH.sub.3            
Q-14                                                                      
   H H --     --      --  CH.sub.3                                        
                                 --    OCH.sub.3                          
                                              --     OCH.sub.3            
__________________________________________________________________________
 
    
     
                                           TABLE III                               
__________________________________________________________________________
General Formula III                                                       
R  R.sub.1        R.sub.3     X      Y          Z  m.p.                   
__________________________________________________________________________
                                                   (°C.)           
CH.sub.3                                                                  
   N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                     CH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     CH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                     CH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     CH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  NO.sub.2    CH.sub.3                                    
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  NO.sub.2    OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  NO.sub.2    OCH.sub.3                                   
                                     CH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                  NO.sub.2    OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  CF.sub.3    CH.sub.3                                    
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CF.sub. 3   OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CF.sub.3    CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  CF.sub.3    OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  OCH.sub.3   CH.sub.3                                    
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  OCH.sub.3   OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  OCH.sub.3   CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  OCH.sub.3   OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  SCH.sub.3   CH.sub.3                                    
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  SCH.sub.3   OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  SCH.sub.3   CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  SCH.sub.3   OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  SO.sub.2 N(CH.sub.3).sub.2                              
                              CH.sub.3                                    
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  SO.sub.2 N(CH.sub.3).sub.2                              
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  SO.sub.2 N(CH.sub.3).sub.2                              
                              CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  SO.sub.2 N(CH.sub.3).sub.2                              
                              OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  SO.sub.2 CH.sub.3                                       
                              CH.sub. 3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  SO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  SO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  SO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  OCH.sub.2 CH.sub.2 Cl                                   
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  OCH.sub.2 CH.sub.2 Cl                                   
                              CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  OSO.sub.2 CH.sub.3                                      
                              CH.sub.3                                    
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  OSO.sub.2 CH.sub.3                                      
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  OSO.sub.2 CH.sub.3                                      
                              CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  OSO.sub.2 CH.sub.3                                      
                              OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  CH.sub.2 OCH.sub.3                                      
                              CH.sub.3                                    
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CH.sub.2 OCH.sub.3                                      
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CH.sub.2 OCH.sub.3                                      
                              CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  CH.sub.2 OCH.sub.3                                      
                              OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  OCH.sub.2 CH CH.sub.2                                   
                              CH.sub.3                                    
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  OCH.sub.2 CHCH.sub.2                                    
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  OCH.sub.2 CHCH.sub.2                                    
                              CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  OCH.sub.2 CHCH.sub.2                                    
                              OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  CH.sub.3    CH.sub.3                                    
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CH.sub.3    OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CH.sub.3    CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  CH.sub.3    OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  Cl          CH.sub.3                                    
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  Cl          OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  Cl          CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  Cl          OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  Br          CH.sub.3                                    
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  Br          OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  Br          CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  Br          OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  F           CH.sub.3                                    
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  F           OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  F           CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  F           OCH.sub.3                                   
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                  H           OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  H           CH.sub.3                                    
                                     OCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                   -n-C.sub.4 H.sub.9                                     
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.2 CH.sub.3                              
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 .sub.-i-C.sub.3 H.sub.7                        
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2CH.sub.2 CHCH.sub.2                             
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.2 CH.sub.2 Cl                           
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.2 CH.sub.2 OCH.sub.3                    
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  OC.sub.4 H.sub.9                                        
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  SC.sub.4 H.sub.9                                        
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub. 2                                                     
                  SO.sub.2 N(C.sub.2 H.sub.5).sub.2                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  SO.sub.2 CH.sub.2 CH.sub.3                              
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  SO.sub.2 C.sub.4 H.sub.9                                
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  OCH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 Br                 
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  OSO.sub.2 C.sub.4 H.sub.9                               
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(C.sub.2 H.sub.5).sub.2                                               
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3)C.sub.4 H.sub.9                                             
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3)CH.sub.2 CF.sub.3                                           
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.2 CH.sub.2 Cl).sub.2                                          
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3)CH.sub.2 CH.sub.2 Br                                        
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3)CH.sub.2 CHCH.sub.2                                         
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
    ##STR50##     CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub. 3 CH                        
H  N(OH)CH.sub.3  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(OCH.sub.3)CH.sub.3                                                   
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3)CH.sub.2 OH                                                 
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3)CH.sub.2 OCH.sub.3                                          
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3)(cyclopropyl)                                               
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3)(cyclopentyl)                                               
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H                                                                         
    ##STR51##     CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H                                                                         
    ##STR52##     CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H                                                                         
    ##STR53##     CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3)CH.sub.2 CH.sub.2 OCH.sub.3                                 
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.3).sub.2                          
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub. 3)OC.sub.4 H.sub.9                                           
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  NHCN           CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H                                                                         
    ##STR54##     CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  P(O)(OCH.sub.3).sub.2                                                  
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                     OCH.sub.3  CH                        
H  P(O)(CH.sub.3)OCH.sub.3                                                
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  P(O)(CH.sub.2 CF.sub.3)OCH.sub.3                                       
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  P(O)(OCH.sub.3)CH.sub.2 CHCH.sub.2                                     
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  P(S)(CH.sub.3)OCH.sub.3                                                
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  P(O)(CH.sub.3)SCH.sub.3                                                
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  P(O)(CH.sub.3)NHCH.sub.3                                               
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H                                                                         
    ##STR55##     CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  P(O)(OCH.sub.3 )CH.sub.2 CH.sub.2 OCH.sub.3                            
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  P(O)(OCH.sub.3)cyclopropyl                                             
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  P.sup.+ (C.sub.6 H.sub.5).sub.3                                        
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  P.sup.+ ( -n-C.sub.4 H.sub.9).sub.3                                    
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  P.sup.+ (CH.sub.3)(C.sub.2 H.sub.5).sub.2                              
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  SCH.sub.3      CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  S -n-C.sub.4 H.sub.9                                                   
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  SC.sub.6 H.sub.5                                                       
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  S(3,4-C.sub.6 H.sub.3 Cl.sub.2)                                        
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  S(4-C.sub.6 H.sub.4 Cl)                                                
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  S(2-C.sub.6 H.sub.4 Br)                                                
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  SO.sub.2 CH.sub.3                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  SO.sub.2  -n-C.sub.4 H.sub.9                                           
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  SO.sub.2 C.sub.6 H.sub.5                                               
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  SO.sub.2 (3,4-C.sub.6 H.sub.3 Cl.sub.2)                                
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  SO.sub.2 (4-C.sub.6 H.sub.4 Cl)                                        
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  SO.sub.2 (2-C.sub.6 H.sub.4 Br)                                        
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  CH.sub.2 NO.sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  CH(CH.sub.3)NO.sub.2                                                   
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  C(CH.sub.3).sub.2 NO.sub.2                                             
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  C(CH.sub.3)(C.sub.6 H.sub.5)NO.sub.2                                   
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  CH(C.sub.4 H.sub.9)NO.sub.2                                            
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  CH(4-C.sub.6 H.sub.4 Cl)NO.sub.2                                       
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  CH(CN).sub.2   CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub. 2                                                     
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OC.sub.2 H.sub.5                            
                                     CH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              Cl     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              F      OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              Br     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCF.sub.2 H                                 
                                     CH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CF.sub.2 H                                  
                                     CH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.2 CH.sub.2 F                        
                                     CH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.2 CHF.sub.2                         
                                     CH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.2 CF.sub.3                          
                                     CH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CF.sub.3                                    
                                     OCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     H          CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     CH.sub.2 OCH.sub.3                   
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     NHCH.sub.3 N                         
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     N(CH.sub.3)OCH.sub.3                 
                                                N                         
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     N(CH.sub.3).sub.2                    
                                                N                         
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     CH.sub.2 CH.sub.3                    
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CF.sub.3                                    
                                     CF.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                     SCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                     OCH.sub.2 CCH                        
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                     OCH.sub.2 CHCH.sub.2                 
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                     CH.sub.2 OCH.sub.2 CH.sub.3          
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     OCH.sub.2 CH.sub.2 OCH.sub.3         
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              OCH.sub.3                                   
                                     CH.sub.2 SCH.sub.3                   
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                     CHO        CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                     COCH.sub.3 CH                        
H  N(CH.sub. 3).sub.2                                                     
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                     CH(OCH.sub.3).sub.2                  
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                      ##STR56## CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                     OCF.sub.2 H                          
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
                                     SCF.sub.2 H                          
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                  CO.sub.2 CH.sub.3                                       
                              CH.sub.3                                    
cyclopropyl                                                               
   CH                                                                     
__________________________________________________________________________
 
    
     
                                           TABLE IV                                
__________________________________________________________________________
General Formula IV                                                        
                                                         m.p.             
Q  R  R.sub.2                                                             
           R.sub.4                                                        
                  R.sub.5 R.sub.6                                         
                              R.sub.9                                     
                                     R.sub.12                             
                                           R.sub.13                       
                                                  R.sub.14                
                                                         (°C.)     
__________________________________________________________________________
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     NHC.sub.6 H.sub.5                    
                                           --     --                      
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     CH.sub.3                             
                                           --     --                      
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     OCH.sub.3                            
                                           --     --                      
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     O-- .sub.-t-C.sub.4 H.sub.9          
                                           --     --                      
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     NHCH.sub.3                           
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     CH.sub.3                             
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  C.sub.6 H.sub.5                             
                                     CH.sub.3                             
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     OCH.sub.3                            
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     NHCH.sub.3                           
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     NHC.sub.6 H.sub.5                    
                                           --     --                      
Q-3                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     CH.sub.3                             
                                           --     --                      
Q-3                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     OCH.sub.3                            
                                           --     --                      
Q-3                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     O-- .sub.-t-C.sub.4 H.sub.9          
                                           --     --                      
Q-3                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     NHCH.sub.3                           
                                           --     --                      
Q-4                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     CH.sub.3                             
                                           --     --                      
Q-4                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     OCH.sub. 3                           
                                           --     --                      
Q-4                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     O-- .sub.-t-C.sub.4 H.sub.9          
                                           --     --                      
Q-4                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     NHCH.sub.3                           
                                           --     --                      
Q-5                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    --     --                      
Q-6                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    --     --                      
Q-7                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    --     --                      
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      H                       
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      4-CH.sub.3              
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      4-OCH.sub.3             
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      3-SCH.sub.3             
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    3-Cl   4-Cl                    
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      4-CO.sub.2 CH.sub.3     
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-OCH.sub.3                    
                                                  5-OCH.sub.3             
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-F    5-NHCOCH.sub.3          
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    H      H      221-231          
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    2-NHCOCH.sub.3                 
                                                  H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    2-Cl   H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    2-OCH.sub.3                    
                                                  H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    2-SCH.sub.3                    
                                                  H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           C.sub.2 H.sub.5                                                
                  C.sub.2 H.sub.5                                         
                          --  --     --    H      H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.2 CH═CH.sub.2                                
                          --  --     --    H      H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.2 CH.sub.2 Cl                                           
                  CH.sub.2 CH.sub.2 Cl                                    
                          --  --     --    H      H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.2 CH.sub.2 OH                                           
                  CH.sub.2 CH.sub.2 OH                                    
                          --  --     --    H      H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --                      
                          --  --     --    H      H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-NHCOCH.sub.3                 
                                                  H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-Cl   H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-OCH.sub.3                    
                                                  H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-SCH.sub.3                    
                                                  H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    3-CO.sub.2 CH.sub.3            
                                                  H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    3-Cl   5-Cl                    
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    4-NHCOCH.sub.3                 
                                                  H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    4-Cl   H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    4-OCH.sub.3                    
                                                  H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    4-SCH.sub.3                    
                                                  H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           C.sub.2 H.sub.5                                                
                  C.sub.2 H.sub.5                                         
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.2 CH═CH.sub.2                                
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.2 CH.sub.2 Cl                                           
                  CH.sub.2 CH.sub.2 Cl                                    
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.2 CH.sub.2 OH                                           
                  CH.sub. 2 CH.sub.2 OH                                   
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --                      
                          --  --     --    H      H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-NHCOCH.sub.3                 
                                                  H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-Cl   H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-OCH.sub.3                    
                                                  H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-SCH.sub.3                    
                                                  H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-CO.sub.2 CH.sub.3            
                                                  H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    3-Cl   5-Cl                    
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              H      --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      C.sub.4 H.sub.9                                 
                              CH.sub.3                                    
                                     --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              C.sub.6 H.sub.5                             
                                     --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              4-C.sub.6 H.sub.4 Cl                        
                                     --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              2,4-C.sub.6 H.sub.3 Cl.sub.2                
                                     --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              CH.sub.3                                    
                                     --    --     --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     --    H      --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  C.sub.6 H.sub.5                             
                                     --    H      --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  4-C.sub.6 H.sub.4 Cl                        
                                     --    H      --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     --    CH.sub.3                       
                                                  --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     --    Cl     --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     --    OCH.sub.3                      
                                                  --                      
__________________________________________________________________________
 
    
     
                                           TABLE V                                 
__________________________________________________________________________
General Formula V                                                         
R  R.sub.1       R.sub.3     X      Y           Z  m.p.                   
__________________________________________________________________________
                                                   (°C.)           
CH.sub.3                                                                  
   N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    CH.sub.3    N                         
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    CH.sub.3    N                         
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 NO.sub.2    CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 NO.sub.2    OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 NO.sub.2    OCH.sub.3                                    
                                    CH.sub.3    N                         
H  N(CH.sub.3).sub.2                                                      
                 NO.sub.2    OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 CF.sub.3    CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CF.sub.3    OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CF.sub.3    CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 CF.sub.3    OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.3   CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.3   OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.3   CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.3   OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 SCH.sub.3   CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SCH.sub.3   OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SCH.sub.3   CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 SCH.sub.3   OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 N(CH.sub.3).sub.2                               
                             CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 N(CH.sub.3).sub.2                               
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 N(CH.sub.3).sub.2                               
                             CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 N(CH.sub.3).sub.2                               
                             OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CH.sub.2 Cl                                    
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CH.sub.2 Cl                                    
                             CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OSO.sub.2 CH.sub.3                                       
                             CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OSO.sub.2 CH.sub.3                                       
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OSO.sub.2 CH.sub.3                                       
                             CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OSO.sub.2 CH.sub.3                                       
                             OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.2 OCH.sub.3                                       
                             CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.2 OCH.sub.3                                       
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.2 OCH.sub.3                                       
                             CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.2 OCH.sub.3                                       
                             OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CHCH.sub. 2                                    
                             CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CHCH.sub.2                                     
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CHCH.sub.2                                     
                             CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CHCH.sub.2                                     
                             OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.3    CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.3    OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.3    CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.3    OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 Cl          CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 Cl          OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 Cl          CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 Cl          OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 Br          CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 Br          OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 Br          CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 Br          OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 F           CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub. 3).sub.2                                                     
                 F           OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 F           CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 F           OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 H           OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 H           CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                  -n-C.sub.4 H.sub.9                                      
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.2 CH.sub.3                               
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 .sub.-i-C.sub.3 H.sub.7                         
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2CH.sub.2 CHCH.sub.2                              
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.2 CH.sub.2 Cl                            
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.2 CH.sub.2 OCH.sub.3                     
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OC.sub.4 H.sub.9                                         
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SC.sub.4 H.sub.9                                         
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 N(C.sub.2 H.sub.5).sub.2                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 CH.sub.2 CH.sub.3                               
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 C.sub.4 H.sub.9                                 
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 Br                  
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OSO.sub.2 C.sub.4 H.sub.9                                
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(C.sub.2 H.sub.5).sub.2                                               
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)C.sub.4 H.sub.9                                             
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)CH.sub.2 CF.sub.3                                           
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.2 CH.sub.2 Cl).sub.2                                          
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)CH.sub.2 CH.sub.2 Br                                        
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)CH.sub.2 CHCH.sub.2                                         
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
    ##STR57##    CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub. 3  CH                        
H  N(OH)CH.sub.3 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(OCH.sub.3)CH.sub.3                                                   
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)CH.sub.2 OH                                                 
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)CH.sub.2 OCH.sub.3                                          
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)(cyclopropyl)                                               
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)(cyclopentyl)                                               
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H                                                                         
    ##STR58##    CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H                                                                         
    ##STR59##    CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H                                                                         
    ##STR60##    CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)CH.sub.2 CH.sub.2 OCH.sub.3                                 
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.3).sub.2                          
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3 )OC.sub.4 H.sub.9                                           
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  NHCN          CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H                                                                         
    ##STR61##    CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(OCH.sub.3).sub.2                                                  
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  P(O)(CH.sub.3)OCH.sub.3                                                
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(CH.sub.2 CF.sub.3)OCH.sub.3                                       
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(OCH.sub.3)CH.sub.2 CHCH.sub.2                                     
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(S)(CH.sub.3)OCH.sub.3                                                
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(CH.sub.3)SCH.sub.3                                                
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(CH.sub.3)NHCH.sub.3                                               
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H                                                                         
    ##STR62##    CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(OCH.sub.3)CH.sub.2 CH.sub.2 OCH.sub.3                             
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(OCH.sub.3)cyclopropyl                                             
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P.sup.+ (C.sub.6 H.sub.5).sub.3                                        
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P.sup.+ ( -n-C.sub.4 H.sub.9).sub.3                                    
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P.sup.+ (CH.sub.3)(C.sub.2 H.sub.5).sub.2                              
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SCH.sub.3     CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  S -n-C.sub.4 H.sub.9                                                   
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SC.sub.6 H.sub.5                                                       
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  S(3,4-C.sub.6 H.sub.3 Cl.sub.2)                                        
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  S(4-C.sub.6 H.sub.4 Cl)                                                
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  S(2-C.sub.6 H.sub.4 Br)                                                
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SO.sub.2 CH.sub.3                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SO.sub.2 -n-C.sub.4 H.sub.9                                            
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SO.sub.2 C.sub.6 H.sub.5                                               
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SO.sub.2 (3,4-C.sub.6 H.sub.3 Cl.sub.2)                                
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SO.sub.2 (4-C.sub.6 H.sub.4 Cl)                                        
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SO.sub.2 (2-C.sub.6 H.sub.4 Br)                                        
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  CH.sub.2 NO.sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  CH(CH.sub.3)NO.sub.2                                                   
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  C(CH.sub.3).sub.2 NO.sub.2                                             
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  C(CH.sub.3)(C.sub.6 H.sub.5)NO.sub.2                                   
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  CH(C.sub.4 H.sub.9)NO.sub.2                                            
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  CH(4-C.sub.6 H.sub.4 Cl)NO.sub.2                                       
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  CH(CN).sub.2  CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub. 2 CH.sub.3                                       
                             OC.sub.2 H.sub.5                             
                                    CH.sub.3    N                         
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             Cl     OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             F      OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             Br     OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCF.sub.2 H                                  
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CF.sub.2 H                                   
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.2 CH.sub.2 F                         
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.2 CHF.sub.2                          
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.2 CF.sub.3                           
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CF.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    H           CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    CH.sub.2 OCH.sub.3                    
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    NHCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    N(CH.sub.3)OCH.sub.3                  
                                                N                         
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    N(CH.sub.3).sub.2                     
                                                N                         
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    CH.sub.2 CH.sub.3                     
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CF.sub.3                                     
                                    CF.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    SCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    OCH.sub.2 CCH                         
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    OCH.sub.2 CHCH.sub.2                  
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    CH.sub.2 OCH.sub.2 CH.sub.3           
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.2 CH.sub.2 OCH.sub.3          
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    CH.sub.2 SCH.sub.3                    
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    CHO         CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    COCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    CH(OCH.sub.3).sub.2                   
                                                CH                        
H  N(CH.sub. 3).sub.2                                                     
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                     ##STR63##  CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    OCF.sub.2 H CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    SCF.sub.2 H CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    cyclopropyl CH                        
__________________________________________________________________________
 
    
     
                                           TABLE VI                                
__________________________________________________________________________
General Formula VI                                                        
                                                         m.p.             
Q  R  R.sub.2                                                             
           R.sub.4                                                        
                  R.sub.5 R.sub.6                                         
                              R.sub.9                                     
                                     R.sub.12                             
                                           R.sub.13                       
                                                  R.sub.14                
                                                         (°C.)     
__________________________________________________________________________
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     NHC.sub.6 H.sub.5                    
                                           --     --                      
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     CH.sub.3                             
                                           --     --                      
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     OCH.sub.3                            
                                           --     --                      
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     O-- .sub.-t-C.sub.4 H.sub.9          
                                           --     --                      
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     NHCH.sub.3                           
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     CH.sub.3                             
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  C.sub.6 H.sub.5                             
                                     CH.sub.3                             
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     OCH.sub.3                            
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     NHCH.sub.3                           
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     NHC.sub.6 H.sub.5                    
                                           --     --                      
Q-3                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     CH.sub.3                             
                                           --     --                      
Q-3                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     OCH.sub.3                            
                                           --     --                      
Q-3                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     O-- .sub.-t-C.sub.4 H.sub.9          
                                           --     --                      
Q-3                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     NHCH.sub.3                           
                                           --     --                      
Q-4                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     CH.sub.3                             
                                           --     --                      
Q-4                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     OCH.sub. 3                           
                                           --     --                      
Q-4                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     O-- .sub.-t-C.sub.4 H.sub.9          
                                           --     --                      
Q-4                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     NHCH.sub.3                           
                                           --     --                      
Q-5                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    --     --                      
Q-6                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    --     --                      
Q-7                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    --     --                      
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      H                       
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      4-CH.sub.3              
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      4-OCH.sub.3             
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      3-SCH.sub.3             
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    3-Cl   4-Cl                    
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      4-CO.sub.2 CH.sub.3     
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-OCH.sub.3                    
                                                  5-OCH.sub.3             
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-F    5-NHCOCH.sub.3          
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    H      H      221-231          
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    2-NHCOCH.sub.3                 
                                                  H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    2-Cl   H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    2-OCH.sub.3                    
                                                  H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    2-SCH.sub.3                    
                                                  H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           C.sub.2 H.sub.5                                                
                  C.sub.2 H.sub.5                                         
                          --  --     --    H      H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.2 CH═CH.sub.2                                
                          --  --     --    H      H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.2 CH.sub.2 Cl                                           
                  CH.sub.2 CH.sub.2 Cl                                    
                          --  --     --    H      H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.2 CH.sub.2 Cl                                           
                  CH.sub.2 CH.sub.2 OH                                    
                          --  --     --    H      H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --                      
                          --  --     --    H      H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-NHCOCH.sub.3                 
                                                  H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-Cl   H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-OCH.sub.3                    
                                                  H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-SCH.sub.3                    
                                                  H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    3-CO.sub.2 CH.sub.3            
                                                  H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    3-Cl   5-Cl                    
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    4-NHCOCH.sub.3                 
                                                  H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    4-Cl   H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    4-OCH.sub.3                    
                                                  H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    4-SCH.sub.3                    
                                                  H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           C.sub.2 H.sub.5                                                
                  C.sub.2 H.sub.5                                         
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.2 CH═CH.sub.2                                
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.2 CH.sub.2 Cl                                           
                  CH.sub.2 CH.sub.2 Cl                                    
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.2 CH.sub.2 OH                                           
                  CH.sub. 2 CH.sub.2 OH                                   
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --                      
                          --  --     --    H      H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-NHCOCH.sub.3                 
                                                  H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-Cl   H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-OCH.sub.3                    
                                                  H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-SCH.sub.3                    
                                                  H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-CO.sub.2 CH.sub.3            
                                                  H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    3-Cl   5-Cl                    
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              H      --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      C.sub.4 H.sub.9                                 
                              CH.sub.3                                    
                                     --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              C.sub.6 H.sub.5                             
                                     --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              2,4-C.sub.6 H.sub.4 Cl                      
                                     --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              2,4-C.sub.6 H.sub.3 Cl.sub.2                
                                     --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              CH.sub.3                                    
                                     --    --     --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     --    H      --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  C.sub.6 H.sub.5                             
                                     --    H      --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  4-C.sub.6 H.sub.4 Cl                        
                                     --    H      --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     --    CH.sub.3                       
                                                  --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     --    Cl     --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     --    OCH.sub.3                      
                                                  --                      
__________________________________________________________________________
 
    
     
                                           TABLE VII                               
__________________________________________________________________________
General Formula VII                                                       
R  R.sub.1       R.sub.3     X      Y           Z  m.p.                   
__________________________________________________________________________
                                                   (°C.)           
CH.sub.3                                                                  
   N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    CH.sub.3    N                         
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    CH.sub.3    N                         
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 NO.sub.2    CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 NO.sub.2    OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 NO.sub.2    OCH.sub.3                                    
                                    CH.sub.3    N                         
H  N(CH.sub.3).sub.2                                                      
                 NO.sub.2    OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 CF.sub.3    CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CF.sub.3    OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CF.sub.3    CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 CF.sub.3    OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.3   CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.3   OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.3   CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.3   OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 SCH.sub.3   CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SCH.sub.3   OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SCH.sub.3   CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 SCH.sub.3   OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 N(CH.sub.3).sub.2                               
                             CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 N(CH.sub.3).sub.2                               
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 N(CH.sub.3).sub.2                               
                             CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 N(CH.sub.3).sub.2                               
                             OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CH.sub.2 Cl                                    
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CH.sub.2 Cl                                    
                             CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OSO.sub.2 CH.sub.3                                       
                             CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OSO.sub.2 CH.sub.3                                       
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OSO.sub.2 CH.sub.3                                       
                             CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OSO.sub.2 CH.sub.3                                       
                             OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.2 OCH.sub.3                                       
                             CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.2 OCH.sub.3                                       
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.2 OCH.sub.3                                       
                             CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.2 OCH.sub.3                                       
                             OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CHCH.sub. 2                                    
                             CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CHCH.sub.2                                     
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CHCH.sub.2                                     
                             CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CHCH.sub.2                                     
                             OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.3    CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.3    OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.3    CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 CH.sub.3    OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 Cl          CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 Cl          OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 Cl          CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 Cl          OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 Br          CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 Br          OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 Br          CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 Br          OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 F           CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub. 3).sub.2                                                     
                 F           OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 F           CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 F           OCH.sub.3                                    
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                 H           OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 H           CH.sub.3                                     
                                    OCH.sub.3   N                         
H  N(CH.sub.3).sub.2                                                      
                  -n-C.sub.4 H.sub.9                                      
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.2 CH.sub.3                               
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 .sub.-i-C.sub.3 H.sub.7                         
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2CH.sub.2 CHCH.sub.2                              
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.2 CH.sub.2 Cl                            
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.2 CH.sub.2 OCH.sub.3                     
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OC.sub.4 H.sub.9                                         
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SC.sub.4 H.sub.9                                         
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub. 2                                                     
                 SO.sub.2 N(C.sub.2 H.sub.5).sub.2                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 CH.sub.2 CH.sub.3                               
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 SO.sub.2 C.sub.4 H.sub.9                                 
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OCH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 Br                  
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 OSO.sub.2 C.sub.4 H.sub.9                                
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(C.sub.2 H.sub.5).sub.2                                               
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)C.sub.4 H.sub.9                                             
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)CH.sub.2 CF.sub.3                                           
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.2 CH.sub.2 Cl).sub.2                                          
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)CH.sub.2 CH.sub.2 Br                                        
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)CH.sub.2 CHCH.sub.2                                         
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
    ##STR64##    CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(OH)CH.sub.3 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(OCH.sub.3)CH.sub.3                                                   
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)CH.sub.2 OH                                                 
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)CH.sub.2 OCH.sub.3                                          
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)(cyclopropyl)                                               
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)(cyclopentyl)                                               
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H                                                                         
    ##STR65##    CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H                                                                         
    ##STR66##    CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H                                                                         
    ##STR67##    CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)CH.sub.2 CH.sub.2 OCH.sub.3                                 
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.3).sub.2                          
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3)OC.sub. 4 H.sub.9                                           
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  NHCN          CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H                                                                         
    ##STR68##    CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(OCH.sub.3).sub.2                                                  
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    OCH.sub.3   CH                        
H  P(O)(CH.sub.3)OCH.sub.3                                                
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(CH.sub.2 CF.sub.3)OCH.sub.3                                       
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(OCH.sub.3)CH.sub.2 CHCH.sub.2                                     
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(S)(CH.sub.3)OCH.sub.3                                                
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(CH.sub.3)SCH.sub.3                                                
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(CH.sub.3)NHCH.sub.3                                               
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H                                                                         
    ##STR69##    CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(OCH.sub.3)CH.sub.2 CH.sub. 2 OCH.sub.3                            
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P(O)(OCH.sub.3)cyclopropyl                                             
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P.sup.+ (C.sub.6 H.sub.5).sub.3                                        
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P.sup.+ ( -n-C.sub.4 H.sub.9).sub.3                                    
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  P.sup.+ (CH.sub.3)(C.sub.2 H.sub.5).sub.2                              
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SCH.sub.3     CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  S -n-C.sub.4 H.sub.9                                                   
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SC.sub.6 H.sub.5                                                       
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  S(3,4-C.sub.6 H.sub.3 Cl.sub.2)                                        
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  S(4-C.sub.6 H.sub.4 Cl)                                                
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  S(2-C.sub.6 H.sub.4 Br)                                                
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SO.sub.2 CH.sub.3                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SO.sub.2 - n-C.sub.4 H.sub.9                                           
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SO.sub.2 C.sub.6 H.sub.5                                               
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SO.sub.2 (3,4-C.sub.6 H.sub.3 Cl.sub.2)                                
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SO.sub.2 (4-C.sub.6 H.sub.4 Cl)                                        
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  SO.sub.2 (2-C.sub.6 H.sub.4 Br)                                        
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  CH.sub.2 NO.sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  CH(CH.sub.3)NO.sub.2                                                   
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  C(CH.sub.3).sub.2 NO.sub.2                                             
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  C(CH.sub.3)(C.sub.6 H.sub.5)NO.sub.2                                   
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  CH(C.sub.4 H.sub.9)NO.sub.2                                            
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  CH(4-C.sub.6 H.sub.4 Cl)NO.sub.2                                       
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  CH(CN).sub.2  CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OC.sub.2 H.sub.5                             
                                    CH.sub.3    N                         
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             Cl     OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             F      OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             Br     OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCF.sub.2 H                                  
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CF.sub.2 H                                   
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.2 CH.sub.2 F                         
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.2 CHF.sub.2                          
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.2 CF.sub.3                           
                                    CH.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CF.sub.3                                     
                                    OCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    H           CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    CH.sub.2 OCH.sub.3                    
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    NHCH.sub.3  N                         
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    N(CH.sub.3)OCH.sub.3                  
                                                N                         
H  N(CH.sub.3).sub.2                                                      
                 CO.sub. 2 CH.sub.3                                       
                             OCH.sub.3                                    
                                    N(CH.sub.3).sub.2                     
                                                N                         
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    CH.sub.2 CH.sub.3                     
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CF.sub.3                                     
                                    CF.sub.3    CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    SCH.sub.3   CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    OCHCH.sub.2 CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    OCH.sub.2 CHCH.sub.2                  
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    CH.sub.2 OCH.sub.2 CH.sub.3           
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    OCH.sub.2 CH.sub.2 OCH.sub.3          
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             OCH.sub.3                                    
                                    CH.sub.2 SCH.sub.3                    
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    CHO         CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    COCH.sub.3  CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    CH(OCH.sub.3).sub.2                   
                                                CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                     ##STR70##  CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    OCF.sub.2 H CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    SCF.sub.2 H CH                        
H  N(CH.sub.3).sub.2                                                      
                 CO.sub.2 CH.sub.3                                        
                             CH.sub.3                                     
                                    cyclopropyl CH                        
__________________________________________________________________________
 
    
     
                                           TABLE VIII                              
__________________________________________________________________________
General Formula VIII                                                      
                                                         m.p.             
Q  R  R.sub.2                                                             
           R.sub.4                                                        
                  R.sub.5 R.sub.6                                         
                              R.sub.9                                     
                                     R.sub.12                             
                                           R.sub.13                       
                                                  R.sub.14                
                                                         (°C.)     
__________________________________________________________________________
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     NHC.sub.6 H.sub.5                    
                                           --     --                      
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     CH.sub.3                             
                                           --     --                      
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     OCH.sub.3                            
                                           --     --                      
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     O-- .sub.-t-C.sub.4 H.sub.9          
                                           --     --                      
Q-1                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     NHCH.sub.3                           
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     CH.sub.3                             
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  C.sub.6 H.sub.5                             
                                     CH.sub.3                             
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.2                                    
                                     OCH.sub.3                            
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     NHCH.sub.3                           
                                           --     --                      
Q-2                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     NHC.sub.6 H.sub.5                    
                                           --     --                      
Q-3                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     CH.sub.3                             
                                           --     --                      
Q-3                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     OCH.sub.3                            
                                           --     --                      
Q-3                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     O-- .sub.-t-C.sub.4 H.sub.9          
                                           --     --                      
Q-3                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     NHCH.sub.3                           
                                           --     --                      
Q-4                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     CH.sub.3                             
                                           --     --                      
Q-4                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     OCH.sub. 3                           
                                           --     --                      
Q-4                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     O-- .sub.-t-C.sub.4 H.sub.9          
                                           --     --                      
Q-4                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     NHCH.sub.3                           
                                           --     --                      
Q-5                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    --     --                      
Q-6                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    --     --                      
Q-7                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    --     --                      
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      H                       
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      4-CH.sub.3              
Q-8                                                                       
   H  CO.sub.3 CH.sub.3                                                   
           --     --      --  --     --    H      4-OCH.sub.3             
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      3-SCH.sub.3             
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    3-Cl   4-Cl                    
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      4-CO.sub.2 CH.sub.3     
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-OCH.sub.3                    
                                                  5-OCH.sub.3             
Q-8                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-F    5-NHCOCH.sub.3          
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    H      H      221-231          
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    2-NHCOCH.sub.3                 
                                                  H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    2-Cl   H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    2-OCH.sub.3                    
                                                  H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    2-SCH.sub.3                    
                                                  H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           C.sub.2 H.sub.5                                                
                  C.sub.2 H.sub.5                                         
                          --  --     --    H      H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.2 CH═CH.sub.2                                
                          --  --     --    H      H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.2 CH.sub.2 Cl                                           
                  CH.sub.2 CH.sub.2 Cl                                    
                          --  --     --    H      H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.2 CH.sub.2 OH                                           
                  CH.sub.2 CH.sub.2 OH                                    
                          --  --     --    H      H                       
Q-9                                                                       
   H  CO.sub.2 CH.sub.3                                                   
           --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --                      
                          --  --     --    H      H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-NHCOCH.sub.3                 
                                                  H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-Cl   H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-OCH.sub.3                    
                                                  H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    2-SCH.sub.3                    
                                                  H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    3-CO.sub.2 CH.sub.3            
                                                  H                       
Q-10                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    3-Cl   5-Cl                    
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    4-NHCOCH.sub.3                 
                                                  H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    4-Cl   H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    4-OCH.sub.3                    
                                                  H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.3                                                
                          --  --     --    4-SCH.sub.3                    
                                                  H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           C.sub.2 H.sub.5                                                
                  C.sub.2 H.sub.5                                         
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.3                                                       
                  CH.sub.2 CH═CH.sub.2                                
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.2 CH.sub.2 Cl                                           
                  CH.sub.2 CH.sub.2 Cl                                    
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           CH.sub.2 CH.sub.2 OH                                           
                  CH.sub. 2 CH.sub.2 OH                                   
                          --  --     --    H      H                       
Q-11                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --                      
                          --  --     --    H      H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    H      H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-NHCOCH.sub.3                 
                                                  H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-Cl   H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-OCH.sub.3                    
                                                  H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-SCH.sub.3                    
                                                  H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    4-CO.sub.2 CH.sub.3            
                                                  H                       
Q-12                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  --     --    3-Cl   5-Cl                    
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              H      --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      C.sub.4 H.sub.9                                 
                              CH.sub.3                                    
                                     --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              C.sub.6 H.sub.5                             
                                     --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              4-C.sub.6 H.sub.4 Cl                        
                                     --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              2,4-C.sub.6 H.sub.3 Cl.sub.2                
                                     --    --     --                      
Q-13                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      CH.sub.3                                        
                              CH.sub.3                                    
                                     --    --     --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     --    H      --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  C.sub.6 H.sub.5                             
                                     --    H      --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  4-C.sub.6 H.sub.4 Cl                        
                                     --    H      --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     --    CH.sub.3                       
                                                  --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     --    Cl     --                      
Q-14                                                                      
   H  CO.sub.2 CH.sub.3                                                   
           --     --      --  CH.sub.3                                    
                                     --    OCH.sub.3                      
                                                  --                      
__________________________________________________________________________
 
    
     
                       TABLE IX                                                    
______________________________________                                    
General Formula IX                                                        
                                          m.p.                            
R    R.sub.1        R.sub.2   X.sub.1                                     
                                     Y.sub.1                              
                                          (°C.)                    
______________________________________                                    
H    N(CH.sub.3).sub.2                                                    
                    H         CH.sub.3                                    
                                     O                                    
H    N(CH.sub.3).sub.2                                                    
                    H         CH.sub.3                                    
                                     CH.sub.2                             
H    N(CH.sub.3).sub.2                                                    
                    H         OCH.sub.3                                   
                                     O                                    
H    N(CH.sub.3).sub.2                                                    
                    H         OCH.sub.3                                   
                                     CH.sub.2                             
H    N(CH.sub.3).sub.2                                                    
                    H         OC.sub.2 H.sub.5                            
                                     O                                    
H    N(CH.sub.3).sub.2                                                    
                    H         OC.sub.2 H.sub.5                            
                                     CH.sub.2                             
H    N(CH.sub.3).sub.2                                                    
                    H         OCF.sub.2 H                                 
                                     O                                    
H    N(CH.sub.3).sub.2                                                    
                    H         OCF.sub.2 H                                 
                                     CH.sub.2                             
CH.sub.3                                                                  
     N(CH.sub.3).sub.2                                                    
                    H         OCH.sub.3                                   
                                     O                                    
H    N(CH.sub.3).sub.2                                                    
                    6-Cl      CH.sub.3                                    
                                     O                                    
H    N(CH.sub.3).sub.2                                                    
                    5-OCH.sub.3                                           
                              CH.sub.3                                    
                                     O                                    
H    N(CH.sub.3).sub.2                                                    
                    5-SCH.sub.3                                           
                              CH.sub.3                                    
                                     O                                    
H    N(CH.sub.3).sub.2                                                    
                    5-N(CH.sub.3).sub.2                                   
                              CH.sub.3                                    
                                     O                                    
H    N(CH.sub.3).sub.2                                                    
                    5-NO.sub.2                                            
                              CH.sub.3                                    
                                     O                                    
H    N(CH.sub.3).sub.2                                                    
                    6-CH.sub.3                                            
                              CH.sub.3                                    
                                     O                                    
H    N(CH.sub.3).sub.2                                                    
                    6-CF.sub.3                                            
                              CH.sub.3                                    
                                     O                                    
H    N(CH.sub.3)C.sub.4 H.sub.9                                           
                    H         CH.sub.3                                    
                                     O                                    
H    N(CH.sub.3)CH.sub.2 CH═CH.sub.2                                  
                    H         CH.sub.3                                    
                                     O                                    
H    N(OH)CH.sub.3  H         CH.sub.3                                    
                                     O                                    
H    N(CH.sub.3)CH.sub.2 OH                                               
                    H         CH.sub.3                                    
                                     O                                    
H    NHCN           H         CH.sub.3                                    
                                     O                                    
H    P(O)(OCH.sub.3).sub.2                                                
                    H         CH.sub.3                                    
                                     O                                    
H    P(O)(CH.sub.3)OCH.sub.3                                              
                    H         CH.sub.3                                    
                                     O                                    
H    P(O)(CH.sub.3)OCH.sub.3                                              
                    H         CH.sub.3                                    
                                     O                                    
H    P(S)(CH.sub.3)OCH.sub.3                                              
                    H         CH.sub.3                                    
                                     O                                    
H    P.sup.+ (C.sub.6 H.sub.5).sub.3                                      
                    H         CH.sub.3                                    
                                     O                                    
H    SCH.sub.3      H         CH.sub.3                                    
                                     O                                    
H    SO.sub.2 CH.sub.3                                                    
                    H         CH.sub.3                                    
                                     O                                    
H    CH.sub.2 NO.sub.2                                                    
                    H         CH.sub.3                                    
                                     O                                    
H    CH(CN).sub.2   H         CH.sub.3                                    
                                     O                                    
______________________________________                                    
 
    
     
                       TABLE X                                                     
______________________________________                                    
General Formula X                                                         
                                                m.p.                      
Q    R     R.sub.2                                                        
                 R.sub.4                                                  
                      R.sub.5                                             
                           R.sub.6                                        
                                R.sub.9                                   
                                     R.sub.12                             
                                           R.sub.13                       
                                                R.sub.14  (°C.)    
______________________________________                                    
Q-1  H     H     --   --   --   --   OCH.sub.3                            
                                           --   --                        
Q-1  H     H     --   --   --   --   CH.sub.3                             
                                           --   --                        
Q-2  H     H     --   --   --   CH.sub.3                                  
                                     OCH.sub.3                            
                                           --   --                        
Q-2  H     H     --   --   --   CH.sub.3                                  
                                     CH.sub.3                             
                                           --   --                        
Q-3  H     H     --   --   --   --   OCH.sub.3                            
                                           --   --                        
Q-3  H     H     --   --   --   --   CH.sub.3                             
                                           --   --                        
Q-4  H     H     --   --   --   --   OCH.sub.3                            
                                           --   --                        
Q-4  H     H     --   --   --   --   CH.sub.3                             
                                           --   --                        
Q-5  H     H     --   --   --   --   --    --   --                        
Q-6  H     H     --   --   --   --   --    --   --                        
Q-7  H     H     --   --   --   --   --    --   --                        
Q-8  H     H     --   --   --   --   --    H    H                         
Q-9  H     H     CH.sub.3                                                 
                      CH.sub.3                                            
                           --   --   --    H    H                         
Q-10 H     H     --   --   --   --   --    H    H                         
Q-11 H     H     CH.sub.3                                                 
                      CH.sub.3                                            
                           --   --   --    CH.sub.3                       
                                                H                         
Q-12 H     H     --   --   --   --   --    CH.sub.3                       
                                                H                         
Q-13 H     H     --   --   CH.sub.3                                       
                                CH.sub.3                                  
                                     --    --   --                        
Q-14 H     H     --   --   CH.sub.3                                       
                                CH.sub.3                                  
                                     --    --   --                        
______________________________________                                    
 
    
     
                       TABLE XI                                                    
______________________________________                                    
General Formula XI                                                        
                                         m.p.                             
R   R.sub.1        R.sub.2      X.sub.1                                   
                                     Y.sub.1                              
                                         (°C.)                     
______________________________________                                    
H   N(CH.sub.3).sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   NO.sub.2     CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   CF.sub.3     CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.3    CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   SCH.sub.3    CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 N(CH.sub.3).sub.2                             
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   OSO.sub.2 CH.sub.3                                     
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.2 OCH.sub.3                                     
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.2 CH═CH.sub.2                              
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.3     CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   Cl           CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3)C.sub.4 H.sub.9                                            
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3)CH.sub.2 CH═CH.sub.2                                   
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(OH)CH.sub.3  CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3)CH.sub.2 OH                                                
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   NHCN           CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P(O)(OCH.sub.3).sub.2                                                 
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P(S)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P.sup.+ (C.sub.6 H.sub.5).sub.3                                       
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   SCH.sub.3      CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   SO.sub.2 CH.sub.3                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   CH.sub.2 NO.sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   CH(CN).sub.2   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
______________________________________                                    
 
    
     
                       TABLE XII                                                   
______________________________________                                    
General Formula XII                                                       
                                        m.p.                              
Q    R     R.sub.3  R.sub.4 R.sub.5 R.sub.6 R.sub.9 R.sub.12 R.sub.13     
                    R.sub.14            (°C.)                      
______________________________________                                    
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 OCH.sub.3 ----                         
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 CH.sub.3 ----                          
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-5  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-6  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-7  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-8  H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-9  H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------HH                            
Q-10 H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-11 H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------CH.sub.3 H                    
Q-12 H     CO.sub.2 CH.sub.3                                              
                    ----------CH.sub.3 H                                  
Q-13 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
Q-14 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
______________________________________                                    
 
    
     
                       TABLE XIII                                                  
______________________________________                                    
General Formula XIII                                                      
                                         m.p.                             
R   R.sub.1        R.sub.2      X.sub.1                                   
                                     Y.sub.1                              
                                         (°C.)                     
______________________________________                                    
H   N(CH.sub.3).sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   NO.sub.2     CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   CF.sub.3     CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.3    CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   SCH.sub.3    CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 N(CH.sub.3).sub.2                             
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   OSO.sub.2 CH.sub.3                                     
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.2 OCH.sub.3                                     
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.2 CH═CH.sub.2                              
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.3     CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   Cl           CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3)C.sub.4 H.sub.9                                            
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3)CH.sub.2 CH═CH.sub.2                                   
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(OH)CH.sub.3  CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3)CH.sub.2 OH                                                
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   NHCN           CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P(O)(OCH.sub.3).sub.2                                                 
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P(S)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P.sup.+ (C.sub.6 H.sub.5).sub.3                                       
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   SCH.sub.3      CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   SO.sub.2 CH.sub.3                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   CH.sub.2 NO.sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   CH(CN).sub.2   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
______________________________________                                    
 
    
     
                       TABLE XIV                                                   
______________________________________                                    
General Formula XIV                                                       
                                        m.p.                              
Q    R     R.sub.3  R.sub.4 R.sub.5 R.sub.6 R.sub.9 R.sub.12 R.sub.13     
                    R.sub.14            (°C.)                      
______________________________________                                    
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 OCH.sub.3 ----                         
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 CH.sub.3 ----                          
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-5  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-6  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-7  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-8  H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-9  H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------HH                            
Q-10 H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-11 H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------CH.sub.3 H                    
Q-12 H     CO.sub.2 CH.sub.3                                              
                    ----------CH.sub.3 H                                  
Q-13 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
Q-14 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
______________________________________                                    
 
    
     
                       TABLE XV                                                    
______________________________________                                    
General Formula XV                                                        
                                         m.p.                             
R   R.sub.1        R.sub.2      X.sub.1                                   
                                     Y.sub.1                              
                                         (°C.)                     
______________________________________                                    
H   N(CH.sub.3).sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   NO.sub.2     CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   CF.sub.3     CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.3    CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   SCH.sub.3    CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 N(CH.sub.3).sub.2                             
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   OSO.sub.2 CH.sub.3                                     
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.2 OCH.sub.3                                     
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.2 CH═CH.sub.2                              
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.3     CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3).sub.2                                                     
                   Cl           CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3)C.sub.4 H.sub.9                                            
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3)CH.sub.2 CH═CH.sub.2                                   
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(OH)CH.sub.3  CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   N(CH.sub.3)CH.sub.2 OH                                                
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   NHCN           CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P(O)(OCH.sub.3).sub.2                                                 
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P(S)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   P.sup.+ (C.sub.6 H.sub.5).sub.3                                       
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   SCH.sub.3      CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   SO.sub.2 CH.sub.3                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   CH.sub.2 NO.sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
H   CH(CN).sub.2   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     O                                    
______________________________________                                    
 
    
     
                       TABLE XVI                                                   
______________________________________                                    
General Formula XVI                                                       
                                        m.p.                              
Q    R     R.sub.3  R.sub.4 R.sub.5 R.sub.6 R.sub.9 R.sub.12 R.sub.13     
                    R.sub.14            (°C.)                      
______________________________________                                    
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 OCH.sub.3 ----                         
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 CH.sub.3 ----                          
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-5  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-6  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-7  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-8  H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-9  H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------HH                            
Q-10 H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-11 H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------CH.sub.3 H                    
Q-12 H     CO.sub.2 CH.sub.3                                              
                    ----------CH.sub.3 H                                  
Q-13 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
Q-14 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
______________________________________                                    
 
    
     
                       TABLE XVII                                                  
______________________________________                                    
General Formula XVII                                                      
                                          m.p.                            
R    R.sub.1        R.sub.2   X.sub.1                                     
                                     Y.sub.2                              
                                          (°C.)                    
______________________________________                                    
H    N(CH.sub.3).sub.2                                                    
                    H         CH.sub.3                                    
                                     H                                    
H    N(CH.sub.3).sub.2                                                    
                    H         CH.sub.3                                    
                                     CH.sub.3                             
H    N(CH.sub.3).sub.2                                                    
                    H         OCH.sub.3                                   
                                     H                                    
H    N(CH.sub.3).sub.2                                                    
                    H         OCH.sub.3                                   
                                     CH.sub.3                             
H    N(CH.sub.3).sub.2                                                    
                    H         OC.sub.2 H.sub.5                            
                                     H                                    
H    N(CH.sub.3).sub.2                                                    
                    H         OC.sub.2 H.sub.5                            
                                     CH.sub.3                             
H    N(CH.sub.3).sub.2                                                    
                    H         OCF.sub.2 H                                 
                                     H                                    
H    N(CH.sub.3).sub.2                                                    
                    H         OCF.sub.2 H                                 
                                     CH.sub.3                             
CH.sub.3                                                                  
     N(CH.sub.3).sub.2                                                    
                    H         CH.sub.3                                    
                                     CH.sub.3                             
H    N(CH.sub.3).sub.2                                                    
                    6-Cl      CH.sub.3                                    
                                     CH.sub.3                             
H    N(CH.sub.3).sub.2                                                    
                    5-OCH.sub.3                                           
                              CH.sub.3                                    
                                     CH.sub.3                             
H    N(CH.sub.3).sub.2                                                    
                    5-SCH.sub.3                                           
                              CH.sub.3                                    
                                     CH.sub.3                             
H    N(CH.sub.3).sub.2                                                    
                    5-N(CH.sub.3).sub.2                                   
                              CH.sub.3                                    
                                     CH.sub.3                             
H    N(CH.sub.3).sub.2                                                    
                    5-NO.sub.2                                            
                              CH.sub.3                                    
                                     CH.sub.3                             
H    N(CH.sub.3).sub.2                                                    
                    6-CH.sub.3                                            
                              CH.sub.3                                    
                                     CH.sub.3                             
H    N(CH.sub.3 ).sub.2                                                   
                    6-CF.sub.3                                            
                              CH.sub.3                                    
                                     CH.sub.3                             
H    N(CH.sub.3)C.sub.4 H.sub.9                                           
                    H         CH.sub.3                                    
                                     CH.sub.3                             
H    N(CH.sub.3)CH.sub.2 CH═CH.sub.2                                  
                    H         CH.sub.3                                    
                                     CH.sub.3                             
H    N(OH)CH.sub.3  H         CH.sub.3                                    
                                     CH.sub.3                             
H    N(CH.sub.3)CH.sub.2 OH                                               
                    H         CH.sub.3                                    
                                     CH.sub.3                             
H    NHCN           H         CH.sub.3                                    
                                     CH.sub.3                             
H    P(O)(OCH.sub.3).sub.2                                                
                    H         CH.sub.3                                    
                                     CH.sub.3                             
H    P(O)(CH.sub.3)OCH.sub.3                                              
                    H         CH.sub.3                                    
                                     CH.sub.3                             
H    P(O)(CH.sub.3)OCH.sub.3                                              
                    H         CH.sub.3                                    
                                     CH.sub.3                             
H    P(S)(CH.sub.3)OCH.sub.3                                              
                    H         CH.sub.3                                    
                                     CH.sub.3                             
H    P.sup.+ (C.sub.6 H.sub.5).sub.3                                      
                    H         CH.sub.3                                    
                                     CH.sub.3                             
H    SCH.sub.3      H         CH.sub.3                                    
                                     CH.sub.3                             
H    SO.sub.2 CH.sub.3                                                    
                    H         CH.sub.3                                    
                                     CH.sub.3                             
H    CH.sub.2 NO.sub.2                                                    
                    H         CH.sub.3                                    
                                     CH.sub.3                             
H    CH(CN).sub.2   H         CH.sub.3                                    
                                     CH.sub.3                             
______________________________________                                    
 
    
     
                       TABLE XVIII                                                 
______________________________________                                    
General Formula XVIII                                                     
                                                m.p.                      
Q    R     R.sub.2                                                        
                 R.sub.4                                                  
                      R.sub.5                                             
                           R.sub.6                                        
                                R.sub.9                                   
                                     R.sub.12                             
                                           R.sub.13                       
                                                R.sub.14  (°C.)    
______________________________________                                    
Q-1  H     H     --   --   --   --   OCH.sub.3                            
                                           --   --                        
Q-1  H     H     --   --   --   --   CH.sub.3                             
                                           --   --                        
Q-2  H     H     --   --   --   CH.sub.3                                  
                                     OCH.sub.3                            
                                           --   --                        
Q-2  H     H     --   --   --   CH.sub.3                                  
                                     CH.sub.3                             
                                           --   --                        
Q-3  H     H     --   --   --   --   OCH.sub.3                            
                                           --   --                        
Q-3  H     H     --   --   --   --   CH.sub.3                             
                                           --   --                        
Q-4  H     H     --   --   --   --   OCH.sub.3                            
                                           --   --                        
Q-4  H     H     --   --   --   --   CH.sub.3                             
                                           --   --                        
Q-5  H     H     --   --   --   --   --    --   --                        
Q-6  H     H     --   --   --   --   --    --   --                        
Q-7  H     H     --   --   --   --   --    --   --                        
Q-8  H     H     --   --   --   --   --    H    H                         
Q-9  H     H     CH.sub.3                                                 
                      CH.sub.3                                            
                           --   --   --    H    H                         
Q-10 H     H     --   --   --   --   --    H    H                         
Q-11 H     H     CH.sub.3                                                 
                      CH.sub.3                                            
                           --   --   --    CH.sub.3                       
                                                H                         
Q-12 H     H     --   --   --   --   --    CH.sub.3                       
                                                H                         
Q-13 H     H     --   --   CH.sub.3                                       
                                CH.sub.3                                  
                                     --    --   --                        
Q-14 H     H     --   --   CH.sub.3                                       
                                CH.sub.3                                  
                                     --    --   --                        
______________________________________                                    
 
    
     
                       TABLE XIX                                                   
______________________________________                                    
General Formula XIX                                                       
                                          m.p.                            
R   R.sub.1        R.sub.2      X.sub.1                                   
                                     Y.sub.2                              
                                          (°C.)                    
______________________________________                                    
H   N(CH.sub.3).sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   NO.sub.2     CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   CF.sub.3     CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.3    CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   SCH.sub.3    CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 N(CH.sub.3).sub.2                             
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   OSO.sub.2 CH.sub.3                                     
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.2 OCH.sub.3                                     
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.2 CH═CH.sub.2                              
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.3     CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   Cl           CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3)C.sub.4 H.sub.9                                            
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub. 3)CH.sub.2 CH═CH.sub.2                                  
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(OH)CH.sub.3  CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3)CH.sub.2 OH                                                
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   NHCN           CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P(O)(OCH.sub.3).sub.2                                                 
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P(S)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P.sup.+ (C.sub.6 H.sub.5).sub.3                                       
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   SCH.sub.3      CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   SO.sub.2 CH.sub.3                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   CH.sub.2 NO.sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   CH(CN).sub.2   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
______________________________________                                    
 
    
     
                       TABLE XX                                                    
______________________________________                                    
General Formula XX                                                        
                                        m.p.                              
Q    R     R.sub.3  R.sub.4 R.sub.5 R.sub.6 R.sub.9 R.sub.12 R.sub.13     
                    R.sub.14            (°C.)                      
______________________________________                                    
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 OCH.sub.3 ----                         
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 CH.sub.3 ----                          
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-5  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-6  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-7  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-8  H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-9  H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------HH                            
Q-10 H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-11 H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------CH.sub.3 H                    
Q-12 H     CO.sub.2 CH.sub.3                                              
                    ----------CH.sub.3 H                                  
Q-13 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
Q-14 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
______________________________________                                    
 
    
     
                       TABLE XXI                                                   
______________________________________                                    
General Formula XXI                                                       
                                          m.p.                            
R   R.sub.1        R.sub.2      X.sub.1                                   
                                     Y.sub.2                              
                                          (°C.)                    
______________________________________                                    
H   N(CH.sub.3).sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   NO.sub.2     CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   CF.sub.3     CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.3    CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   SCH.sub.3    CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 N(CH.sub.3).sub.2                             
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   OSO.sub.2 CH.sub.3                                     
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.2 OCH.sub.3                                     
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.2 CH═CH.sub.2                              
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.3     CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   Cl           CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3)C.sub.4 H.sub.9                                            
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub. 3)CH.sub.2 CH═CH.sub.2                                  
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(OH)CH.sub.3  CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3)CH.sub.2 OH                                                
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   NHCN           CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P(O)(OCH.sub.3).sub.2                                                 
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P(S)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P.sup.+ (C.sub.6 H.sub.5).sub.3                                       
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   SCH.sub.3      CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   SO.sub.2 CH.sub.3                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   CH.sub.2 NO.sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   CH(CN).sub.2   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
______________________________________                                    
 
    
     
                       TABLE XXII                                                  
______________________________________                                    
General Formula XXII                                                      
                                        m.p.                              
Q    R     R.sub.3  R.sub.4 R.sub.5 R.sub.6 R.sub.9 R.sub.12 R.sub.13     
                    R.sub.14            (°C.)                      
______________________________________                                    
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 OCH.sub.3 ----                         
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 CH.sub.3 ----                          
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-5  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-6  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-7  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-8  H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-9  H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------HH                            
Q-10 H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-11 H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------CH.sub.3 H                    
Q-12 H     CO.sub.2 CH.sub.3                                              
                    ----------CH.sub.3 H                                  
Q-13 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
Q-14 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
______________________________________                                    
 
    
     
                       TABLE XXIII                                                 
______________________________________                                    
General Formula XXIII                                                     
                                          m.p.                            
R   R.sub.1        R.sub.2      X.sub.1                                   
                                     Y.sub.2                              
                                          (°C.)                    
______________________________________                                    
H   N(CH.sub.3).sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   NO.sub.2     CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   CF.sub.3     CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.3    CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   SCH.sub.3    CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 N(CH.sub.3).sub.2                             
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   OSO.sub.2 CH.sub.3                                     
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.2 OCH.sub.3                                     
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.2 CH═CH.sub.2                              
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.3     CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3).sub.2                                                     
                   Cl           CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3)C.sub.4 H.sub.9                                            
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub. 3)CH.sub.2 CH═CH.sub.2                                  
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(OH)CH.sub.3  CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   N(CH.sub.3)CH.sub.2 OH                                                
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   NHCN           CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P(O)(OCH.sub.3).sub.2                                                 
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P(S)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   P.sup.+ (C.sub.6 H.sub.5).sub.3                                       
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   SCH.sub.3      CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   SO.sub.2 CH.sub.3                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   CH.sub.2 NO.sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
H   CH(CN).sub.2   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
                                     CH.sub.3                             
______________________________________                                    
 
    
     
                       TABLE XXIV                                                  
______________________________________                                    
General Formula XXIV                                                      
                                        m.p.                              
Q    R     R.sub.3  R.sub.4 R.sub.5 R.sub.6 R.sub.9 R.sub.12 R.sub.13     
                    R.sub.14            (°C.)                      
______________________________________                                    
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 OCH.sub.3 ----                         
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 CH.sub.3 ----                          
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-5  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-6  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-7  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-8  H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-9  H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------HH                            
Q-10 H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-11 H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------CH.sub.3 H                    
Q-12 H     CO.sub.2 CH.sub.3                                              
                    ----------CH.sub.3 H                                  
Q-13 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
Q-14 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
______________________________________                                    
 
    
     
                       TABLE XXV                                                   
______________________________________                                    
General Formula XXV                                                       
R    R.sub.1        R.sub.2   X.sub.1                                     
                                     m.p.(°C.)                     
______________________________________                                    
H    N(CH.sub.3).sub.2                                                    
                    H         CH.sub.3                                    
H    N(CH.sub.3).sub.2                                                    
                    H         OCH.sub.3                                   
H    N(CH.sub.3).sub.2                                                    
                    H         OC.sub.2 H.sub.5                            
H    N(CH.sub.3).sub.2                                                    
                    H         OCF.sub.2 H                                 
H    N(CH.sub.3).sub.2                                                    
                    H         OCH.sub.3                                   
H    N(CH.sub.3).sub.2                                                    
                    6-Cl      CH.sub.3                                    
H    N(CH.sub.3).sub.2                                                    
                    5-OCH.sub.3                                           
                              CH.sub.3                                    
H    N(CH.sub.3).sub.2                                                    
                    5-SCH.sub.3                                           
                              CH.sub.3                                    
H    N(CH.sub.3).sub.2                                                    
                    5-N(CH.sub.3).sub.2                                   
                              CH.sub.3                                    
H    N(CH.sub.3).sub.2                                                    
                    5-NO.sub.2                                            
                              CH.sub.3                                    
H    N(CH.sub.3).sub.2                                                    
                    6-CH.sub.3                                            
                              CH.sub.3                                    
H    N(CH.sub.3)C.sub.4 H.sub.9                                           
                    6-CF.sub.3                                            
                              CH.sub.3                                    
H    N(CH.sub.3)CH.sub.2 CH═CH.sub.2                                  
                    H         CH.sub.3                                    
H    N(OH)CH.sub.3  H         CH.sub.3                                    
H    N(CH.sub.3)CH.sub.2 OH                                               
                    H         CH.sub.3                                    
H    NHCN           H         CH.sub.3                                    
H    P(O)(OCH.sub.3).sub.2                                                
                    H         CH.sub.3                                    
H    P(O)(CH.sub.3)OCH.sub.3                                              
                    H         CH.sub.3                                    
H    P(O)(CH.sub.3)OCH.sub.3                                              
                    H         CH.sub.3                                    
H    P(S)(CH.sub.3)OCH.sub.3                                              
                    H         CH.sub.3                                    
H    P.sup.+ (C.sub.6 H.sub.5).sub.3                                      
                    H         CH.sub.3                                    
H    SCH.sub.3      H         CH.sub.3                                    
H    SO.sub.2 CH.sub.3                                                    
                    H         CH.sub.3                                    
H    CH.sub.2 NO.sub.2                                                    
                    H         CH.sub.3                                    
H    CH(CN).sub.2   H         CH.sub.3                                    
______________________________________                                    
 
    
     
                       TABLE XXVI                                                  
______________________________________                                    
General Formula XXVI                                                      
                                                m.p.                      
Q    R     R.sub.2                                                        
                 R.sub.4                                                  
                      R.sub.5                                             
                           R.sub.6                                        
                                R.sub.9                                   
                                     R.sub.12                             
                                           R.sub.13                       
                                                R.sub.14  (°C.)    
______________________________________                                    
Q-1  H     H     --   --   --   --   OCH.sub.3                            
                                           --   --                        
Q-1  H     H     --   --   --   --   CH.sub.3                             
                                           --   --                        
Q-2  H     H     --   --   --   CH.sub.3                                  
                                     OCH.sub.3                            
                                           --   --                        
Q-2  H     H     --   --   --   CH.sub.3                                  
                                     CH.sub.3                             
                                           --   --                        
Q-3  H     H     --   --   --   --   OCH.sub.3                            
                                           --   --                        
Q-3  H     H     --   --   --   --   CH.sub.3                             
                                           --   --                        
Q-4  H     H     --   --   --   --   OCH.sub.3                            
                                           --   --                        
Q-4  H     H     --   --   --   --   CH.sub.3                             
                                           --   --                        
Q-5  H     H     --   --   --   --   --    --   --                        
Q-6  H     H     --   --   --   --   --    --   --                        
Q-7  H     H     --   --   --   --   --    --   --                        
Q-8  H     H     --   --   --   --   --    H    H                         
Q-9  H     H     CH.sub.3                                                 
                      CH.sub.3                                            
                           --   --   --    H    H                         
Q-10 H     H     --   --   --   --   --    H    H                         
Q-11 H     H     CH.sub.3                                                 
                      CH.sub.3                                            
                           --   --   --    CH.sub.3                       
                                                H                         
Q-12 H     H     --   --   --   --   --    CH.sub.3                       
                                                H                         
Q-13 H     H     --   --   CH.sub.3                                       
                                CH.sub.3                                  
                                     --    --   --                        
Q-14 H     H     --   --   CH.sub.3                                       
                                CH.sub.3                                  
                                     --    --   --                        
______________________________________                                    
 
    
     
                       TABLE XXVII                                                 
______________________________________                                    
General Formula XXVII                                                     
R   R.sub.1        R.sub.2      X.sub.1                                   
                                     m.p.(°C.)                     
______________________________________                                    
H   N(CH.sub.3).sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   NO.sub.2     CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   CF.sub.3     CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.3    CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   SCH.sub.3    CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 N(CH.sub.3).sub.2                             
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   OSO.sub.2 CH.sub.3                                     
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.2 OCH.sub.3                                     
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.2 CH═CH.sub.2                              
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.3     CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   Cl           CH.sub.3                                  
H   N(CH.sub.3)C.sub.4 H.sub.9                                            
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(CH.sub.3)CH.sub.2 CH═CH.sub.2                                   
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(OH)CH.sub.3  CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(CH.sub.3)CH.sub.2 OH                                                
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   NHCN           CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   P(O)(OCH.sub.3).sub.2                                                 
                   CO.sub.2 CH.sub. 3                                     
                                CH.sub.3                                  
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   P(S)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   P.sup.+ (C.sub.6 H.sub.5).sub.3                                       
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   SCH.sub.3      CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   SO.sub.2 CH.sub.3                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   CH.sub.2 NO.sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   CH(CN).sub.2   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
______________________________________                                    
 
    
     
                       TABLE XXVIII                                                
______________________________________                                    
General Formula XXVIII                                                    
                                        m.p.                              
Q    R     R.sub.3  R.sub.4 R.sub.5 R.sub.6 R.sub.9 R.sub.12 R.sub.13     
                    R.sub.14            (°C.)                      
______________________________________                                    
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 OCH.sub.3 ----                         
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 CH.sub.3 ----                          
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-5  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-6  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-7  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-8  H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-9  H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------HH                            
Q-10 H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-11 H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------CH.sub.3 H                    
Q-12 H     CO.sub.2 CH.sub.3                                              
                    ----------CH.sub.3 H                                  
Q-13 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
Q-14 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
______________________________________                                    
 
    
     
                       TABLE XXIX                                                  
______________________________________                                    
General Formula XXIX                                                      
R   R.sub.1        R.sub.2      X.sub.1                                   
                                     m.p.(°C.)                     
______________________________________                                    
H   N(CH.sub.3).sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   NO.sub.2     CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   CF.sub.3     CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.3    CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   SCH.sub.3    CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 N(CH.sub.3).sub.2                             
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   OSO.sub.2 CH.sub.3                                     
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.2 OCH.sub.3                                     
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.2 CH═CH.sub.2                              
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.3     CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   Cl           CH.sub.3                                  
H   N(CH.sub.3)C.sub.4 H.sub.9                                            
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(CH.sub.3)CH.sub.2 CH═CH.sub.2                                   
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(OH)CH.sub.3  CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(CH.sub.3)CH.sub.2 OH                                                
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   NHCN           CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   P(O)(OCH.sub.3).sub.2                                                 
                   CO.sub.2 CH.sub. 3                                     
                                CH.sub.3                                  
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   P(S)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   P.sup.+ (C.sub.6 H.sub.5).sub.3                                       
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   SCH.sub.3      CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   SO.sub.2 CH.sub.3                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   CH.sub.2 NO.sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   CH(CN).sub.2   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
______________________________________                                    
 
    
     
                       TABLE XXX                                                   
______________________________________                                    
General Formula XXX                                                       
                                        m.p.                              
Q    R     R.sub.3  R.sub.4 R.sub.5 R.sub.6 R.sub.9 R.sub.12 R.sub.13     
                    R.sub.14            (°C.)                      
______________________________________                                    
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 OCH.sub.3 ----                         
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 CH.sub.3 ----                          
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-5  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-6  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-7  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-8  H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-9  H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------HH                            
Q-10 H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-11 H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------CH.sub.3 H                    
Q-12 H     CO.sub.2 CH.sub.3                                              
                    ----------CH.sub.3 H                                  
Q-13 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
Q-14 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
______________________________________                                    
 
    
     
                       TABLE XXXI                                                  
______________________________________                                    
General Formula XXXI                                                      
R   R.sub.1        R.sub.2      X.sub.1                                   
                                     m.p.(°C.)                     
______________________________________                                    
H   N(CH.sub.3).sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   NO.sub.2     CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   CF.sub.3     CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.3    CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   SCH.sub.3    CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 N(CH.sub.3).sub.2                             
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   SO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   OSO.sub.2 CH.sub.3                                     
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.2 OCH.sub.3                                     
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   OCH.sub.2 CH═CH.sub.2                              
                                CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   CH.sub.3     CH.sub.3                                  
H   N(CH.sub.3).sub.2                                                     
                   Cl           CH.sub.3                                  
H   N(CH.sub.3)C.sub.4 H.sub.9                                            
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(CH.sub.3)CH.sub.2 CH═CH.sub.2                                   
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(OH)CH.sub.3  CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   N(CH.sub.3)CH.sub.2 OH                                                
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   NHCN           CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   P(O)(OCH.sub.3).sub.2                                                 
                   CO.sub.2 CH.sub. 3                                     
                                CH.sub.3                                  
H   P(O)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   P(S)(CH.sub.3)OCH.sub.3                                               
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   P.sup.+ (C.sub.6 H.sub.5).sub.3                                       
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   SCH.sub.3      CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   SO.sub.2 CH.sub.3                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   CH.sub.2 NO.sub.2                                                     
                   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
H   CH(CN).sub.2   CO.sub.2 CH.sub.3                                      
                                CH.sub.3                                  
______________________________________                                    
 
    
     
                       TABLE XXXII                                                 
______________________________________                                    
General Formula XXXII                                                     
                                        m.p.                              
Q    R     R.sub.3  R.sub.4 R.sub.5 R.sub.6 R.sub.9 R.sub.12 R.sub.13     
                    R.sub.14            (°C.)                      
______________________________________                                    
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-1  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 OCH.sub.3 ----                         
Q-2  H     CO.sub.2 CH.sub.3                                              
                    ------CH.sub.3 CH.sub.3 ----                          
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-3  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------OCH.sub.3 ----                                
Q-4  H     CO.sub.2 CH.sub.3                                              
                    --------CH.sub.3 ----                                 
Q-5  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-6  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-7  H     CO.sub.2 CH.sub.3                                              
                    --------------                                        
Q-8  H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-9  H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------HH                            
Q-10 H     CO.sub.2 CH.sub.3                                              
                    ----------HH                                          
Q-11 H     CO.sub.2 CH.sub.3                                              
                    CH.sub.3 CH.sub.3 ------CH.sub.3 H                    
Q-12 H     CO.sub.2 CH.sub.3                                              
                    ----------CH.sub.3 H                                  
Q-13 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
Q-14 H     CO.sub.2 CH.sub.3                                              
                    ----CH.sub.3 CH.sub.3 ------                          
______________________________________                                    
 
    
     FORMULATIONS 
     Useful formulations of the compounds of Formula I and II can be prepared in conventional ways. They include dusts, granules, pellets, solutions, suspensions, emulsions, wettable powders, emulsifiable concentrates and the like. Many of these may be applied directly. Sprayable formulations can be extended in suitable media and used at spray volumes of from a few liters to several hundred liters per hectare. High strength compositions are primarily used as intermediates for further formulation. The formulations, broadly, contain about 0.1% to 99% by weight of active ingredient(s) and at least one of (a) about 0.1% to 20% surfactant(s) and (b) about 1% to 99.9% solid or liquid inert diluent(s). More specifically, they will contain these ingredients in the following approximate proportions: 
     
                       TABLE XXXIII                                                
______________________________________                                    
            Active  Weight Percent*                                       
            Ingredient                                                    
                    Diluent(s)                                            
                              Surfactant(s)                               
______________________________________                                    
Wettable Powders                                                          
              20-90      0-74     1-10                                    
Oil Suspensions,                                                          
               3-50     40-95     0-15                                    
Emulsions, Solutions,                                                     
(including Emulsifiable                                                   
Concentrates)                                                             
Aqueous Suspension                                                        
              10-50     40-84     1-20                                    
Dusts          1-25     70-99     0-5                                     
Granules and Pellets                                                      
              0.1-95      5-99.9  0-15                                    
High Strength 90-99      0-10     0-2                                     
Compositions                                                              
______________________________________                                    
 *Active ingredient plus at least one of a Surfactant or a Diluent equals 
 100 weight percent.                                                      
 
    
     Lower or higher levels of active ingredient can, of course, be present depending on the intended use and the physical properties of the compound. Higher ratios of surfactant to active ingredient are sometimes desirable, and are achieved by incorporation into the formulation or by tank mixing. 
     Typical solid diluents are described in Watkins, et al., &#34;Handbook of Insecticide Dust Diluents and Carriers&#34;, 2nd Ed., Dorland Books, Caldwell, N.J., but other solids, either mined or manufactured, may be used. The more absorptive diluents are preferred for wettable powders and the denser ones for dusts. Typical liquid diluents and solvents are described in Marsden, &#34;Solvents Guide,&#34; 2nd Ed., Interscience, New York, 1950. Solubility under 0.1% is preferred for suspension concentrates; solution concentrates are preferably stable against phase separation at 0° C. &#34;McCutcheon&#39;s Detergents and Emulsifiers Annual&#34;, MC Publishing Corp., Ridgewood, N.J., as well as Sisely and Wood, &#34;Encyclopedia of Surface Active Agents&#34;, Chemical Publishing Co., Inc., New York, 1964, list surfactants and recommended uses. All formulations can contain minor amounts of additives to reduce foaming, caking, corrosion, microbiological growth, etc. 
     The methods of making such compositions are well known. Solutions are prepared by simply mixing the ingredients. Fine solid compositions are made by blending and, usually, grinding as in a hammer or fluid energy mill. Suspensions are prepared by wet milling (see, for example, Littler, U.S. Pat. No. 3,060,084). Granules and pellets may be made by spraying the active material upon preformed granular carriers or by agglomeration techniques. See J. E. Browning, &#34;Agglomeration&#34;, Chemical Engineering, Dec. 4, 1967, pp. 147ff. and &#34;Perry&#39;s Chemical Engineer&#39;s Handbook&#34;, 5th Ed., McGraw-Hill, New York, 1973, pp. 8-57ff. 
     For further information regarding the art of formulation, see for example: 
     H. M. Loux, U.S. Pat. No. 3,235,361, Feb. 15, 1966, Col. 6, line 16 through Col. 7, line 19 and Examples 10 through 41; 
     R. W. Luckenbaugh, U.S. Pat. No. 3,309,192, Mar. 14, 1967, Col. 5, line 43 through Col. 7, line 62 and Examples 8, 12, 15, 39, 41, 52, 53, 58, 132, 138-140, 162-164, 166, 167 and 169-182; 
     H. Gysin and E. Knusli, U.S. Pat. No. 2,891,855, June 23, 1959, Col. 3, line 66 through Col. 5, line 17 and Examples 1-4; 
     G. C. Klingman, &#34;Weed Control as a Science&#34;, John Wiley and Sons, Inc., New York, 1961, pp. 81-96; and 
     J. D. Fryer and S. A. Evans, &#34;Weed Control Handbook&#34;, 5th Ed., Blackwell Scientific Publications, Oxford, 1968, pp. 101-103. 
     In the following examples, all parts are by weight unless otherwise indicated. 
     EXAMPLE 4 
     Wettable Powder 
     2-[4-(dimethylamino)phenylazo]-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide: 80% 
     sodium alkylnaphthalenesulfonate: 2% 
     sodium ligninsulfonate: 2% 
     synthetic amorphous silica: 3% 
     kaolinite: 13% 
     The ingredients are blended, hammer-milled until all the solids are essentially under 50 microns, reblended, and packaged. 
     EXAMPLE 5 
     Wettable Powder 
     [[2-[[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]phenyl]azo]phosphonic acid, dimethylester: 50% 
     sodium alkylnaphthalenesulfonate: 2% 
     low viscosity methyl cellulose: 2% 
     diatomaceous earth: 46% 
     The ingredients are blended, coarsely hammer-milled and then air-milled to produce particles essentially all below 10 microns in diameter. The product is reblended before packaging. 
     EXAMPLE 6 
     Granule 
     Wettable Powder of Example 5: 5% 
     attapulgite granules: 95% 
     (U.S.S. 20-40 mesh; 0.84-0.42 mm) 
     A slurry of wettable powder containing 25% solids is sprayed on the surface of attapulgite granules in a double-cone blender. The granules are dried and packaged. 
     EXAMPLE 7 
     Extruded Pellet 
     2-(dimethyl-1-triazeno)-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide: 25% 
     anhydrous sodium sulfate: 10% 
     crude calcium ligninsulfonate: 5% 
     sodium alkylnaphthalenesulfonate: 1% 
     calcium/magnesium bentonite: 59% 
     The ingredients are blended, hammer-milled and then moistened with about 12% water. The mixture is extruded as cylinders about 3 mm diameter which are cut to produce pellets about 3 mm long. These may be used directly after drying, or the dried pellets may be crushed to pass a U.S.S. No. 20 sieve (0.84 mm openings). The granules held on a U.S.S. No. 40 sieve (0.42 mm openings) may be packaged for use and the fines recycled. 
     EXAMPLE 8 
     Oil Suspension 
     [[2-[[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]phenyl]azo]phosphonic acid, dimethylester: 25% 
     polyoxyethylene sorbitol hexaoleate: 5% 
     highly aliphatic hydrocarbon oil: 70% 
     The ingredients are ground together in a sand mill until the solid particles have been reduced to under about 5 microns. The resulting thick suspension may be applied directly, but preferably after being extended with oils or emulsified in water. 
     EXAMPLE 9 
     Wettable Powder 
     2-(dimethyl-1-triazeno)-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide: 20% 
     sodium alkylnaphthalenesulfonate: 4% 
     sodium ligninsulfonate: 4% 
     low viscosity methyl cellulose: 3% 
     attapulgite: 69% 
     The ingredients are thoroughly blended. After grinding in a hammer-mill to produce particles essentially all below 100 microns, the material is reblended and sifted through a U.S.S. No. 50 sieve (0.3 mm opening) and packaged. 
     EXAMPLE 10 
     Low Strength Granule 
     2-(dimethyl-1-triazeno)-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide: 1% 
     N,N-dimethylformamide: 9% 
     attapulgite granules: 90% 
     (U.S.S. 20-40 sieve) 
     The active ingredient is dissolved in the solvent and the solution is sprayed upon dedusted granules in a double cone blender. After spraying of the solution has been completed, the blender is allowed to run for a short period and then the granules are packaged. 
     EXAMPLE 11 
     Aqueous Suspension 
     2-[4-(dimethylamino)phenylazo]-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide: 40% 
     polyacrylic acid thickener: 0.3% 
     dodecylphenol polyethylene glycol ether: 0.5% 
     disodium phosphate: 1% 
     monosodium phosphate: 0.5% 
     polyvinyl alcohol: 1.0% 
     water: 56.7% 
     The ingredients are blended and ground together in a sand mill to produce particles essentially all under 5 microns in size. 
     EXAMPLE 12 
     Solution 
     [[2-[[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]phenyl]azo]phosphonic acid, dimethylester, sodium salt: 5% 
     water: 95% 
     The salt is added directly to the water with stirring to produce the solution, which may then be packaged for use. 
     EXAMPLE 13 
     Low Strength Granule 
     2-[4-(dimethylamino)phenylazo]-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide: 0.1% 
     attapulgite granules: 99.9% 
     (U.S.S. 20-40 mesh) 
     The active ingredient is dissolved in a solvent and the solution is sprayed upon dedusted granules in a double-cone blender. After spraying of the solution has been completed, the material is warmed to evaporate the solvent. The material is allowed to cool and then packaged. 
     EXAMPLE 14 
     Granule 
     [[2-[[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]phenyl]azo]phosphonic acid, dimethylester: 80% 
     wetting agent: 1% 
     crude ligninsulfonate salt (containing 5-20% of the natural sugars): 10% 
     attapulgite clay: 9% 
     The ingredients are blended and milled to pass through a 100 mesh screen. This material is then added to a fluid bed granulator, the air flow is adjusted to gently fluidize the material, and a fine spray of water is sprayed onto the fluidized material. The fluidization and spraying are continued until granules of the desired size range are made. The spraying is stopped, but fluidization is continued, optionally with heat, until the water content is reduced to the desired level, generally less than 1%. The material is then discharged, screened to the desired size range, generally 14-100 mesh (1410-149 microns), and packaged for use. 
     EXAMPLE 15 
     High Strength Concentrate 
     2-(dimethyl-1-triazeno)-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide: 99% 
     silica aerogel: 0.5% 
     synthetic amorphous silica: 0.5% 
     The ingredients are blended and ground in a hammer-milll to produce a material essentially all passing a U.S.S. No. 50 screen (0.3 mm opening). The concentrate may be formulated further if necessary. 
     EXAMPLE 16 
     Wettable Powder 
     2-[4-(dimethylamino)phenylazo]-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide: 90% 
     dioctyl sodium sulfosuccinate: 0.1% 
     synthetic fine silica: 9.9% 
     The ingredients are blended and ground in a hammer-mill to produce particles essentially all below 100 microns. The material is sifted through a U.S.S. No. 50 screen and then packaged. 
     EXAMPLE 17 
     Wettable Powder 
     [[2-[[(4-methoxy-6methylpyrimidin-2-yl)aminocarbonyl]aminosulfonyl]phenyl]azo]phosphonic acid, dimethylester: 40% 
     sodium ligninsulfonate: 20% 
     montmorillonite clay: 40% 
     The ingredients are thoroughly blended, coarsely hammer-milled and then air-milled to produce particles essentially all below 10 microns in size. The material is reblended and then packaged. 
     EXAMPLE 18 
     Oil Suspension 
     2-(dimethyl-1-triazeno)-N-[(4-methoxy-6-methylpyrimidin-2yl)aminocarbonyl]benzenesulfonamide: 35% 
     blend of polyalcohol carboxylic esters and oil soluble petroleum sulfonates: 6% 
     xylene: 59% 
     The ingredients are combined and ground together in a sand mill to produce particles essentially all below 5 microns. The product can be used directly, extended with oils, or emulsified in water. 
     EXAMPLE 19 
     Dust 
     2-[4-(dimethylamino)phenylazo]-N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]benzenesulfonamide: 10% 
     attapulgite: 10% 
     Pyrophyllite: 80% 
     The active ingredient is blended with attapulgite and then passed through a hammer-mill to produce particles substantially all below 200 microns. The ground concentrate is then blended with powdered pyrophyllite until homogeneous. 
     UTILITY 
     Test results indicate that the compounds of the present invention are highly active preemergent or postemergent herbicides or plant growth regulants. Many of them have utility for broad-spectrum pre- and or post-emergence weed control in areas where complete control of all vegetation is desired, such as around fuel storage tanks, ammunition depots, industrial storage areas, parking lots, drive-in theaters, around billboards, highway and railroad structures. Some of the compounds have utility for selective weed control in crops such as wheat and cotton. Alternatively, the subject compounds are useful to modify plant growth. 
     The rates of application for the compounds of the invention are determined by a number of factors, including their use as plant growth modifiers or as herbicides, the crop species involved, the types of weeds to be controlled, weather and climate, formulations selected, mode of application, amount of foliage present, etc. In general terms, the subject compounds should be applied at levels of around 0.01 to 10 kg of active ingredient per hectare, the lower rates being suggested for use on lighter soils and/or those having a low organic matter content, for selective weed control or for situations where only short-term persistence is required. 
     The compounds of the invention may be used in combination with any other commercial herbicide; examples of which are those of the triazine, triazole, uracil, urea, amide, diphenylether, carbamate and bipyridylium types. 
     The herbicidal properties of the subject compounds were discovered in a number of greenhouse tests. The test procedures and results follow. ##STR71## 
     TEST A 
     Seeds of crabgrass (Digitaria sp.), barnyardgrass (Echinochloa crusgalli), wild oats (Avena fatua), velvetleaf (Abutilon theophrasti), morningglory (Ipomoea spp.), cocklebur (Xanthium pensylvanicum), sicklepod (Cassia obtusifolia), cheatgrass (Bromus secalinus) bushbean, sorghum, corn, soybean, sugarbeet, cotton, rice, wheat and purple nutsedge (Cyperus rotundus) tubers were planted and treated preemergence with the test chemicals dissolved in a non-phytotoxic solvent. At the same time, these crop and weed species were treated with a soil/foliage application. At the time of treatment, the plants ranged in height from 2 to 18 cm. Treated plants and controls were maintained in a greenhouse for sixteen days, after which all species were compared to controls and visually rated for response to treatment. The ratings, summarized in Table A, are based on a numerical scale extending from 0=no injury, to 10=complete kill. The accompanying descriptive symbols have the following meanings: 
     C=chlorosis/necrosis; 
     B=burn; 
     D=defoliation; 
     E=emergence inhibition; 
     G=growth retardation; 
     H=formative effect; 
     U=unusual pigmentation; 
     X=axillary stimulation; 
     S=albinism; and 
     6Y=abscised buds or flowers. 
     
                                           TABLE A                                 
__________________________________________________________________________
TYPE                                                                      
    RATE                                                                  
        BUSH-                  SOY-     WILD-     BARNYARD                
                                                          CRAB-           
TEST                                                                      
    G/HA                                                                  
        BEAN COTTON                                                       
                   SORGHUM                                                
                          CORN BEAN                                       
                                   WHEAT                                  
                                        OATS RICE GRASS   GRASS           
__________________________________________________________________________
        Compound 1                                                        
Post                                                                      
    100 9C   8C    5U     5U   4C  7G   3C   4C   5C      2C              
                   9G     9G   9G  9G   5G   9G   9H      6G              
Pre 100 --   --    1C     1C   5H  1C   1C   10E  1C      3C              
                   9G     6G       5G   5G        9H      8G              
        Compound 2                                                        
Post                                                                      
    400 6C   3C    3C     5C   6C  0    0    --   2C      2C              
        9G   3H    9G     9H   9G                 9H                      
        6Y   8G                                                           
Pre 400 --   -1C   1C     5H   5H  1C   1C   10E  2C      2C              
             9G    9H              6G   5G        8H      8G              
        Compound 3                                                        
Post                                                                      
    400 --   4C    3C     3C   3C  5C   3C   5C   3C      4G              
             9G    9G     9H   9G  9G   9G   9G   9H                      
Post                                                                      
     50 --   2C    3C     3C   4C  0    0    5C   3C      2G              
             9G    9H     9G   9G            9G   9H                      
Pre 400 --   9G    3C     3C   8G  2C   2C   10E  2C      5G              
                   9H     9G       9G   9G        9H                      
Pre  50 --   2C    3C     2C   3C  8G   2C   3C   2C      0               
             8G    8H     9G   7G       8G   8G   7G                      
        Compound 4                                                        
Post                                                                      
     50 --   10C   3C     3C   5C  3C   3C   6C   9H      6G              
                   9H     9H   9H  6G   7G   9G                           
Pre  50 --   9G    5C     3C   3C  8G   3C   4C   3C      4G              
                   9H     9H   8H       8G   8G   9H                      
__________________________________________________________________________
               TYPE                                                       
                   RATE                                                   
                       MORNING-                                           
                              COCKLE-                                     
                                    SICKLE-                               
                                          NUT- SUGAR-                     
                                                    VELVET-               
                                                          CHEAT-          
               TEST                                                       
                   G/HA                                                   
                       GLORY  BUR   POD   SEDGE                           
                                               BEETS                      
                                                    LEAF  GRASS           
__________________________________________________________________________
                       Compound 1                                         
               Post                                                       
                   100 10C    9C    6C    1C    --  --    --              
                                    9G    8G                              
               Pre 100 8G     9H    9G    10E  --   --    --              
                       Compound 2                                         
               Post                                                       
                   400 8C     2C    2C    2C   --   --    --              
                              7G    6G    8G                              
               Pre 400 9G     9H    9G    10E  --   --    --              
                       Compound 3                                         
               Post                                                       
                   400 3C     3C    5C    2C   4C   --    --              
                       9G     9G    9G    9G   9G                         
               Post                                                       
                    50 0      1C    3C    2C   5C   --    --              
                              2G    8G    8G   9G                         
               Pre 400 9G     9H    9G    9G   5C   --    --              
                                               9G                         
               Pre  50 8G     9H    8G    7G   4C   --    --              
                                               9G                         
                       Compound 4                                         
               Post                                                       
                    50 3C     4C    --    6G   0C   9C    3C              
                       7G     8H                          7G              
               Pre  50 7G     8H    --    3C   10C  10C   9H              
                                          5G                              
__________________________________________________________________________
 
    
     TEST B 
     Two 25 cm diameter plastic containers were lined with plastic bags and filled with Woodstown sandy loam. A 25 cm diameter Lucite® planting template was used to slightly compress the soil within each container and to provide indentations for the planting of nine crop or weed species. Seeds of the following species were placed in one container: mustard (Brassica nigra), cocklebur (Xantium pensylvanicum), velvetleaf (Abutilon theophrasti), sugar beets (Beta vulgaris), sicklepod (Cassia obtusifolia), morningglory (Ipomoea spp.), purle nutsedge (Cyperus rotundus), pigweed (Amaranthus retroflexus), teaweed (Sida spinosa), cotton (Gossypium hirsutum), jimsonweed (Datura stramonium) and soybean (Glycine max.). The second pot was planted with seeds of the following species: sorghum, (Sorghum bicolor), rice (Oryza sativa), giant foxtail (Setaria faberii), Dallisgrass (Paspalum diltatum), crabgrass (Digitaria sanquinalis), bluegrass (Poa pratensis), johnsongrass (Sorghum halepense), wild oats (Avena fatua), wheat (Triticum aestivum), cheatgrass (Bromus secalinus), barnyardgrass (Echinochloa crusgalli), and corn (Zea mays). Both containers were then topped with an approximately 1 cm layer of soil to cover the seeds. These two containers were then sprayed preemergence with the test compounds indicated in Table B. Following treatment, the plants were placed under an automatic overhead water device, where they received approximately 1 cm of simulated rainfall in a period of 150 minutes. 
     Approximately twenty-eight days after treatment, the plants were visually rated for response to the chemical treatments utilizing the rating system as described for Test A. The resuls are presented in Table B. 
     
                                           TABLE B                                 
__________________________________________________________________________
        BARN-                    JOHN-      GIANT                         
RATE    YARD      WILD-                                                   
                       CRAB-                                              
                            SOR- SON- DALLIS-                             
                                            FOX- BLUE-                    
                                                      CHEAT-              
G/HA                                                                      
    RICE                                                                  
        GRASS                                                             
             WHEAT                                                        
                  OATS GRASS                                              
                            GHUM GRASS                                    
                                      GRASS TAIL GRASS                    
                                                      GRASS               
                                                           CORN           
__________________________________________________________________________
Compound 1                                                                
120 8E  7G   0    7G   0    8G   3H   7G    6G   7G   7G   2C             
    9G  4C        3C        5H   6G         3C   5C   3C                  
31.2                                                                      
    7G  4G   0    6G   0    5G   0    5G    0    7G   5G   0              
                            3H                   3C                       
Compound 2                                                                
250 8G  4G   3G   5G   0    7G   4G   0     0    3G   5G   2G             
    3H                      5H                             2H             
62.5                                                                      
    --  0    --   0    0    0    3G   0     0    0    0    0              
__________________________________________________________________________
                            MORN-           VEL-                          
RATE                                                                      
    MUS-                                                                  
        COCKLE-                                                           
              PIG- NUT- COT-                                              
                            ING- SICKLE-                                  
                                       TEA- VET JIMSON-                   
                                                      SOY-                
                                                          SUGAR-          
G/HA                                                                      
    TARD                                                                  
        BUR   WEED SEDGE                                                  
                        TON GLORY                                         
                                 POD   WEED LEAF                          
                                                WEED  BEAN                
                                                          BEETS           
__________________________________________________________________________
Compound 1                                                                
120 9G  5G    8G   6G   3H  7G   8G    5G   8G  5G    6G  8G              
    9C        9C   3C   7G       9C         7C  3H    3H  8C              
31.2                                                                      
    8G  6G    8G   3G   2G  0    5G    0    6G  0     0   4G              
    3C        8C                            5H                            
Compound 2                                                                
250 8G  0     8G   0    0   3G   7G    5G   5G  0     3G  6G              
    5C        9C                            5H            4C              
62.5                                                                      
    8G  0     7G   0    0   3G   0     0    3G  0     4G  4G              
__________________________________________________________________________
 
    
     TEST C 
     In Test C, plastic pots filled with Fallsington sandy loam were planted to soybeans, cotton, corn, rice, wheat, sorghum, velvetleaf (Abutilon theophrasti), sesbania (Sesbania exaltata), Sicklepod (Cassia obtusifolia), morningglory (Ipomoea hederacea), jimsonweed (Datura stramonium), cocklebur (Xanthium pensylvanicum), crabgrass (Digitaria sp.), nutsedge (Cyperus rotundus), barnyardgrass (Echinochloa crusgalli), giant foxtail (Setaria faberii) and wild oats (Avena fatua). Eighteen days after planting, the young plants and the soil around them were sprayed overall with the test chemicals dissolved in a non-phytotoxic solvent. Fourteen days after treatment, all species were compared to untreated controls and visually rated for response to treatment utilizing the rating system previously described for Test A. The ratings for the compound tested by this procedure are presented in Table C. 
     
                                           TABLE C                                 
__________________________________________________________________________
RATE                                                                      
    SOY-                   VELVET-                                        
                                 SES- SICKLE-                             
                                            MORNING-                      
                                                   JIMSON-                
                                                         COCKLE-          
G/HA                                                                      
    BEAN                                                                  
        CORN                                                              
            COTTON                                                        
                  RICE                                                    
                      WHEAT                                               
                           LEAF  BANIA                                    
                                      POD   GLORY  WEED  BUR              
__________________________________________________________________________
Compound 2                                                                
 62 7G  3G  7G    0   0    7G    7G   8G    9G     6G    2C               
    3C  4H  3C             4C    3C   3C    4C     3C                     
250 10G 6G  8G    4G  0    10G   10G  10G   9G     6G    6G               
    4C  3H  5C    3C       8C    5C   6C    4C           3C               
__________________________________________________________________________
                       RATE                                               
                           CRAB-                                          
                                BARNYARD-                                 
                                        GIANT-                            
                                              WILD-       NUT-            
                       G/HA                                               
                           GRASS                                          
                                GRASS   FOXTAIL                           
                                              OATS SORGHUM                
                                                          SEDGE           
__________________________________________________________________________
                           Compound 2                                     
                        62 2G   3G      3G    2G   4G     1G              
                       250 5G   7G      5G    6G   7G     1G              
__________________________________________________________________________
 
    
     TEST D 
     Postemergence 
     Two round pans (25 cm diameter by 12.5 cm deep) were filled with Sassafras sandy loam soil. One pan was planted with blackgrass (Alopecurus myosuroides), sugarbeets, nutsedge (Cyperus rotundus)tubers, crabgrass (Digitaria sanguinalis), sicklepod (Cassia obtusifolia), teaweed (Sida spinosa), jimsonweed (Datura stramonium), velvetleaf (Abutilon theophrasti), and giant foxtail (Setaria faberii). The other pan was planted with wheat, cotton, rice, corn, sugarbeet, soybean, wild oats (Avena fatua), cocklebur (Xanthium pensylvanicum), morningglory (Ipomoea hederacea), johnsongrass (Sorghum halepense) and barnyardgrass (Echinochloa crusgalli). The plants were grown for approximately fourteen days, then sprayed postemergence with the chemicals dissolved in a non-phytoxic solvent. 
     Preemergence 
     Two round pans (25 cm diameter by 12.5 cm deep) were filled with Sassafras sandy loam soil. One pan was planted with blackgrass, sugarbeets, nutsedge, crabgrass, sicklepod, teaweed, jimsonweed, velvetleaf, and giant foxtail. The other pan was planted with wheat, cotton, rice, corn, sugarbeet, soybean, wild oats, cocklebur, morningglory, johnsongrass and barnyardgrass. The two pans were sprayed pre-emergence with the chemicals dissolved in a non-phytoxic solvent. 
     Treated plants and controls were maintained in the greenhouse for 28 days, then all treated plants were compared to controls and visually rated for plant response utilizing the rating system previously described for Test A. 
     
                                           TABLE D                                 
__________________________________________________________________________
TYPE                                                                      
    RATE              SOY-       SUGAR-                                   
                                      CRAB-                               
                                           JOHNSON-                       
                                                  BLACK-                  
                                                       BARNYARD-          
TEST                                                                      
    G/HA                                                                  
        CORN WHEAT                                                        
                  RICE                                                    
                      BEAN COTTON                                         
                                 BEET GRASS                               
                                           GRASS  GRASS                   
                                                       GRASS              
__________________________________________________________________________
POST                                                                      
    250 10G  0    10G 10G  10G   10C  3G   4G     8G   9G                 
     62 10G  0    10G 9G   9G    10C  0    0      5G   7G                 
     16 6G   0    6G  9G   4G    7G   0    0      0    3G                 
     4  2G   0    0   4G   0     3G   0    0      0    0                  
PRE 250 9G   0    10E 8G   8G    10G  4G   6G     6G   9G                 
     62 9G   0    9G  6G   6G    7G   3G   0      3G   4G                 
     16 3G   0    8G  3G   3G    4G   0    0      0    2G                 
     4  0    0    3G  0    0     0    0    0      0    0                  
__________________________________________________________________________
TYPE                                                                      
    RATE                                                                  
        NUT-  GIANT-                                                      
                    WILD- COCKLE-                                         
                                MORNING-                                  
                                       TEA-  SICKLE-                      
                                                   JIMSON-                
                                                         VELVET-          
TEST                                                                      
    G/HA                                                                  
        SEDGE FOXTAIL                                                     
                    OATS  BUR   GLORY  WEED  POD   WEED  LEAF             
__________________________________________________________________________
POST                                                                      
    250 10C   5G    3G     10G  7G     8G    10G   8G    10C              
     62 4G    3G    0     5G    5G     5G    3G    5G    10G              
     16 0     0     0     0     0      3G    0     0     7G               
     4  0     0     0     0     0      0     0     0     2G               
PRE 250 0     3G    3G    9G    0      8G    10E   9G    10G              
     62 0     0     0     9G    0      4G    10E   4G    6G               
     16 0     0     0     3G    0      2G    4G    2G    4G               
     4  0     0     0     0     0      0     0     0     3G               
__________________________________________________________________________