Research on 1, 2, 4-triazoles
Alkylation of 4-phenyl-1, 2, 4-triazolinethione-3 with halogen compounds gives sulfides, which oxidize to sulfones. Unlike the corresponding tetrazole derivatives they do not exhibit antitubercular activity. The oxidation of 4-phenyl-3-carboxymethylthio-1, 2, 4-triazole is investigated. Permanganate oxidation is accompanied by decarboxylation and formation of 4-phenyl-1, 2, 4-triazolylmethylsulfone-3, while oxidation with hydrogen peroxide gives 4-phenyl-1, 2, 4-triazolinone-3. It is found that treatment of 4-phenyl-3-carboxymethylthio-1, 2, 4-triazole with acetic anhydride gives di(4-phenyl-3-methylenethio-1, 2, 4-triazoline)ketone, possibly via formation of an anhydro- derivative.