sender_email - email address that does not exist, but must be used as FROM address, because receiver host rejects emails from other emails.receiver_email - email that is supposed to receive the sent messagelocal_smtp - SMTP server that is installed on another computer in the local network and forwards all received messages to external_smtpexternal_smtp - SMTP server that is installed on a computer in another network and rejects all emails that do not come from sender_emailI have configured sendmail to send emails from sender_email and authenticate with user/password to local_smtp that is supposed to send the email message further to external_smtp that only accepts emails sent from a specific email, which is sender_email in this case. However, judging from the log files sendmail authenticates with external_smtp instead of local_smtp. I do not want to authenticate with external_smtp, because that is up to local_smtp.logfile:10745 <<< Subject: Terminal Email Send10745 <<<10745 <<< Email Content line 110745 <<< Email Content line 210745 <<< [EOF]10759 === CONNECT local_smtp.10759 <<< 220 **********************************************************************^M10759 >>> EHLO mgmt-snmp10759 <<< 250-local_smtp says hello^M10759 <<< 250-AUTH LOGIN PLAIN^M10759 <<< 250-VRFY^M10759 <<< 250 8BITMIME^M10759 >>> MAIL From:<sender_email> AUTH=sender_email10759 <<< 530 authentication required^M10759 >>> This is a MIME-encapsulated message10759 >>>10759 >>> --t8IEdmbX010759.1442587188/mgmt-snmp10759 >>>10759 >>> The original message was received at Fri, 18 Sep 2015 16:39:48 +020010759 >>> from root@localhost10759 >>>10759 >>>    ----- The following addresses had permanent fatal errors -----10759 >>> receiver_email10759 >>>     (reason: 530 authentication required)10759 >>>I guess it has something to do with AUTH=sender_email, but I do not know how to change it.sendmail.mc:divert(-1)dnl#-----------------------------------------------------------------------------# $Sendmail: debproto.mc,v 8.14.4 2014-02-11 13:02:08 cowboy Exp $## Copyright (c) 1998-2010 Richard Nelson.  All Rights Reserved.## cf/debian/sendmail.mc.  Generated from sendmail.mc.in by configure.## sendmail.mc prototype config file for building Sendmail 8.14.4## Note: the .in file supports 8.7.6 - 9.0.0, but the generated#   file is customized to the version noted above.## This file is used to configure Sendmail for use with Debian systems.## If you modify this file, you will have to regenerate /etc/mail/sendmail.cf# by running this file through the m4 preprocessor via one of the following:#   * make   (or make -C /etc/mail)#   * sendmailconfig #   * m4 /etc/mail/sendmail.mc > /etc/mail/sendmail.cf# The first two options are preferred as they will also update other files# that depend upon the contents of this file.## The best documentation for this .mc file is:# /usr/share/doc/sendmail-doc/cf.README.gz##-----------------------------------------------------------------------------divert(0)dnl##   Copyright (c) 1998-2005 Richard Nelson.  All Rights Reserved.##  This file is used to configure Sendmail for use with Debian systems.#define(`_USE_ETC_MAIL_')dnlinclude(`/usr/share/sendmail/cf/m4/cf.m4')dnlVERSIONID(`$Id: sendmail.mc, v 8.14.4-4.1ubuntu1 2014-02-11 13:02:08 cowboy Exp $')OSTYPE(`debian')dnlDOMAIN(`debian-mta')dnldnl # Items controlled by /etc/mail/sendmail.conf - DO NOT TOUCH HEREundefine(`confHOST_STATUS_DIRECTORY')dnl        #DAEMON_HOSTSTATS=dnl # Items controlled by /etc/mail/sendmail.conf - DO NOT TOUCH HEREdnl #dnl # General definesdnl #dnl # SAFE_FILE_ENV: [undefined] If set, sendmail will do a chroot()dnl #   into this directory before writing files.dnl #   If *all* your user accounts are under /home then use thatdnl #   instead - it will prevent any writes outside of /home !dnl #   define(`confSAFE_FILE_ENV',             `')dnldnl #dnl # Daemon options - restrict to servicing LOCALHOST ONLY !!!dnl # Remove `, Addr=' clauses to receive from any interfacednl # If you want to support IPv6, switch the commented/uncommentd linesdnl #FEATURE(`no_default_msa')dnldnl DAEMON_OPTIONS(`Family=inet6, Name=MTA-v6, Port=smtp, Addr=::1')dnlDAEMON_OPTIONS(`Family=inet,  Name=MTA-v4, Port=smtp')dnldnl DAEMON_OPTIONS(`Family=inet6, Name=MSP-v6, Port=submission, M=Ea, Addr=::1')dnlDAEMON_OPTIONS(`Family=inet,  Name=MSP-v4, Port=submission, M=Ea, Addr=127.0.0.1')dnldnl #dnl # Be somewhat anal in what we allowdefine(`confPRIVACY_FLAGS',dnl`needmailhelo,needexpnhelo,needvrfyhelo,restrictqrun,restrictexpand,nobodyreturn,authwarnings')dnldnl #dnl # Define connection throttling and window lengthdefine(`confCONNECTION_RATE_THROTTLE', `15')dnldefine(`confCONNECTION_RATE_WINDOW_SIZE',`10m')dnldnl #dnl # Featuresdnl #dnl # use /etc/mail/local-host-namesFEATURE(`use_cw_file')dnldnl #dnl # The access db is the basis for most of sendmail's checkingFEATURE(`access_db', , `skip')dnldnl #dnl # The greet_pause feature stops some automail bots - but check thednl # provided access db for details on excluding localhosts...FEATURE(`greet_pause', `1000')dnl 1 secondsdnl #dnl # Delay_checks allows sender<->recipient checkingFEATURE(`delay_checks', `friend', `n')dnldnl #dnl # If we get too many bad recipients, slow things down...define(`confBAD_RCPT_THROTTLE',`3')dnldnl #dnl # Stop connections that overflow our concurrent and time connection ratesFEATURE(`conncontrol', `nodelay', `terminate')dnlFEATURE(`ratecontrol', `nodelay', `terminate')dnldnl #dnl # If you're on a dialup link, you should enable this - so sendmaildnl # will not bring up the link (it will queue mail for later)dnl define(`confCON_EXPENSIVE',`True')dnldnl #dnl # Dialup/LAN connection overridesdnl #include(`/etc/mail/m4/dialup.m4')dnlinclude(`/etc/mail/m4/provider.m4')dnldnl LOCAL_CONFIGdnl EXPOSED_USER(root uucp)dnl # users exempt from masqueradingdnl LOCAL_USER(root)dnldnl MASQUERADE_AS(`external_smtp')dnldnl FEATURE(`allmasquerade')dnldnl FEATURE(`masquerade_envelope')dnldnl FEATURE(`nullclient', local_smtp)dnlLOCAL_CONFIG## Custom configurations below (will be preserved)define(`SMART_HOST', `local_smtp')dnldefine(`confAUTH_MECHANISMS', `EXTERNAL GSSAPI DIGEST-MD5 CRAM-MD5 LOGIN PLAIN')dnlFEATURE(`authinfo', `hash /etc/mail/authinfo')dnldefine(`RELAY_MAILER_ARGS', `TCP $h 25')dnldnl #dnl # Default Mailer setupMAILER_DEFINITIONSMAILER(`local')dnlMAILER(`smtp')dnlauthinfo:AuthInfo:local_smtp U:root I:my_username P:my_password
Sendmail issues 530 Authentication required error message when authinfo is supplied
email;authentication;sendmail;smtp