Defect #37871

Notification e-mail not working on Redmine 5.0.2 and Microsoft Exchange Mail Server

Added by Alvaro Olivera 3 months ago.

Status:NewStart date:
Priority:NormalDue date:
Assignee:-% Done:


Category:Email notifications
Target version:-
Resolution: Affected version:5.0.2


Hello community,

I am trying to get e-mail notifications work with Redmine 5.0.2.stable and Microsoft Exchange 2013 Mail Server.

I followed this instructions ( for the configuration and the main lines of my configuration.yml just looks like this:

  delivery_method: :smtp
    port: 25

I needed a SMTP program so I installed sendmail first and got an SSL error. Then I uninstalled it and installed postfix instead but I got the same SSL error which is:

"An error occurred while sending mail (SSL_connect returned=1 errno=0 state=error: unexpected eof while reading)" 

This error appears when I click on send test mail on the e-mail notification tab under the main configuration.

I checked both apache and redmine logs but I didn't find useful information to understand what's happening.

Could you please help me with this problem?

This is some of the information of my environment:

Operating System: Red Hat Enterprise Linux 9

Redmine Environment:
Redmine version 5.0.2.stable
Ruby version 3.0.4-p208 (2022-04-12) [x86_64-linux]
Rails version 6.1.6
Environment production
Database adapter Mysql2
Mailer queue ActiveJob::QueueAdapters::AsyncAdapter
Mailer delivery smtp
Redmine settings:
Redmine theme Default
Subversion 1.14.1
Mercurial 6.1.4
Git 2.31.1
Redmine plugins:
no plugin installed

Output of:

ruby -ropenssl -e 'puts OpenSSL::OPENSSL_VERSION'

-> OpenSSL 3.0.1 14 Dec 2021

ruby -ropenssl -e 'puts OpenSSL::SSL::SSLContext::DEFAULT_PARAMS'

-> {:min_version=>769, :verify_mode=>1, :verify_hostname=>true, :options=>2147614800}

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