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Asked: 2026-05-21T15:34:14+00:00

I am struggling with this problem from yesterday. What I have done so far?

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I am struggling with this problem from yesterday.

What I have done so far?

I have used the code to send an email using local smtp server. Code is(C#.Net) Here.

I can telnet the localhost on port 25.

When I telnet: “220 DomainName Microsoft6 ESMTP Mail Service, Version 6.0.3790.3959 Ready at Date Time ”

When I try to send the email, there are no errors in the code and code gets executed successfully without any error.

Errors:

When I check in the eventviewer, the error is : Message Delivery to Host 74.125.159.27 failed while delivering to the remote domain gmail.com for the following reason. The remote server did not respond to a connection attempt.

I know there is error in my SMTP Server Setup, I have not set it up properly. How do I Trouble shoot it.

I have downloaded a smtpdiag.exe from microsoft but, It doesn’t do anything when clicking on .exe file loads up and disappears.

Resolutions Please?

Please help me how do I troubleshoot it. If you need more information please ask me, I will provide but try to help me

Thank you.

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1 Answer

  1. Editorial Team

    You are sending emails through IIS SMTP Server right?

    And you are sending to your gmail address?

    How OFTEN do you send them? Google as a kind of spam protection that fakes that the servers is not responding if an IP address tries to send too many emails at once.

    There is a thread here at SO about it. But I can’t seem to find it.

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