How to test for secure SMTP mail service on a mail server

Posted by Vinay S Shenoy on Stack Overflow See other posts from Stack Overflow or by Vinay S Shenoy
Published on 2012-04-16T11:25:10Z Indexed on 2012/04/16 11:29 UTC
Read the original article Hit count: 251

Filed under:

java

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sockets

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email

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smtp

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network-protocols

I'm working on a project to auto-configure a user's email server settings in Java. I am extracting the mail server from his email address and looking up the MX records of that mail server using the DirContext class with com.sun.jndi.dns.DnsContextFactory.

Then I'm opening a Socket to each server and testing them using a HELO command and checking the responses.

My problem is that this works only when I test it with the unsecure SMTP port 25. How can I use it with the secure port 465?

I tried using Secure Sockets by using

SSLSocketFactory sslsocketfactory = (SSLSocketFactory)SSLSocketFactory.getDefault();
SSLSocket socket = (SSLSocket)sslsocketfactory.createSocket(mailserver, STANDARD_SMTP_PORT);

But all connections get a timeout exception as follows

alt1.gmail-smtp-in.l.google.com. java.net.ConnectException: Operation timed out

Please help.

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