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Jesper Andersen

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Exchange 400 4.4.7 Message delayed

Hello Guys,
I have a problem with Exchange servers after I moved to a new hosting place.

I have 2 AD's on seperate networks.
Domain1 with Exchange 2013
Domain2 with Exchange 2010

If I try to send an email from Domain1 to an email adress on Domain2, I get the following error after a couple of hours:

Remote Server at domain2.tld (IP.IP.IP.IP) returned '400 4.4.7 Message delayed'
16-12-2014 11:34:43 - Remote Server at domain2.tld (IP.IP.IP.IP) returned '441 4.4.1 Error encountered while communicating with primary target IP address: "Failed to connect. Winsock error code: 10060, Win32 error code: 10060." Attempted failover to alternate host, but that did not succeed. Either there are no alternate hosts, or delivery failed to all alternate hosts. The last endpoint attempted was IP.IP.IP.IP:25'

I cant figure out what the problem is... Anyone have an idea ??? Thanks....
Avatar of Satya Pathak
Satya Pathak
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Jesper Andersen

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Thanks... tried that, but did not help... :-(
Avatar of Simon Butler (Sembee)
Does this happen in both directions?
Are you able to telnet to port 25 of the other server? Try it both with IP address and DNS name.
Any AV on the server? I have seen a lot of them block SMTP traffic.

Simon.
Hi Simon:
I can send from domain2.tld to domain1.tld, but not the other way...
Both servers answer with SMTP banner on telnet port 25. Both on IP and DNS name,

Domain1 has no AV... Domain2 has forefront security.

Both domains can receive mails from outside users... So its something within my own setup, from domain1 til domain2.
If you are getting an SMTP banner then you have connectivity. If you try to send an email manually through telnet, does that work or does it reject the message?

Simon.
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Jesper Andersen

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I hired a consultant to help find the solution, and I posted the problem to the article.