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Problem sending Internet E-mail Messages

Posted on 2008-06-25
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Last Modified: 2012-05-05
Good morning,

I'm having problems sending Internet e-mail messages on a new e-mail server (exchange 2007).  I'm getting the following error across all domains:  451 4.4.0 Primary target IP address responded with "421 4.2.1 Unable to connect."  Attempted failover to alternate host, but that did not succeed.  Either there are no alternate hosts or delivery failed to all alternate hosts."

This is a copy of the send log

2008-06-25T17:11:07.878Z,Internet,08CAA34AF86795A8,0,,72.14.247.27:25,*,,attempting to connect
2008-06-25T17:11:14.441Z,Internet,08CAA34AF86795A8,1,,72.14.247.27:25,*,,"Failed to connect. Error Code: 10061, Error Message: No connection could be made because the target machine actively refused it 72.14.247.27:25"
2008-06-25T17:11:14.441Z,Internet,08CAA34AF86795A8,0,,64.233.183.27:25,*,,attempting to connect
2008-06-25T17:11:20.894Z,Internet,08CAA34AF86795A8,1,,64.233.183.27:25,*,,"Failed to connect. Error Code: 10061, Error Message: No connection could be made because the target machine actively refused it 64.233.183.27:25"
2008-06-25T17:11:20.894Z,Internet,08CAA34AF86795A8,0,,209.185.147.27:25,*,,attempting to connect
2008-06-25T17:11:33.910Z,Internet,08CAA34AF86795A8,1,,209.185.147.27:25,*,,"Failed to connect. Error Code: 10060, Error Message: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because connected host has failed to respond 209.185.147.27:25"

I'm fairly new to Exchange 2007 and could use some guidance on this issue.
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Question by:notarebel
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by:BiPod
ID: 21875005
Could you tell us a bit more about your Exchange 2007 topology?  Are you using Edge transport servers or just Hub transport Client Access and Mailbox servers.  Are these latter 3 roles on one box? Have you got any Exchange 2003 machines in the organization?

Have you configured the necessary send connectors as Exchange 2007 cant send mail to the internet out of the box. My suspicion is you havent configured the necessary send connectors to allow mail to flow out to the internet.
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by:BiPod
ID: 21879445
Would be nice to know why the asker wants to delete the question - did my advice help him resolve the probelm?
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by:notarebel
ID: 21879709
Sorry, no it didn't.  Everything was setup fine on the exchange side.  A 3rd party had blocked port 25 on us (grrrr).  If you would like to tackle my SMTP relay problem (which is internal and only fails after the initial connection and verifying the sender/receiver then just let me know)...I've created a question for that and everyone seems to be stumped.
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