Solved

Exchange Sending Errors

Posted on 2013-11-24
4
703 Views
Last Modified: 2013-11-29
SBS 2011 with Exch 2010, not fully migrated yet, so the SBS 2008 with Exch 2007 is also on the net.  However, all email is being sent and received by the New Server.

On a few domains, I am getting this error (when sending looking in the Outbound Queue):

451.4.4.0 Primary target Ip address responded with "421.4.4.2 Connection dropped due to SocketError "Attempted failover to alternate host, but that did not succeed. Either there are no alternate hosts, or delivery failed to all alternate hosts. "

On many domains, no problems at all.  Any ideas?

Thanks.
0
Comment
Question by:dougp23
  • 2
4 Comments
 
LVL 30

Expert Comment

by:Gareth Gudger
ID: 39673474
Is your new mail server sending out on a different IP than your old mail server? Are you using a Smarthost? Could be that your are getting blacklisted because your MX record does not match what you are sending from. Do you have an SPF record?
0
 
LVL 63

Accepted Solution

by:
Simon Butler (Sembee) earned 500 total points
ID: 39674608
What is between the internet and the server? Firewall of some sort? I have seen this caused by a firewall scanning SMTP traffic.

Simon.
0
 
LVL 1

Author Comment

by:dougp23
ID: 39675485
Same EXTERNAL IP as before.  The INTERNAL non-routable IP has changed.  Not sure if that would account for anything.
Yes, a firewall, but the necessary ports are open.  No smarthost.
I don't think they have an SPF record.  

The whole migration was pretty nice, in that all the settings in the old Exchange came right over (Hub transport settings, etc).  

And it's strange how it is just one or two domains.  We can email hundreds of others without an issue.
0
 
LVL 63

Assisted Solution

by:Simon Butler (Sembee)
Simon Butler (Sembee) earned 500 total points
ID: 39675826
As long as the NAT is correct, then the internal IP address shouldn't be a problem.
Firewall - even with the ports open, firewalls can still cause delivery problems. Cisco ASA/PIX are the most notorious, but others can do it.

Simon.
0

Featured Post

Too many email signature updates to deal with?

Do you feel like you are taking up all of your time constantly visiting users’ desks to make changes to email signatures? Wish you could manage all signatures from one central location, easily design them and deploy them quickly to users? Well, there is an easy way!

Join & Write a Comment

ADCs have gained traction within the last decade, largely due to increased demand for legacy load balancing appliances to handle more advanced application delivery requirements and improve application performance.
Follow this checklist to learn more about the 15 things you should never include in an email signature from personal quotes, animated gifs and out-of-date marketing content.
In this video we show how to create an email address policy in Exchange 2013. We show this process by using the Exchange Admin Center. Log into Exchange Admin Center.:  First we need to log into the Exchange Admin Center. Navigate to the Mail Flow…
This video discusses moving either the default database or any database to a new volume.

707 members asked questions and received personalized solutions in the past 7 days.

Join the community of 500,000 technology professionals and ask your questions.

Join & Ask a Question

Need Help in Real-Time?

Connect with top rated Experts

19 Experts available now in Live!

Get 1:1 Help Now