Exchange 2003 migration to Exchange 2010


I have an issue with Exchange 2003 not sending emails internally to Exchange 2010.


Exchange 2003 single server environment. Migration to Exchange 2013 with Exchange 2010 as interim server. Windows Server 2012 hosting the Exchange 2010 installation. Xch2010 installation is complete but not 100% working.

I have created a test mailbox on the xch2010 server from which I can send emails (both internal and external receive it, internally to the 2003 mb receives the message and internally to another 2010 mb receives the message) but does not receive from any source other than internal xch2010 mb.

There are 2 routing groups present:

Name                      SourceRoutingGroup                             TargetRoutingGroup
----                      ------------------                             ------------------
SRVXCH1-SRVXCH0           Exchange Routing Group (DWBGZMFD01QNBJR)       First Routing Group
SRVXCH0-SRVXCH1           First Routing Group                            Exchange Routing Group (DWBGZMFD01QNBJR)

When I run: Test-Mailflow -Identity SRVXCH1 -TargetEmailAddress  it fails.

Any assistance appreciated.

Who is Participating?
Simon Butler (Sembee)Connect With a Mentor ConsultantCommented:
Routing Group connectors regularly cause problems.
Therefore the first thing I would do is recreate those. Remove the old ones using remove-routinggroupconnector and then create new ones using new-routinggroupconnector.

On the SMTP virtual server, ensure that the FQDN set in ESM resolves internally, and there is no smart host set on the SMTP virtual server. You basically want it as close to the default as possible.

Confirm the servers can telnet to port 25 of each other, both ways, using NETBIOS, FQDN and IP address. Something could be blocking the traffic locally - antivirus for example.

Will SzymkowskiSenior Solution ArchitectCommented:
Migrating from Exchange 2003 to 2013 is not supported. You need to completely migrate to Exchange 2007 or 2010, remove Exchange 2003 from your enviornment and then introduce Exchange 2013 into your environment.

Exchange 2013 migration guide

fulloutputAuthor Commented:
HI Will,

Thanks for you response, but as stated in the OP, this is for Exchange 2003 to Exchange 2010. Migrating to Exchange 2013 will come after.

Simplify Active Directory Administration

Administration of Active Directory does not have to be hard.  Too often what should be a simple task is made more difficult than it needs to be.The solution?  Hyena from SystemTools Software.  With ease-of-use as well as powerful importing and bulk updating capabilities.


For migration of the mailboxes from Exchange Server 2003 to Exchange Server 2010, you can refer to the manual method given below:

Moreover while doing this, if at any stage you need my assistance then please let me know.
fulloutputAuthor Commented:
Hi John,

Thanks for your reply, but I've done the whole migration process.
The Exchange 2003 server will still be used while we move all 200+ mailboxes to 2010.

The issue is not with the set up process, but with the mail sending from 2003 to 2010.

I can send emails from a 2010 mailbox to another 2010 mailbox, but cannot send from a 2003 mailbox to 2010 mailbox.

I can see the emails in the Routing Group queue on 2003, as status "queued".
fulloutputAuthor Commented:
Hi Simon,

Thanks so much, with your guidance I managed to get it sorted :)

Btw, it was not the routing group connectors that caused the issue, it was the SMTP Virtual Server config. There was a SmartHost configured on the Default SMTP Virtual Server of the First Administrative Group.

fulloutputAuthor Commented:
SMTP Virtual Server config issue, smarthost was specified, removed and mail flowing from 2003 > 2010.
Question has a verified solution.

Are you are experiencing a similar issue? Get a personalized answer when you ask a related question.

Have a better answer? Share it in a comment.

All Courses

From novice to tech pro — start learning today.