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Can not connect with Exchange 2003 server with Outlook 2003 client

Posted on 2007-11-27
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Last Modified: 2012-06-27
Hello,
I am having an issue trying to connect with my exchange server, I keep getting Connection to the Microsoft Exchange Server has been restored and then Connection to the Exchange Server has been lost. I never get any mail, and get sync errors in the sync error folder. I've checked all networking and settings in Outlook and nothing is popping out at me as the possible problem. The mail server and client live on the same network across a VPN.
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Question by:kalajj
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by:debuggerau
debuggerau earned 100 total points
ID: 20361960
repedative pings may help, "ping host -t" to observe network glitches...
Is it only one PC or many?
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Author Comment

by:kalajj
ID: 20362025
It's only 1 machine, consecutive pings are not dropping any packets. I also can not access Outlook Web Access 2003 from this machine for this account. I can access my account on a different server. One other thing, when I telnet to port 25 on this server from this machine it hangs and then eventually closes the connection. If I telnet to any other exchange server in the network, from this machine, it opens fine.
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LVL 104

Assisted Solution

by:Sembee
Sembee earned 100 total points
ID: 20362381
That doesn't sound like a problem with Exchange, more like something with TCP/IP, routing etc. The dropping of the telnet connection though can also be caused by AV software scanning port 25, so make sure that isn't happening before you continue using that as a valid test.

Simon.
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Author Comment

by:kalajj
ID: 20365448
I have turned off the AV software port blocking and the software in general, also Windows firewall, and VPN software that is running on the machine. Here's the weird part, when the person VPN's in it works totally fine. When I have the machine on my network segment it also works fine. The machine is a Toshiba Laptop, not sure if anyone has heard of any weird issues with them. I totally re-built the laptop from scratch as well.
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LVL 23

Assisted Solution

by:debuggerau
debuggerau earned 100 total points
ID: 20371168
have you tried another network port?
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Author Comment

by:kalajj
ID: 20373610
Yes, connected directly to the switch where the exchange server is instead of the network jack in the office. Also tried another cable.
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LVL 23

Assisted Solution

by:debuggerau
debuggerau earned 100 total points
ID: 20380307
maybe see if the laptop has issue with talking with another machine on the network in question, I wonder if the LAN card has an issue with speed or duplex negotiation to the switch? I have had to change from Auto Negotiation to a fixed one (like 10 or 100, half or full duplex)...
Duplicate ARP entries?
Does the switch have spanning tree? to counter any loops?

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Accepted Solution

by:
kalajj earned 0 total points
ID: 21166199
This problem ended up being something weird in Toshiba's IP stack that was preventing it from connecting on that particular network. We replaced the machine with a Lenovo and all the issues went away.
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