This article was previously published under Q161380
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This article was written about products for which Microsoft no longer offers support. Therefore, this article is offered "as is" and will no longer be updated.
When you use a Winsock proxy or web proxy client, and if the Proxy Serveris configured with more than one default gateway, you may get the followingerror message or related error messages:
Connection timed out
The Proxy Server documentation states the following:
A Microsoft Proxy Server computer should have only one IP default gateway. The IP address of the default gateway should be configured on the external network adapter card only. This requirement is a result of the basic architecture of TCP/IP. Only one default gateway must be defined on a host that resides on 2 or more non-connected networks. If the Proxy server is configured with more than one network interface, it is connected to two networks that are by design non-connected. A default gateway is a router that is supposed to be used for all traffic that has no specific route. If you have two default-gateways, the proxy server TCP/IP stack will assume that they lead to the same set of networks. This will cause the proxy server to send Internet traffic to the internal network, or internal traffic to the Internet.
Remove the default gateway from the advanced TCP/IP settings of theinternal network interface on the Proxy Server and define static routes tothe internal network segments.
Because no default gateway will be defined for the internal network, youmust add static routes using the Route Add command. These routes can bemade persistent by using the -p command switch.
For additional information on adding static routes to the routing table,see the following:
Type route /? for additional command switches.
See the following Microsoft Knowledge Base article: