2 network connections, 1 not working correctly (DNS)

[HodgeHi]

Hello,

I have tried to create a new website in IIS which is using a 2nd IP address that has been configured on the 2nd nic on the server. This is to be used as an auto proxy detection service. However, after having created the site and configured the nic and added the dns record, the server cannot resolve to the 2nd dns name that is the new site.

For example, 2nd nic IP is 192.168.1.10 and the site name is proxy.example.com. I have created an A record for proxy.example.com with a reverse entry. The reverse entry works as expected but the forward lookup cannot be resolved. The IP address pings as expected.

What could be causing this problem?

TIA.

[Patrickv]

Could it be that IIS is not configured to get traffic from proxy.example.com on 192.168.1.10. I am just spit-balling here.

[HodgeHi]

I found an error in the Event Viewer. Apparently there is a DNS blocklist and that in this list by default is an entry for forward requests for the wpad file. This stops any queries for this host. To resolve this you need to either remove the entry or stop the DNS server using the blocklist entirely.

More information can be found here...

Windows Server\DNS\Event 6268 on trying to query WPAD

[Patrickv]

Ah wpad. I know i have got this working on a ubuntu server. If the server is connected to the Internet and host websites you really don't want to disable the blacklist.