IIS 6 getting "Page Not Found" after applying SSL

Posted by Dominic Zukiewicz on Server Fault See other posts from Server Fault or by Dominic Zukiewicz
Published on 2010-06-16T11:48:29Z Indexed on 2010/06/16 11:53 UTC
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I am setting up SSL certificates on a development environment using IIS 6 on W2k3.

I have a directory called login with a single page login.asp which I would like only viewable over SSL.

So before installing or applying SSL permissions, the page is viewable through a browser. I can browse the page and it redirects etc. and all is good. However Basic Authentication is Base64 encoded so I want to secure the traffic from this page only.

I have created a dummy certificate in makecert, installed it and added it to IIS. IIS is happy that it is trusted. I have selected the directory of login and child files to "Require SSL channel". When I refresh my browser on login/login.asp I get a "404: Page Not Found" in IE 8. So 2 issues here

  1. The page is now unviewable when using HTTPS.
  2. They must manually type the HTTPS (minor inconvenience for now)

If I turn off "Require SSL Channel" from IIS, it works again.

What part of the process am I missing as I have followed several tutorials on installed SSL certificates, but still come across this barrier.

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