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Home/ Questions/Q 924907
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Editorial Team
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Editorial Team
Asked: May 15, 20262026-05-15T19:26:13+00:00 2026-05-15T19:26:13+00:00

I have set up some User Friendly URL rules in IIS7 using the URL

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I have set up some User Friendly URL rules in IIS7 using the URL Rewrite module. This works perfectly on IIS7.

However, when I try to debug the site, the webserver instance that Visual Studio creates doesn’t seem to obey the rewrite rules.

For example,

http://localhost/friendly-url

works on IIS7, but

http://localhost:1800/friendly-url

returns a 404 error when debugging with Visual Studio 2008. Since the rewrite rules are present in web.config, I would have expected Visual Studio to obey them?

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  1. Editorial Team
    Editorial Team
    2026-05-15T19:26:14+00:00Added an answer on May 15, 2026 at 7:26 pm

    Cassini doesn’t do URL rewriting. You might want to look at the recently announced IIS Express version which will.

    Quoting from the linked article:

    The downside with the ASP.NET
    Developer Server, though, is that it
    does not support a full set of
    web-server features. For example, it
    doesn’t support SSL, URL Rewriting
    Rules (like the SEO URL Rewrite Rules
    I blogged about here), Custom Security
    Settings, and other richer features
    now offered with IIS 7.

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