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Try using the the developer toolbar in IE (Network) to investigate what is happening. Sounds like an infinitive loop.
If I request a URL without a trailing "/", the page won't load.
I.e. If request http://www.mysite.co.uk/level1/level2 after about 20-30 seconds, I get redirected to http://www.mysite.co.uk:{sites-iis-port-number}/level1/level2 (http://www.mysite.co.uk:31232/level1/level2) with "Web page is not available" error
Any ideas on what may be happening here?
I am using EPiServer CMS 6, and there is no scope to upgrade to R2 at this stage