Having put in lots of testing and debugging time, your .htaccess URL rewrites are finally rock solid ( or good enough maybe :-) ). Now you are changing servers from Apache to IIS and you have to come up with all new web.config URL rewrite rules. I've been though this, manually refactoring .htaccess to web.config, and it isn't quick. The good news is that Microsoft has a tool to make this super simple and fast!
First, make sure you have the URL Rewrite module installed in IIS. This is a simple download and install.
Second, open up IIS and go to your website. You should now have a URL Rewrite icon. Double-click on this new icon and you'll see a menu on the right side with an "Import Rules..." option. This is where the magic happens. You can import your .htaccess file or copy/paste the contents and IIS will do the heavy lifting to convert it to web.config.
One thing to note here that could save you some time... the web.config gets generated in the website root. Therefore if your source .htaccess was not in the website root, the generated web.config may need some touch up to the paths. Otherwise, the generated web.config is spot on based on my experience and you are all set!
Reference: https://blogs.msdn.microsoft.com/azureossds/2015/04/23/converting-apache-htaccess-rules-to-iis-web-config-using-iis-manager-for-azure-websites/
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