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I'm configuring Redirects from a Html static website to Wordpress, I'm doing it manually in the .htaccess file and for some other rules I'm using Redirection plugin

I have added these rules to my .htaccess:

  <IfModule mod_rewrite.c>
RewriteEngine On
RewriteBase /wordpress/
RewriteCond %{THE_REQUEST} (\.htm|\.html)
RewriteRule ^(.*)(\.htm|\.html)$ http://www.mywebsite.com/wordpress/$1 [R=301,L]
..

They work fine redirecting old html documents to the new wordpress installation without file extension.

I have problems trying to add the needed redirection for images. I have tried adding this rule but I get redirection loop when I try to access .jpg files:

 RewriteCond %{THE_REQUEST} \.jpg
    RewriteRule ^(.*\.jpg)$ /wordpress/wp-content/uploads/2016/02/$1 [R=301,L]
</IfModule>

# BEGIN WordPress
<IfModule mod_rewrite.c>
...

How can I do it correctly?

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If your images were in a subdirectory such as images the solutions is simple

RewriteRule ^/images/(.*\.jpg)$ wordpress/wp-content/uploads/2016/02/$1 [R=301,L]

If the images are in random locations or in the root.

RewriteCond %{REQUEST_URI} !^/wordpress/wp-content/uploads/
RewriteRule ^(.*\.jpg)$ /wordpress/wp-content/uploads/2016/02/$1 [R=301,L]

The point is, your RewriteRule is matching again after you redirect into the wordpress directory. (It matches ANY jpg). You have to find a way to NOT match the new wordpress based files.

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