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I am trying to tunnel ssh via HTTP. My apache virtual host config looks as follows:

<VirtualHost *:443> ServerName proxy.example.org ProxyRequests On AllowCONNECT 22 <Proxy *> Require all denied </Proxy> <Proxy ssh-container> Require all granted </Proxy> </VirtualHost> 

Proxytunnel outputs the following:

proxytunnel -E -p proxy.example.org:443 -d ssh-container:22 -> Via proxy.example.org:443 -> ssh-container:22 HTTP return code: 404 Not Found 

ssh-container is a docker container in the same network of the apache httpd container. ssh ssh-container is successful from inside the apache container.

If I now change ssh-container to something which is reachable from the client requesting the tunnel via proxy.example.org to the sshd (e.g. ssh.example.org:22) it works.

So why is that? I am assuming that if I tunnel via HTTP CONNECT that only the proxy has to be able to reach the target. I suspected some DNS issues (e.g. client has to resolve DNS), but even connecting via the proxy with the container IP as the target does not work.

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