Ping Doesnt Work Until Remote Desktop Connection Is Made
Nov 14, 2007
I have a remote XP PC: 172.16.1.5 OpenVPN connection with route added for 192.168.2.0/24 to go via the VPN
Now on the other end the network consists of:
I have a OpenVPN server inside the lan on 192.168.2.245
Its default gateway is 192.168.2.1
I have 3 Windows Servers, 192.168.2.246, 247 and 248. All gateways are set to 192.168.2.1.
I have a ethernet router on the network, 192.168.2.1, it has a route added for 192.168.0.0/16 to go via 192.168.2.245, and route added for 172.16.0.0/24 to go via 192.168.2.245 also). the 192.168.0.0/16 is incase any other LANs are connected at a later date, if computers saw any packets not on the the 192.168.2.x subnet they would be routed to the default gateway which would then pass them to the OpenVPN router.
The trouble is, i can remotely connect and ping to the OpenVPN router fine and also the ethernet router, however when i ping any of the Windows boxes it times out. But i can open up Remote Desktop and connect to the windows box without problem, infact if i am running 'ping 192.168.2.246 -t' it will suddenly come alive but only after the RDP connection is made.
Is this something funny with the routing? I want to keep the OpenVPN server internal to the network and i appreciate it is hitting the ethernet router then being passed to the OpenVPN but something is weird as it fires up RDP fine but not ping. No firewalls are enabled on any of the boxes. If i log into ssh on the OpenVPN router or ethernet router i can ping from that to the windows boxes fine.
Its as if a ICMP redirect is issued, and all is well after the 1st connection. Not too sure but could anyone be kind enough to enlighten me?
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