We have used replication to move 80+ machines from our old 4.1 VMware to 5.5 VMware infrastructure. The last machine we did last night using replication, there was an application inside the server that detected cloning. The application serves as a license manager so because of this, the owner of the server has to call the application vendor today (pending) to ask for new activation key

Anyways, I am assuming the license manager of the application probably detected a change in the environment. I noticed the NIC MAC address is the same on the OS (Windows 2008) from both infrastructures. In past experience, when we used VMware converter the Windows CD key gets reset to a trial version on a 2008 Windows machine.
Thanks,
TT