To get rid of the CD dependency, Google for a War2 crack made by a guy named "Pixie"
Even though my War2 game was completely legit, I used this crack to get rid of the CD dependency back in the DOS days so I could play without the disk in the office. (Yeah, I miss the late 90's too.)
Anyway, I just got my Warcraft 2 disks out of the closet today, so I'm going to attack the Windows 2000 Server vs. classic Warcraft 2 issue tonight...I'm let you know if I get it to work.