Probably - you need to use norton ghost with the sector copy and preserve disk id switches. Windows Server can be a bit picky when you image it especially when you change hardware, but just changing the HDD is unlikely to kill it.
Easiest and most likely to succeed method would be to create a mirror on the second drive (in windows) then break the mirror and change boot.ini to reflect you are booting from the new disk. This means converting disk 1 to a Dynamic drive first which may be an iffy proposition in your case.
You could also use Windows Backup to Backup the system then restore it to a new system - this usually works too.
I would use the Mirror method myself as it is usually completely dependable.
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