Re-purchasing frustrations

I cannot get iTunes to recognize a backup CD from an iTunes library on a previous computer. I cannot import files from that CD (nothing happens). And, when I begrudgingly (as expressed throughout this post)try to repurchase the music, suddenly the software knows that I've purchased it already!!! Can someone PLEASE, PLEASE, PLEASE help me recover this music?
I was there. Completely ready to repurchase convinced that this iTunes install/account had ABSOLUTELY NO KNOWLEDGE of the fact that I already bought the music. This is actually on top of the fact that it takes a good 10 minutes for iTunes to launch. I am sooooo disappointed with this software right now.
In case I didn't make the point clearly, it was purchased using a different computer.
I would sincerely appreciate some help here. For the love of the higher power of your choice, I am downloading music. It should not be this difficult.
RA

RA,
First I'd suggest you use Windows Explorer to double-check exactly what's on the back-up CD.
Assuming that the files are compatible with iTunes , what method are you using to add them to your iTunes Library?
Have you tried resizing the Windows Explorer window and dragging the external hard drive onto the Library entry in the iTunes Source List (left-hand column)? (See: http://docs.info.apple.com/article.html?artnum=301509 )

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