Purchases are not listed as purchases

I recently started to use Itunes again (after my original computer stuffed up), on it I had 253 songs of which about 50 were purchased songs, and many more from CDs etc. I also had them backed up onto a USB, now I managed to get all of the music off the Ipod nano and into Itunes then I went about trying to back all the music up onto a external hard drive, and thought about moving the Itunes media library original location.
I then found out that I had many duplicates of my songs, I then proceeded to fix that problem when I the noticed that the 50 songs that I had purchased are not recognised as purchases in Itunes but are still on my Ipod and can still play. It is the only place where I can find them.
Also when connected to Itunes a error message pops up saying that the 50 songs in question cannot be synced to the Ipod because they cannot be found
How can I transfer my 50 purchased songs from my Ipod to Itunes when they arent listed as being purchased in the first place.
Help with this would be awesome.
Thankyou.

Store support is only by e-mail. Pick the appropriate link from the following to notify the store.
http://www.apple.com/support/itunes/store/

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