Trying to download my purchases from my iPod but it is not working. I have a new OS on an old computer and I can't even download the songs from iTunes because it thinks the songs are already on this computer. What should I do?

Tried to back up music before new OS was loaded but for some reason, it only kept artists through the letter J. I did not realize that until I restored my iTunes under new OS. Now I tried to download my iTunes purchases from the iPod and I can select the "Transfer Purchases from iPOD" but then nothing seems to happen. I tried to download form iTunes and it says the songs are already on my computer. This is either because I did originally download them to this computer on the old operating system or because the names are still in iTunes even though the file associated with them is not. I'm not sure. I don't know what to try next but it is nearly 600 songs so I need to figure it out.

Does iTunes recognize the phone at all? Or just the computer?

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