I've had Itunes since the original ipod came out, I have upgraded to the new version, and upgraded my Ipod to and Ipod Touch, but I can't get the music I already purchased from the old Itunes to play/sync in my new itunes or ipod. How do I fix this?

I have the new version of Itunes and have upgraded from 1st gen. Ipod to 4th gen. Ipod touch, I am unable to sync all my music from my old Itunes to my new Ipod, also when I try to play the music on the computer through Itunes it says it needs to be authorized but keeps using my Old email account (which I don't have anymore) for me to authorize, is there a way to fix/ change this so I don't have to buy that music over again?

What exactly happens when you try to sync?
Does iTunes see the iPod?
Was the iPod previous synced to another iTunes library/computer?
Have you successfully synced from this iTunes library/computer before?
If so have you done anything like update iTunes on the computer since it last successfully synced?
Do the songs play in iTunes?          
Does any media now sync to the iPod?
Do you have the right boxes checked to sync?
iTunes: Syncing media content to iOS devices and iPod       
Try syncing using the manual method                
  Managing content manually on iPhone, iPad, and iPod
Backup the iPod to iTunes and then restore from that backup
]iOS: Back up and restore your iOS device with iCloud or iTunes

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