How do i sync an old Ipod nano account to a new one?

My husband has an iPod Nano. He used to have it set up on an old computer linked to an email address that is now no longer in opperation. We have now put ITunes onto a new computer and he has created a new Itunes account under a new email address. He has now burned some CD's onto the account (under the new email address) however we can't work out how to put these songs onto his ipod nano?
We plug his ipod in, and when we click on the device it shows all of his old songs on his nano, but we can't get the old and new songs to sync, or at least the new songs onto his nano and override his old songs.
Can anyone help??

Turn on computer, open itunes, connect ipod, select what you want, sync

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