What can i do if some of my songs don't want to sync in my iPod?

i downloaded them from sites since its older music its hard to find good quality music so the good sounding once i found dont load to my ipod
its a classic earlier version

Have you tried the basic reset"  Nothing will be lost.
Reset iPod touch:  Press and hold the On/Off Sleep/Wake button and the Home
button at the same time for at least ten seconds, until the Apple logo appears.

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