Free apps I downloaded won't sync to my iPod touch using version 1.1.4

Hi, this is my first post, ever.
I downloaded a bunch of free apps for my iPod Touch (1st generation, using version 1.1.4 of the software), but they won't sync from iTunes to my iPod Touch.
Maybe they "expired" and aren't free any more, so that's why they won't sync? I don't know.
Please let me know what I should do.
Thanks,
cmj

... and even if the Apps don't require OS 3, they will need at least OS 2. Since you don't even have that on your iPod, that's why they will not Sync. There is no option to move up to version 2 of the OS, so go straight to version 3.0. It doesn't cost much - and you'll be glad you did it.
Phil

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here are they programs and you have to delete them in order
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iTunes
QuickTime
Apple Software Update
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