Apps in itunes software will not sync to ipod touch

We have purchased many apps for my son's ipod touch 4. Most have all downloaded and synced with his ipod. Yesterday we purchased a few apps
that show in our purchases but we cannot get them to sync to the ipod no matter what we try. The software is all up to date. The apps are called "Fun Math Division" and "Multiplication". These are showing in the itunes software. We have them "checked" to sync but they will not transfer....Please help...

Fun Math: Division and Multiplication, if you mean the one from the same developer, both are quite old, having not updated been updated in almost two and a half years, so they may well not be compatible with the newer iPod hardware and operating system. The developer has an email at the bottom of their web page:
http://www.winpilot.com/division/
through which you can try contacting them and asking for assisance, but it would not surprise me if that developer has ceased activity and will never respond.
Good luck and regards.

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