Since the latestest iTunes Update, can't sync new music

Maybe I'm doing something wrong, but as long as I purchase something from the iTunes store, it "syncs" it over the Cloud and it shows up on my iPhone 4s. But if I move an mp3 or 4 into my iTunes, it shows up in iTunes, but not n my phone. So, I plugged in my phone, opened iTunes, went to music, chose sync all music and pressed the sync button. It starts to sync, I see the song I'm trying to get on my phone, but then it gets to step 5 and "hangs up" on that step forever. I cancel the sync, but it doesn't complete the cancel. So I quit iTunes and look at my phone, and it still has the sync circle going on it. It won't stop, so I have to shut off my phone and restart it to get the sync symbol to stop. The music nevers get to me phone. Thoughts???

Thanks but I've already done that to. It has authorised the computer and tells me there are two devices authorised to use this account. This will be because the computer was send away for a repair and came back with a new hard drive. Once I've bought the music do I have to do something with it before it will sync to phone ?
The new music seems to be in the right place and boxes are ticked but the new music won't transfer , everything else seems to be in order

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Ever since the last iTunes update, my cloud movies and TV purchases all vanished from my iTunes library.

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OK, I wouldn't bother posting this, but a day or so later, it all happens again. Cloud purchases gone, no option to fix in the Settings>Store menu until I go to the store and download something again.
How do I get iTunes for Windows to keep showing my cloud purchases without having to do this silly work-around every day or two?

Audiobooks are not avaiable for redownload from iTunes, though I suspect you may find they are still on your computer even if not currently listed in your library. This may help...
Empty/corrupt library after upgrade/crash
Hopefully it's not been too long since you last upgraded iTunes, in fact if you get an empty/incomplete library immediately after upgrading then with the following steps you shouldn't lose a thing or need to do any further housekeeping. Note that in iTunes 11 an "empty" library may show your past purchases with links to stream or download them.
In the Previous iTunes Libraries folder should be a number of dated iTunes Library files. Take the most recent of these and copy it into the iTunes folder. Rename iTunes Library.itl as iTunes Library (Corrupt).itl and then rename the restored file as iTunes Library.itl. Start iTunes. Should all be good, bar any recent additions to or deletions from your library.
See iTunes Folder Watch for a tool to catch up with any changes since the backup file was created.
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Should you be in the unfortunate position where you are no longer able to access your original library, or a backup of it, then see Recover your iTunes library from your iPod or iOS device.
Would you mind telling me which anti-virus package you use? It may be that it is disturbing iTunes when it tries to write out the fresh database, as it does after almost any activity with your library. I'm noticing more of this type of problem than usual and trying to see if there is any pattern. It may help to prevent a repeat of the problem if you look at the advanced options for your AV package and see if you can find a way to exclude the iTunes folder from any real-time scanning process.
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The later nano may require more power when connected, to operate and charge its battery, compared to the older nano. It's possible that your computer's USB bus may not provide sufficient power, if you have other devices connected at the same time.
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http://support.apple.com/kb/HT1320
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Hello jerryfromil,
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http://support.apple.com/kb/TS1967
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Doublechecking. Have you also worked through the following troubleshooting document?
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See this post.
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Please help me on itunes i can't sync my music i keep getting a error message [-69] how do i fix

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Hi kidjojo,
Welcome to Apple Support Communities.
You may find some helpful suggestions in this article:
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http://support.apple.com/kb/HT1210
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Did you check this discussion?
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See Recover your iTunes library from your iPod or iOS device.
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Help!! My deleted all my music from iTunes... Can I sync new music without losing then music already on my iPod?

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Recovering your iTunes library from your iPod or iOS device: Apple Support Communities
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I've had my ipod for a year and have been able to use it fine. Now, however, the ability to sync new music to my ipod has been removed. I've recently bought a new computer and successfully transferred everything over and been able to sync my ipod with the new computer and it has been working fine. THen I decided to buy some new music from the itunes store. At first I bought a few songs and placed them in a pre-existing playlist and that worked fine. Then I decided to download the next part of an audio book I bought a while ago off audible so I could listen to the next part and while I could download it it wouldn't add to itunes the way I've done it for the last 80 or so audiobooks I've downloaded from audible (go to file, select add file to library, find file, double click and then sync)
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Hi dmbnewfie,
Thank you for using the Apple Support Community. Due to the nature of your issue or question you may find more information by using another one of Apple's support resources - https://getsupport.apple.com/GetproductgroupList.action
The link below will help you redownload purchases to your computer and iPhone.
However, you may need a technical advisor to help you if the articles below don't resolve your issue:
Downloading past purchases from the iTunes Store, App Store, and iBooks Store
http://support.apple.com/kb/HT2519
iTunes: Finding lost media and downloads
http://support.apple.com/kb/ts1408
- Judy

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What happens when you try? We're not psychic...

I have an ipod classic original and it will not connect to itunes for me to sync new music

i have an ipod classic original and it will not connect to itunes for me to sync new music

The first two generations of iPod (that used a standard 6-pin Firewire cable) don't work with Windows. There was a workaound through MusicMatch for the second-gen, but I have no idea if that software is still available, or even if it will install on a modern copmputer (Windows ME, 2000 and XP era).
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Why have I lost all my audiobooks which were in my library but not on my iPad since the last iTunes update?

I Have recently allowed iTunes to update itself, and have only just gone into it, only to find that all the books and audiobooks that I hade in my library have disappeared !!!!! Including books and audiobooks I had purchased, both from iTunes and other sources.
Why has this happened? And how do I get them back?
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Paul Allerton

Audiobooks are not avaiable for redownload from iTunes, though I suspect you may find they are still on your computer even if not currently listed in your library. This may help...
Empty/corrupt library after upgrade/crash
Hopefully it's not been too long since you last upgraded iTunes, in fact if you get an empty/incomplete library immediately after upgrading then with the following steps you shouldn't lose a thing or need to do any further housekeeping. Note that in iTunes 11 an "empty" library may show your past purchases with links to stream or download them.
In the Previous iTunes Libraries folder should be a number of dated iTunes Library files. Take the most recent of these and copy it into the iTunes folder. Rename iTunes Library.itl as iTunes Library (Corrupt).itl and then rename the restored file as iTunes Library.itl. Start iTunes. Should all be good, bar any recent additions to or deletions from your library.
See iTunes Folder Watch for a tool to catch up with any changes since the backup file was created.
When you get it all working make a backup!
Should you be in the unfortunate position where you are no longer able to access your original library, or a backup of it, then see Recover your iTunes library from your iPod or iOS device.
Would you mind telling me which anti-virus package you use? It may be that it is disturbing iTunes when it tries to write out the fresh database, as it does after almost any activity with your library. I'm noticing more of this type of problem than usual and trying to see if there is any pattern. It may help to prevent a repeat of the problem if you look at the advanced options for your AV package and see if you can find a way to exclude the iTunes folder from any real-time scanning process.
tt2

I have problems with Itunes in my iPhone 4S since the newest Itunes update

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Thanks i am glad its not just me getting this problem! It asks me to put it back to factory settings but hw do i do that when i cannot get it recognised in the first place? Any ideas please?

Since the latestest iTunes Update, can't sync new music

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