7 Replies Latest reply: Aug 28, 2012 7:04 AM by orampc
drummerdude13 Level 1 Level 1 (0 points)

I downloaded a song from Amazon and it showed up in my iTunes library. But when I went to sync it to my iPod, I got an error message saying that iTunes could not copy the song to my iPod because an unknown error occurred. I tried deleting the song and then re-downloading it, but it still won't sync. How can I fix this?

  • 1. Re: Song won't sync to my iPod
    lllaass Level 10 Level 10 (142,190 points)

    Does the song play in iTunes?

  • 2. Re: Song won't sync to my iPod
    HollyHogg16 Level 1 Level 1 (0 points)

    I had this happen today as well. 2 songs from Itunes downloaded play in Itunes and sync to Ipod just fine. 3 songs from Amazon MP3 (which I download from them alot) wont sync those 3 songs. I have never had a problem before. This is really aggravating! Ill start using the Amazon Cloud to play everything if they don't get this problem fixed.

  • 3. Re: Song won't sync to my iPod
    Bettiepurple Level 1 Level 1 (0 points)

    Have you looked and checked if your ipod is full. You might want to try deleting 1 or 2 things and then trying to download the song.

  • 4. Re: Song won't sync to my iPod
    HollyHogg16 Level 1 Level 1 (0 points)

    I have a 80gb ipod classic, only using 8 gb. Not even close

  • 5. Re: Song won't sync to my iPod
    lonestarreader Level 1 Level 1 (0 points)

    I had the exact problem tonight.  The last time I tried it was about a month ago and it worked. This time the music imported from the Amazon Downloader just fine.  The songs show up and play in iTunes but when I drag them to my iTouch I get the message that an "unknown error has occurred. (-50)  What has changed?

     

    I just tried to copy the music to my iPod and got the same error message. I was able to copy music I had ripped from a CD with out any problem.  Is this something Amazon has done?

  • 6. Re: Song won't sync to my iPod
    lonestarreader Level 1 Level 1 (0 points)

    Update:  Talked to Amazon yesterday and they say this is a known issue that probably is a result of chages they made to their cloud service.  They asked for the OS version of my iTouch and iPod.  Encouraged me to use their Cloud app to play the music but I pointed out that I do not like to use up my phone battery for that.  They said they are "working on it."

     

    They also sent me this link to help trouble shoot the issue but honestly, I do no want to have to go through all this when I did not cause this issue to begin with.

    Annoying.

     

    http://support.apple.com/kb/TS1539

  • 7. Re: Song won't sync to my iPod
    orampc Level 1 Level 1 (0 points)

    You can get around this issue by converting the file to MP3 by right clicking on it in iTunes and choosing the option.  You end up with two files for each song but at least you can copy them to Apple devices.