Why does my iTunes stop playing after a certain amount of time?

When I begin a Playlist in iTunes on my 2009, 24 in. display iMac, it will suddenly stop playing after a few songs. I have looked through
every setting I can locate, but am unable to correct this problem. Has anyone else encountered this problem?

On the webite for the station. look for a Listen link for another type of player.  Many stations are going away from streams that iTunes can link to.  while you're on the website. look for a Contact Us llink and report your trouble.   They might not be aware there is trouble.
Do a Get Info, go to first tab and Edit URL.. Copy and paste the stream URL here so others can test it.

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