IPhone tries to iMessage people who don't have ios5

This is the situation- I have an iPhone 4s and my friend had a 3GS with ios 5. We could iMessage back and forth until their phone broke and they downgraded to a 3G. No more iMessage. My phone still recognizes their number as someone who had iMessage though and tries to iMessage them. Then I have to go through the long process of it trying and failing to send an iMessage to them and then me having to press the error button and send it as a text, every time I want to text them. Any suggestions? I've tried turning off and turning back on iMessage but nothing changed.

iMessage allows you to send unlimited text, photos, videos, locations, and contacts using Wi-Fi or 3G* from your iPhone, iPad, or iPod touch to other iOS 5 users. "
http://support.apple.com/kb/HT3529
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