From: Ohad Ilovich (ilovich$##$pob.huji.ac.il)
Date: Tue Jul 03 2007 - 11:33:32 EDT
Dear all,
I have asked about creating an urea here before and recieved some help in the matter and decided to try my luck once again. I have two questions:
1) I have an aniline which i react with triphosgene to form an isocyanate. this isocyanate is then reacted with another aniline (picomolar amounts of a radioactive aniline) to form an urea bond. I cannot seem to get a good isocyanate. sometimes when i add the second aniline i get a complete reaction in 30 mins at room temp. and sometimes no reaction at all.
Is there a way to isolate the isocyanate? Is there a way such as IR to make sure it is pure isocyanate? Can i do column chromatography in a glove box?
we can buy high-purity isocyanates so there must be a way to do this....
2) can anyone give me any further ideas about precursors for urea bond formation?
I have tried isopropenyl as a leaving group without much success and I know CDI is used (but mostly aliphatic amines)
any ideas and referance aritcles will be most welcome
Ohad Ilovich
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