ORGLIST: getting rid of formamide

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From: Ohad Ilovich (ilovich$##$pob.huji.ac.il)
Date: Wed Apr 12 2006 - 04:02:18 EDT

Hi all

I'm doing a quinazoline synthesis by cyclization of 2-amino-vanillinc acid with formamide.
my problem is that usually in the literature the quinazoline is recieved as a sediment in the end of reaction (or water is added to induce sedimentation).
my material dissolves in water and so does not sediment and extractions of the aqueous phase do not completely extract the material and extract some of the formamide.
i thought of loading the whole thing on a plug of silica and eluting the formamide out but i have to find a solvent which dissolves formamide, doesn't dissolve the silica or my material. i tried hexane but it doesn't dissolve the formamide

anyone has any idea other than warming the solution under a stream of nitrogen to get rid of the formamide?
thanks in advance
Ohad Ilovich
 


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