ORGLIST: ORGLIST ntrile synthesis

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From: cesar alfredo barbero (cbarbero$##$exa.unrc.edu.ar)
Date: Fri Apr 14 2006 - 05:11:43 EDT


Dear Sirs,
I am trying to produce a sulfonic acid which contains a cyano group to aid
detection by IR. we are reacting butanesultone with excess potassium cyanide.
The usual way to get rid of the excess cyanide involves reacting with HCl.
However, it seems that the nirile is hydroliysing to amide. Any ideas how to
avoid it?
thanks

Mensaje citado por Ohad Ilovich <ilovich$##$pob.huji.ac.il>:

> 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
>

Prof. Dr. Cesar Barbero
Associate Professor
Program Leader
Investigador PRINCIPAL de CONICET
Departamento de Quimica
Universidad Nacional de Rio Cuarto
Agencia postal #3
5800-Rio Cuarto
(ARGENTINA)
TE: +54 358 4676157
FAX: +54 358 4676233
E-mail: cbarbero$##$exa.unrc.edu.ar

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