Re: ORGLIST - orglist Digest - V01 #148

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From: Jacob Zabicky (zabicky$##$bgumail.bgu.ac.il)
Date: Sun May 24 1998 - 02:19:28 EDT


>orglist Digest Fri, 22 May 1998 00:00:51 +0100 V01 #148
>
>Today's topics:
> 'type of reaction to get 3-aminopyridine'
>
>----------------------------------------------------------------------
>
>Date: Thu, 21 May 1998 15:55:51 +0200
>From: Hebein Gunther Cyrill <gunther.hebein$##$uibk.ac.at>
>Subject: type of reaction to get 3-aminopyridine
>
>
>Hi all,
>
>I don't find any good explanation for the reactiontype of the synthesis of
>3-aminopyridine.
>
>You treat Nicotinamide with HBrO and heat it, and thats all.
>
>Please help me,
>MfG
>Gunther Hebein

This is the Hoffmann rearrangement. A rearrangement following an oxidative
process of the amide. See anay advanced organic chemistry textbook for the
mechanism. An analogous process,though with hydrazides, is the Curtius
rearrangement.

All the best.

Jacob Zabicky

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Prof. Jacob Zabicky Tel. 972-7-6461271/6461062/6472754
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