Re: ORGLIST - orglist Digest - V01 #148

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From: Jacob Zabicky (zabicky$##$
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$##$>
>Subject: type of reaction to get 3-aminopyridine
>Hi all,
>I don't find any good explanation for the reactiontype of the synthesis of
>You treat Nicotinamide with HBrO and heat it, and thats all.
>Please help me,
>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

All the best.

Jacob Zabicky

Prof. Jacob Zabicky Tel. 972-7-6461271/6461062/6472754
Institutes for Applied Research Fax. 972-7-6472969
Ben-Gurion University of the Negev Private: POB 12366 Beer-Sheva 84836
POB 653, Beer-Sheva 84105, ISRAEL Tel. 972-7-6496792


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