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A new method for rearrangement of anilides

โœ Scribed by Anwer Basha; Syed Shamin Ahmed; Tanveer Ahmad Farooqui

Book ID
104226155
Publisher
Elsevier Science
Year
1976
Tongue
French
Weight
164 KB
Volume
17
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

A large number of N-substituted aniline6 are known to rearrange to ortho or para amino derivatives employing Lewis acids as catalyst'. Hovever N-acgl derivatives do not in general afford corresponding ortho or para migrated products:

We now report a new high yield procedure of migration of the acyl group in various anilides to the aromatic nucleus using bismuth trichloride as catalyst. In a typical reaction an anilide as treated with BiCl3(5 mole excc88 > at 160'-245~ for about 2-g minutes, The resulting mixture is treated with vater, filtered, basified with Na CO and extracted with ethyl acetate.

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