Modified synthetic route to 2-hydroxyimino-N-arylacetamides

AP Krapcho, SA Cadarmro

Index: Krapcho, A. Paul; Cadamuro, Sergio A. Organic Preparations and Procedures International, 2004 , vol. 36, # 1 p. 74 - 76

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Citation Number: 2

Abstract

The standard preparation of aryl 2-hydroxyimino-N-arylacetamides 2 involves treatment of the corresponding substituted anilines 1 with chloral hydrate in the presence of hydroxylamine hydrochloride. Acid treatment of 2 leads to the isatins 3. The problem in the first step is the availability of chloral hydrate, which is a Drug Enforcement Agency controlled substance (DEA Schedule 4).*-'O To circumvent this problem, we report the use of the ...