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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Central nervous system active compounds. III. The synthesis of 4- and 6-substituted caprolactam derivatives by the Schmidt and Beckmann rearrangements

GI Hutchison, RH Prager and AD Ward

Australian Journal of Chemistry 33(11) 2477 - 2486
Published: 1980

Abstract

The synthesis is described of hexahydroazepin-2-ones (caprolactams) bearing 1-4 alkyl or aryl groups at C4 and C6 by the Beckmann or Schmidt reactions on the corresponding cyclohex-2-enone. Further evidence for the mechanism of the Beckmann rearrangement of these unsaturated oximes is advanced. The central nervous system activity of the alkylated caprolactams is reported.

https://doi.org/10.1071/CH9802477

© CSIRO 1980

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