Reactions of Amines. XIV. An Oxidative Rearrangement of Amides1, 2

HE Baumgarten, A Staklis

Index: Baumgarten,H.E.; Staklis,A. Journal of the American Chemical Society, 1965 , vol. 87, p. 1141 - 1142

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Citation Number: 33

Abstract

150-15 1", 74% from cyclohexaneacetamide; Nt-butyl-N-cyclohexylurea, mp 226 f 2"(lit." mp 227"), 88% from cyclohexanecarboxamide. The isocyanate could also be hydrolyzed directly to the amine hydrochloride 5 by adding the dimethylformamide solution to hydrochloric acid and heating the mixture under reflux. For example, from cyclocarboxamide a 49% yield of cyclohexylamine hydrochloride was obtained.

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