Journal of Heterocyclic Chemistry

A facile synthesis of piperazines from primary amines

DW Henry

Index: Henry,D.W. Journal of Heterocyclic Chemistry, 1966 , vol. 3, p. 503 - 511

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Citation Number: 20

Abstract

Abstract A general procedure is described for converting primary amines to N-substituted piperazines. Reaction of an amine with an N-substituted iminodiacetic acid anhydride (V) yields an iminodiacetic acid monoamide (VI) which closes to a 2, 6-piperazinedione (VII) upon treatment with acetic anhydride. The diones are reduced to piperazines with borane- THF. Fourteen examples of this process, using twelve aliphatic or aromatic amines and ...