Tetrahedron

N-Dealkylation-N-nitrosation of tertiary aromatic amines by N-butyl nitrite

G Verardo, AG Giumanini, P Strazzolini

Index: Verardo, Giancarlo; Giumanini, Angelo G.; Strazzolini, Paolo Tetrahedron, 1991 , vol. 47, # 37 p. 7845 - 7852

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Citation Number: 14

Abstract

N, N-Dialkyl aromatic amines with a variety of ring substituents are N-dealkylated and N- nitrosated efficiently by n-butyl nitrite/ammonium chloride/water at reflux temperature. Ring nitrosation was never observed, but minor amounts of m-and p-nitro amines and/or nitrosamines were formed in some cases. Ring nitration is rather a reaction of the initial substrate than a process occurring on formed nitrosamines. The leaving propensities of ...