The Journal of Organic Chemistry

Products of rearrangement of m-chloro-N-nitro-N-methylaniline

WN White, JR Klink

Index: White,W.N.; Klink,J.R. Journal of Organic Chemistry, 1977 , vol. 42, # 1 p. 166 - 169

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Citation Number: 14

Abstract

2 1 reaction has been found to be at least partially intramolecular. 4 In spite of the apparent simplicity of this reaction, there is considerable disagreement regarding its intimate nature. Three different mechanisms have been proposed by different research groups to account for the results (Chart I).(1) The “cartwheel” mechanism5 supposes that the protonated nitramine isomerizes to a nitritoamine (> NON= O) which then undergoes a Claisen-like ...