The Journal of Organic Chemistry

p-Nitrosophenol chemistry. II. Amination of p-nitrosophenol ethers with primary aromatic amines

JT Hays, HL Young, HH Espy

Index: Hays,J.T. et al. Journal of Organic Chemistry, 1967 , vol. 32, p. 158 - 162

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Citation Number: 10

Abstract

The reaction of alkyl ethers of p-nitrosophenol with primary aromatic amines gives p- nitrosodiphenylamines in high yields under mild conditions. This reaction is an example of an acid-catalyzed aromatic nucleophilic displacement in which the protonated nitroso group exerts a strong activating effect. Reduction or reductive alkylation of the p- nitrosodiphenylamine product provides a simple and unique route to p- ...