The Journal of Organic Chemistry

Intramolecular hydrogen bonding in o-methylthio derivatives of N-methylaniline and N-methyl-4-aminoazobenzene

JD Scribner, JA Miller

Index: Scribner,J.D.; Miller,J.A. Journal of Organic Chemistry, 1967 , vol. 32, p. 2348 - 2349

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Citation Number: 10

Abstract

4-aminoazobenzene (1) from cold, alkaline digests of livers from rats fed the hepatocarcinogen, N, N-dimethyl-4-aminoazobenene (Z). 4 At the time when the identity of 1 was still unknown to us, we were struck by the disparity between its behavior on alumina chromatography (similar to that of tertiary aminoazo dyes) and its chemical behavior (as a secondary amine). Upon chromatography on carboxymethylcellulose in citric acid-ethanol ...