Novel synthesis and spectral characterization of an N-acetoxyarylamine: N-acetoxy-2, 4-dinitrophenylamine

AC Huggett, JL Cone, SS Thorgeirsson…

Index: Huggett, Anthony C.; Cone, James L.; Thorgeirsson, Snorri S.; Roller, Peter P. Journal of Organic Chemistry, 1987 , vol. 52, # 22 p. 4933 - 4937

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Citation Number: 6

Abstract

N-Acetoxyarylamines have been proposed as reactive metabolites of carcinogenic aromatic amines. As a model compound to investigate the synthesis and spectral characteristics of these proposed intermediates, stable crystalline N-acetoxy-2, 4-dinitrophenylamine (5) was prepared on condensation of 0-acetylhydroxylamine with 2, 4-dinitrofluorobenzene. Its physical and spectroscopic properties (IR, UV, NMR, MS) were identical with those of the ...