The Journal of Organic Chemistry

Quinone chemistry. Reaction of 2, 3-dichloro-1, 4-naphthoquinone with arylamines in pyridine

NL Agarwal, W Schaefer

Index: Agarwal, Nand L.; Schaefer, Wolfram Journal of Organic Chemistry, 1980 , vol. 45, # 25 p. 5139 - 5143

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Citation Number: 20

Abstract

2, 3-Dichloro-1, 4-naphthoquinone (1) reacts with arylamines (2) in pyridine to afford 2- (arylamino)-3-chloro-1, 4-naphthoquinone (6), 2-(arylamino)-1, 4-naphthoquinone (5), 2- (arylamino)-1, 4-naphthoquinone-3-pyridinium perchlorate (4), and 2-amino-1, 4- naphthoquinone-3-pyridinium perchlorate (7), depending upon the nature of the substituent in 2. 2-(4-Nitroanilino)-l, 4-naphthoquinone-3-pyridinium chloride (4e, X= C1) reacts with ...