Quinone chemistry. Reaction of 2, 3-dichloro-1, 4-naphthoquinone with o-aminophenols under various conditions

NL Agarwal, W Schaefer

Index: Agarwal, Nand L.; Schaefer, Wolfram Journal of Organic Chemistry, 1980 , vol. 45, # 11 p. 2155 - 2161

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Citation Number: 34

Abstract

5H-benzo [a] phenoxazin-5-one (7a), 2-amino-3H-phenoxazin-3-one (8) and triphenodioxazine (9a). Contradictory to earlier findings, 1 and 2a in MeOH/KOH afford 7a but the highest yield of the compound is achieved by using EtOH or MeQH and anhydrous potassium acetate. A probable mechanism for the formation of all reaction products is presented and detailed spectroscopic data of all compounds are given.