Reactions of 1, 5-dichloroanthraquinone with nucleophiles

EH Ruediger, ML Kaldas, SS Gandhi…

Index: Ruediger, Edward H.; Kaldas, Magdy L.; Ghandi. Sham S.; Fedryna, Cristi; Gibson, Martin S. Journal of Organic Chemistry, 1980 , vol. 45, # 10 p. 1974 - 1978

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Citation Number: 16

Abstract

Reactions of 1, 5-dichloroanthraquinone (1) with various nucleophiles were examined to evaluate possibilities for selective substitution. 1-Amino-5-chloroanthraquinone was obtained from 1 by reaction with (a) sodium azide in dimethyl sulfoxide and (b) ammonia in the presence of potassium fluoride, but 1 with potassamide in ammonia gave 3- chlorobenzoic acid. Conditions were found for preferential substitution in reactions of 1 ...