Bulletin of the Chemical Society of Japan

Amide ion formation and N-alkylation of aminoanthraquinones in the presence of potassium hydroxide in dimethyl sulfoxide.

S Arai, S Kato, M Hida

Index: Arai, Sadao; Kato, Seijiro; Hida, Mitsuhiko Bulletin of the Chemical Society of Japan, 1985 , vol. 58, # 5 p. 1458 - 1463

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Citation Number: 22

Abstract

Amide ions were formed by the deprotonation of the amino group of amino-and (monoalkylamino) anthraquinones in the presence of powdered potassium hydroxide in dimethyl sulfoxide (DMSO). Under a nitrogen atmosphere these amide ions changed to their radical anions. The amide ions of 1-aminoanthraquinones reacted with excess alkyl halides to yield 1-alkylaminoanthraquinones, while the N-alkylation of 2-aminoanthraquinones ...