The chemistry of heterocyclic quinones. I. the direct oxidation of 6-hydroxycarbostyrils to carbostyril-5, 6-quinones

RR Holmes, J Conrady, J Guthrie…

Index: Holmes et al. Journal of the American Chemical Society, 1954 , vol. 76, p. 2400,2406

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Citation Number: 16

Abstract

4-Methyl-6-hydroxycarbostyril is oxidized in good yield with chromic acid or lead tetraacetate to 4-methylcarbostyr il-5, 6-quinone. Dry hydrogen chloride adds to this substance with formation of 4-methyl-5, 6-dihydroxy-8-chlorocarbo-styril. The latter forms a diacetyl derivative with acetic anhydride but a tribenzoyl derivative with benzoyl chloride in pyridine. Oxidation of 4-methyl-5, 6-dihydroxy-8-chlorocarbostyril with chromic acid leads to 4- ...