Synthesis of 2-substituted-4 H-3, 1-benzoxazin-4-ones

DI Bain, RK Smalley

Index: Bain,D.I.; Smalley,R.K. Journal of the Chemical Society [Section] C: Organic, 1968 , p. 1593 - 1597

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Citation Number: 52

Abstract

Anthranilic acid (1 mol.) reacted in pyridine solution with benzoyl chloride (2 mol.) to give 2- phenyl-4H-3, 1-benzoxazin-4-one in high yield. With 1 mol. of benzoyl chloride, however, a mixture of benzoxazinone and N-benzoylanthranilic acid was obtained. The mechanism of the reaction has been investigated and various 2-substituted-4H-3, 1-benzoxazin-4-ones have been prepared and their uv spectra recorded.