Synthesis of Sulfonamide, Sulfanilamide and Carbamate Derivatives of 4-Pyrones†

Abstract

Sulfonamide, carbamate and sulfanilamide derivatives of 4-pyrones 610 were synthesized by treatment of 3,5-bis(2-aminophenyl)-4H-pyran-4-one and 2,6-bis(4-aminophenyl)-3,-5-dimethyltetrahydro-4H-pyran-4-one with tosyl chloride, ethyl chloroformate and 4-(4-acetylaminobenzene)sulfonyl chloride in 40-88% yields. Hydrolysis of compound 10 in hydrochloric acid-ethanol produced 11 in 39% yield.