SYNTHESIS OF DISUBSTITUTED QUINAZOLINE-6-SULPHOHYDRAZIDES AS SYNTHONS FOR ORGANIC AND BIOORGANIC CHEMISTRY
Abstract
More than 90 years ago, sulfonamides changed modern medicine. These were some of the first widely used antibiotics. While penicillin soon overshadowed them as an antibiotic, sulfonamides are still very commonly used today to treat dozens of different conditions. In the U.S., there are over 40 sulfonamide drugs still approved for use. 3-Alkyl-4-oxo-3,4-dihydroquinazolines were selected as the starting materials. The quinazolone derivatives were subjected to chlorosulfonation using a 10:1 molar ratio of chlorosulfonic acid to substrate; the reaction was carried out in an oil bath at 120–130°C for 4–6 hours, followed by treatment with 60% an aqueous solution of hydrazine hydrate.
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