SYNTHESIS OF DIAZO COMPOUNDS FROM AMINO BENZOPYRANO THIAZOLES

Abstract

ABSTRACT 8-Amino-6-chlorocoumarine (5) has been synthesized by multistep synthesis (by known literature methods) which involves the successive chlorination and nitration salicylaldehyde (1) to 5-chloro-3-nitrosalicyladehyde (3). The coumarin was synthesized by using Perkin reaction of 5-chloro-3-nitrosalicyladehyde. The nitro coumarin (4) obtained was reduced to 8-amino-6-chloro coumarin (5) which was then treated with bromine and potassium thiocyanate followed by the treatment of ammonia gives 2-amino-4-chloro-8H-chromeno-[8,7-d]-1,3-thiazol-8-one (6). The final 2-aminobenzo-1,3-thiazole derivative was diazotized and coupled with different phenols and anilines to yield diazo compounds. These compounds are then subjected to biological characterization