SYNTHESIS AND CHARACTERIZATION OF SOME (7-HYDROXY-4-METHYL-2H-CHROMEN-2-ONE) DERIVATIVES

Abstract

The titled compound C1 (Coumarin) was prepared through the thermal cyclization of resorcinol and ethylacetoacetate in presence of sulfuric acid. Compound C1 (Coumarin) was treated with acetic anhydride in glacial acetic acid to obtain acetate group in the yielding compound (compound C2). Compound C2 was brominated to obtain compound C3 which treated with 2-aminobenzothiazole in ethanol to obtain compound C4.Compound C1 was treated with POCl3 to replace OH group by Cl atom and obtain compound C5 which was treated with 2-aminobenzothiazole in a nucleophilic aromatic substitution to obtain compound C6. Compound C1 was treated with thiosemicarbazide in ethanol to obtain compound C7 which was treated with aqueous NaOH to obtain triazole derivative (compound C8). The later compound was treated with 2-aminobenzothiazole to obtain compound C9 . Compound C1 was treated with 2-aminobenzothiazole in ratio 2:1 in presence of anhydrous ZnCl2 in ethanol to obtain compound C10 .