Synthesis, Partition coefficient and antibacterial activity of 3' -aryl-6' -phenyl(substituted)-cis-5' α,6' -dihydrospiro[3H -indole- 3,4' -thiozolo( 5' ,1' -c )-isoxazolo-2-(1H)-ones

Abstract

Condensation of isatin with primary aryl amines gave a series of Schiff bases (1) which on reaction with thioglycolic acid in 1,4-dioxane afforded the corresponding thiazolidones (2). Compound 2 on condensation with substituted benzaldehydes in anhydrous sodium acetate furnished 3-aryl-5'-phenyl(substituted)spiro[3H-indole-3,2'-thiazolidines]-2-(1H), 4'(5'H))-diones (3). The latter on reaction with hydroxylamine hydrochloride in anhydrous sodium acetate gave the title compounds (4). The structures have been established on the basis of spectral data. The Partition coefficient for n-octanol/water solvent system and in vitro antibacterial activity of this compounds have been evaluated.