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Synthesis and antimicrobial activity of 5-arylidene-3-(3-chloro-4-fluorophenyl)-2-imino-1,3-thiazolidin-4-ones

Gadada Naganagowda, Amorn Petsom

The condensation of 3-chloro-4-fluoroaniline (1) with chloroacetyl chloride in refluxing benzene in the presence of anhydrous K2CO3 gives 2-chloro-N- (3-chloro-4-fluorophenyl)acetamide (2). Compound (2) on treatment with KSCN in refluxing acetone yield 3-(3-chloro-4-fluorophenyl)-2-imino-1,3- thiazolidin-4-one (3). Compound (3) on condensationwith various aromatic aldehydes affords a series of 5-arylidene-3-(3-chloro-4-fluorophenyl)-2-imino- 1,3-thiazolidin-4-one (4a-i). The structures of all the synthesized compounds were confirmed by spectral data and have been screened for antibacterial and antifungal activity.