Abstract
The vital organic compound 3-[(2-hydroxy-3-methoxybenzylidene)-amino]-2-thiohydantoin 3 has been prepared via the reaction of 2-hydroxy-3-methoxybenzaldehyde 1 with thiosemicarbazide to give N-[(2-hydroxy-3-methoxybenzylidene) amino]thiourea 2, followed by cyclization of 2 with ethyl chloroacetate in the presence of fused sodium acetate. The treatment of compound 3 with aromatic aldehydes, 3-substituted phenacylbromide and aryl diazonium salts affords the corresponding 5-arylidene-3-substituted-2-thiohydantoins 4, 1-aroylmethyl-3-substituted-2-thiohydantoins 6 and 5-arylazo-3-substituted-2-thiohydantoins 7, respectively. The synthesized compound have been characterized on the basis of IR, H-1 NMR, mass spectral data and elemental analysis. Some of the synthesized 2-thiohydantoin derivatives also exhibited antibacterial and antitumor activities.