Synthesis and Study of the Biological Activity of Some New Thiohydantoin Derivatives

1-acetyl-3-[(5-bromo-2-acetoxy-phenylmethylene)-amino]-4-oxo-imidazolidin-2-thione (2) and 5-acetyl-3-[(5-bromo-2-hydroxy-phenylmethylene)-amino]-4-oxo-imidazolidin-2-thione(3)prepared by Acylation of 3-[(5-bromo-2-hydroxy-phenylmethylene)-amino]-4-oxo-imidazolidin-2-thione(1) by different method. The reaction of 3-[(5-bromo-2-hydroxy-phenylmethylene)-amino]-4-oxo-imidazolidin-2-thione (1) with bromine in presence of glacial acetic acid resultthe 5-bromo- 3-[(5-bromo-2-hydroxy-phenylmethylene)-amino]-4-oxo -imidazolidin-2-thione (4). The Acylation of compound (4) with acetic anhydride led to formation 5-bromo-1,5-diacetyl-3-[(5-bromo-2-acetoxy-phenylmethylene)-amino]-4-oxo-imidazolidin-2-thione (5). The hydrazinolysis of compound (1) with hydrazine hydrated led to formation of 2, 4-dihydrazino-3-[(5-bromo-2-hydroxy-phenylmethyl)-amino]-imidazolidine (6). The condensation of compound (1) with different aldehyde led to formation of (7a-c). The action of acetic anhydride on compounds (7a-c) under reflux led to formation of (8a-c).