4.5 Article

Synthesis and characterization of thiazole and 2-thioxoimidazolidinone derivative; their antibacterial and anticancer properties

Journal

RESEARCH ON CHEMICAL INTERMEDIATES
Volume 39, Issue 9, Pages 3949-3968

Publisher

SPRINGER
DOI: 10.1007/s11164-012-0911-4

Keywords

Imidazolidine; Thiosemicarbazide; Antimicrobial and anticancer activities

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5-Aryl-2-[(5-substituted-3-methoxy-2-hydroxybenzylidene)-hydrazine]-thiazoles (3a,b) and 3-[(5-substituted-3-methoxy-2-hydroxybenzylidene)amino]-4-oxo-imidazolidin-2-thiones (4a,b) were prepared via cyclization of 5-substituted-3-methoxy-2-hydroxy-benzaldehyde thiosemicarbazones (2a,b) with IZ-bromomethyl aryl ketones and ethyl chloroacetate in fused sodium acetate. Acetylation of thiazoles and imidazolidinone derivatives with acetic anhydride yielded the diacetyl derivatives (5a,b and 6a,b). Acetylation of 4 with acetic anhydride in fused sodium acetate gave the corresponding triacetyl derivatives (7a,b). Synthesized compounds were characterized by EI-MS and NMR spectroscopy. The biological activity studies of thiazoles and imidazolidinone were carried out against antimicrobial and anticancer activities.

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