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

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 ώ-...

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Veröffentlicht in:Research on chemical intermediates 2013-11, Vol.39 (9), p.3949-3968
Hauptverfasser: Sherif, Mohamed H., Eldeen, Ibrahim M., Helal, Eman O.
Format: Artikel
Sprache:eng
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Zusammenfassung: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 ώ-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.
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-012-0911-4