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 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
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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. |
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ISSN: | 0922-6168 1568-5675 |
DOI: | 10.1007/s11164-012-0911-4 |