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http://dx.doi.org/10.5012/bkcs.2011.32.11.3914

Synthesis and Antimicrobial Activity of Oxazolone, Imidazolone and Triazine Derivatives Containing Benzothiophene  

Naganagowda, Gadada (Research Center for Bioorganic Chemistry (RCBC), Department of Chemistry, Faculty of Science, Chulalongkorn University)
Petsom, Amorn (Research Center for Bioorganic Chemistry (RCBC), Department of Chemistry, Faculty of Science, Chulalongkorn University)
Publication Information
Bulletin of the Korean Chemical Society / v.32, no.11, 2011 , pp. 3914-3922 More about this Journal
Abstract
3-Chloro-1-benzothiophene-2-carbonyl chloride 1 was reacted with glycine in acetone to give 3-chloro-1-benzothiophen-2-yl-carbonylaminoacetic acid 2. Various aldehydes on treatment with compound 2 in acetic anhydride to gave 1,3-oxazol-5-ones 3a-d. These oxazolones was treated with aromatic amines or hydrazides to get various imidazol-4-ones 4a-t or 5a-l. Oxazolones 3a-d was also treated with aromatic hydrazines, expansion of five member oxazole ring to six member triazine ring occurs to yield 1,2,4-triazin-6-ones 6a-h. The structures of all the synthesized compounds were confirmed by spectral data and had been screened for antibacterial activity.
Keywords
Benzothiophene; Imidazol-5-ones; 1,2,4-Triazine-6-ones; Antimicrobial activity;
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