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IJC-B Vol.50B(03) [March 2011] >


Title: Synthesis of thiazolyltriazole substituted azetidinones as antimicrobial agents
Authors: Baviskar, B A
Shiradkar, M R
Khadabadi, S S
Deore, S L
Bothara, G
Keywords: Thiazolyl-triazole
Schiff base
Azetidin-2-one
Antimicrobial activity
Issue Date: Mar-2011
Publisher: NISCAIR-CSIR, India
Abstract: The reaction of ethyl 2-amino-4-methylthiazole-5-carboxylate 1 with acetic anhydride followed by reaction with hydrazine hydrate yields the ethyl 2-acetamido-4-methylthiazole-5-carboxylate 2 and N-[5-(hydrazinecarbonyl)-4-methylthiazol-2-yl]acetamide 3, respectively. The compound 3 on further reaction with alcoholic potassium hydroxide-carbon disulphide followed by cyclization with hydrazine hydrate gives N-[5-(4-amino-5-mercapto-4H-1,2,4-triazol-3-yl)-4-methylthiazol-2-yl]acetamide 5. The compound 5 is then condensed with different aromatic aldehydes to offer Schiff bases 6a-h. The Schiff bases on cyclization with chloroacetyl chloride in presence of triethylamine as catalyst furnish the azetidin-2-one 7a-h. The compounds are synthesized in good yield and the chemical structures of the compounds are elucidated from their IR, 1H NMR, and elemental analysis. All the synthesized compounds have been screened for their antimicrobial activity.
Page(s): 321-325
CC License:  CC Attribution-Noncommercial-No Derivative Works 2.5 India
ISSN: 0975-0983(Online); 0376-4699(Print)
Source:IJC-B Vol.50B(03) [March 2011]

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