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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
Antimicrobial activity
Issue Date: Mar-2011
Publisher: NISCAIR-CSIR, India
Abstract: The reaction of ethyl 2-amino-4-methylthiazole-5-carboxylate <b style="">1</b> with acetic anhydride followed by reaction with hydrazine hydrate yields the ethyl 2-acetamido-4-methylthiazole-5-carboxylate <b style="">2</b> and <i style="">N</i>-[5-(hydrazinecarbonyl)-4-methylthiazol-2-yl]acetamide <b style="">3</b>, respectively. The compound <b style="">3</b> on further reaction with alcoholic potassium hydroxide-carbon disulphide followed by cyclization with hydrazine hydrate gives <i style="">N</i>-[5-(4-amino-5-mercapto-4<i style="">H</i>-1,2,4-triazol-3-yl)-4-methylthiazol-2-yl]acetamide<b style=""> 5</b>. The compound <b style="">5</b> is then condensed with different aromatic aldehydes to offer Schiff bases <b style="">6a-h</b>. The Schiff bases on cyclization with chloroacetyl chloride in presence of triethylamine as catalyst furnish the azetidin-2-one <b style="">7a-h</b>. The compounds are synthesized in good yield and the chemical structures of the compounds are elucidated from their IR, <sup>1</sup>H NMR, and elemental analysis. All the synthesized compounds have been screened for their antimicrobial activity.
Description: 321-325
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.50B(03) [March 2011]

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