A Facile Synthesis and Antimicrobial Activity of 3-(2-Aroylaryloxy)methyl-5-Mercapto-4-Phenyl- 4H-1,2,4-Triazole and 2-(2-Aroylaryloxy)methyl- 5-N-Phenylamino-1,3,4-Thiadiazole Analogues

Shaukath A Khanum^a, Sheena Shashikanth^b^,* and Belagur S Sudha^a

ABSTRACT: Substituted aroylaryloxy acetohydrazides (4a-e) have been synthesized from ethyl aroylaryloxy acetates (3a-e) and condensed with phenyl isothiocyanate to yield corresponding hydrazinecarbothioamide (5a-e). Intramolecular cyclization of 5a-e gave the target compounds, 3-(2-aroylaryloxy)methyl-5-mercapto- 4-phenyl-4H-1,2,4-triazoles(6a-e) and 2-(2-aroyl aryloxy)methyl-5-N-phenylamino-1,3,4-thiadiazoles (7ae) analogues with sodium hydroxide and orthophosphoric acid respectively in excellent yield. Compounds 6a, 6c, 7a and 7c were found to have potent antimicrobial activity.

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a Department of Chemistry, Yuvaraja’s College, University of Mysore, Mysore-570 005, India.
b Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore-570 006, India

* Corresponding author, Email: skanth1@rediffmail.com

Received 23 Dec 2002, Accepted 17 Jun 2003

A Facile Synthesis and Antimicrobial Activity of 3-(2-Aroylaryloxy)methyl-5-Mercapto-4-Phenyl- 4H-1,2,4-Triazole and 2-(2-Aroylaryloxy)methyl- 5-N-Phenylamino-1,3,4-Thiadiazole Analogues

Shaukath A Khanuma, Sheena Shashikanthb,* and Belagur S Sudhaa

Shaukath A Khanum^a, Sheena Shashikanth^b^,* and Belagur S Sudha^a