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Paper | Regular issue | Vol 75, No. 7, 2008, pp.1623-1630
Published online, 14th March, 2008
DOI: 10.3987/COM-07-11320
Arylhydrazononitriles as Building Blocks in Heterocyclic Synthesis: Synthesis of New Benzothiazolyl-1,2,3-triazole Amines and -1,2,3-triazol-4-yl-1,3,4-thiadiazol-5-ylamines

Khadija Omar Badahdah

*Chemistry Department, Faculty of Science, King Abdul Aziz University, Jeddah, Saudi Arabia

Abstract

Benzothiazole-2-ylacetonitriles 6a-b and 5-benzoylamino-1,3,4-thiadiazol-2-ylacetonitrile 6c-d coupled with aromatic diazonium salts to yield arylhydrazones 7a-d. Compound 7a-d reacted with hydroxylamine hydrochloride in ethanolic sodium acetate to yield the corresponding amidoximes 8a-d. Compounds 8a-d cyclized readily into the 1,2,3-triazole derivatives 9a-d upon reflux in ethanolic DMF in the presence of anhydrous sodium acetate.