Azopyrazolobenzylidene derivatives of 4-amino-1,2,4-triazol-3-ones. Synthesis of 4-{[4-(3,5-dimethyl-1H-pyrazol-4-yl)diazenyl]-benzylidene}amino-2-aryl-5-methyl-3H-[1,2,4]-triazol-3-ones

✍ Scribed by Vinay A. Sunagar; Prashant R. Latthe; Bharati V. Badami

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2007
• Tongue: English
• Weight: 568 KB
• Volume: 44
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570440101

✦ Synopsis

The Schiff bases 3a-h obtained from 4-amino-1,2,4-triazol-3-ones 1a-h when subjected to Japp-Klingemann reaction yielded the corresponding 3-{2-[(2-aryl-5-methyl-3H-[1,2,4]-triazol-3-one-4-yl)]-iminophenyl}-pentane-2,4-diones 4 a-h. These diones on cyclisation with N 2 H 4 yielded the title compounds 5a-h. The energetics of the Keto-enol tautomers of the diones was calculated by semiemperical calculations using AM1 and PM3 methods. All these compounds were screened for their antimicrobial activity against few microbes and most of them exhibited fungal inhibition more than the reference drugs used.