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

magnified image 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‐3 H ‐[1,2,4]‐triazol‐3‐one‐4‐yl)]‐iminophenyl}‐pentane‐2,4‐diones 4a‐h . These diones on cyclisation with N 2 H 4 yielded...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2007-01, Vol.44 (1), p.1-6
Main Authors: Sunagar, Vinay A., Latthe, Prashant R., Badami, Bharati V.
Format: Article
Language:English
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Summary:magnified image 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‐3 H ‐[1,2,4]‐triazol‐3‐one‐4‐yl)]‐iminophenyl}‐pentane‐2,4‐diones 4a‐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.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570440101