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

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 4a‐h. These diones on cyclisation with N2H4 yielded the title compounds 5a...

Full description

Saved in:
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
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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 4a‐h. These diones on cyclisation with N2H4 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