Choline chloride based thiourea catalyzed highly efficient, eco-friendly synthesis and anti-bacterial evaluation of some new 6-amino-4-aryl-2,4-dihydro-3-phenyl pyrano [2,3-c] pyrazole-5-carbonitrile derivatives

In this study, a simple and highly efficient synthesis of some new 6-amino-4-aryl-2,4-dihydro-3-phenyl pyrano [2,3-c] pyrazole-5-carbonitrile derivatives by one-pot, four-component reaction with aryl aldehydes, hydrazine hydrate, ethyl benzoylacetate and malonitrile has been achieved. This method pr...

Full description

Saved in:
Bibliographic Details
Published in:Research on chemical intermediates 2017-05, Vol.43 (5), p.3035-3051
Main Authors: Dehbalaei, Masoumeh Gholami, Foroughifar, Naser, Pasdar, Hoda, Khajeh-Amiri, Alireza, Foroughifar, Neda, Alikarami, Mohammad
Format: Article
Language:English
Subjects:
Aldehydes
Antiinfectives and antibacterials
Aromatic compounds
Catalysis
Chemical synthesis
Chemistry
Chemistry and Materials Science
Choline
Hydrazines
In vitro methods and tests
Inorganic Chemistry
Melting points
NMR
Nuclear magnetic resonance
Physical Chemistry
Pyrazole
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:In this study, a simple and highly efficient synthesis of some new 6-amino-4-aryl-2,4-dihydro-3-phenyl pyrano [2,3-c] pyrazole-5-carbonitrile derivatives by one-pot, four-component reaction with aryl aldehydes, hydrazine hydrate, ethyl benzoylacetate and malonitrile has been achieved. This method provides many advantages such as shorter reaction time with high yields, mild reaction conditions and environmental friendliness. Furthermore, all compounds were subsequently evaluated for their in-vitro antibacterial activity compared with cefazolin by minimum inhibitory concentration, all of these compounds were more active than cefazolin. The characterization of the synthesized compounds was established by melting point, IR, 1 H NMR and 13 C NMR spectra.
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-016-2810-6