Efficient and facile synthesis of pyrazoles using Guar-gum as organocatalyst and their in vitro herbicidal activity

A green efficient and facile synthesis of pyrazoles is reported via condensation reaction between substituted aldehydes (1a-1i), malononitrile (2) and 2,4-dinitrophenyl hydrazine (3) in presence of acylated Guar-gum as organocatalyst under solvent-free conditions. The progress of reaction was checke...

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Main Authors: Suman Sangwan, Rajvir Singh, Susheel Gulati, Suprita Rana
Format: Article
Language:English
Published: Elsevier 2021-01-01
Series:Current Research in Green and Sustainable Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S266608652100093X
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author Suman Sangwan
Rajvir Singh
Susheel Gulati
Suprita Rana
author_facet Suman Sangwan
Rajvir Singh
Susheel Gulati
Suprita Rana
author_sort Suman Sangwan
collection DOAJ
description A green efficient and facile synthesis of pyrazoles is reported via condensation reaction between substituted aldehydes (1a-1i), malononitrile (2) and 2,4-dinitrophenyl hydrazine (3) in presence of acylated Guar-gum as organocatalyst under solvent-free conditions. The progress of reaction was checked by thin layer chromatography and melting points reported are uncorrected. All synthesized compounds (4a-4i) were characterized by using 1HNMR and FTIR spectral techniques and evaluated for in vitro herbicidal activity against Raphanus sativus L. (Radish seeds). All compounds (4a-4i) were also evaluated for their antifungal activity against Rhizoctonia solani and Aspergillus niger by poisoned food techniques method. Antioxidant activity of synthesized compound was also determined. From activity results, it was found that compound 4f was most active against both Raphanus sativus L. (root) and Raphanus sativus L. (shoot) respectively. Compounds 4e and 4h were found most active against Rhizoctonia solani and Aspergillus niger fungus respectively at highest concentration. Compound 4e has shown maximum percentage DPPH free radical scavenging activity i.e. 61.47% at 100 ​μg/mL concentration. Less reaction time, excellent yield of products, mild reaction conditions and simple work-up are some merits of present methodology.
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spelling doaj.art-d0a91d3331c7495f86e47d7cea6f30032022-12-21T18:43:28ZengElsevierCurrent Research in Green and Sustainable Chemistry2666-08652021-01-014100146Efficient and facile synthesis of pyrazoles using Guar-gum as organocatalyst and their in vitro herbicidal activitySuman Sangwan0Rajvir Singh1Susheel Gulati2Suprita Rana3Department of Chemistry, Chaudhary Charan Singh Haryana Agricultural University, Hisar, 125004, IndiaDepartment of Chemistry, Chaudhary Charan Singh Haryana Agricultural University, Hisar, 125004, IndiaCorresponding author.; Department of Chemistry, Chaudhary Charan Singh Haryana Agricultural University, Hisar, 125004, IndiaDepartment of Chemistry, Chaudhary Charan Singh Haryana Agricultural University, Hisar, 125004, IndiaA green efficient and facile synthesis of pyrazoles is reported via condensation reaction between substituted aldehydes (1a-1i), malononitrile (2) and 2,4-dinitrophenyl hydrazine (3) in presence of acylated Guar-gum as organocatalyst under solvent-free conditions. The progress of reaction was checked by thin layer chromatography and melting points reported are uncorrected. All synthesized compounds (4a-4i) were characterized by using 1HNMR and FTIR spectral techniques and evaluated for in vitro herbicidal activity against Raphanus sativus L. (Radish seeds). All compounds (4a-4i) were also evaluated for their antifungal activity against Rhizoctonia solani and Aspergillus niger by poisoned food techniques method. Antioxidant activity of synthesized compound was also determined. From activity results, it was found that compound 4f was most active against both Raphanus sativus L. (root) and Raphanus sativus L. (shoot) respectively. Compounds 4e and 4h were found most active against Rhizoctonia solani and Aspergillus niger fungus respectively at highest concentration. Compound 4e has shown maximum percentage DPPH free radical scavenging activity i.e. 61.47% at 100 ​μg/mL concentration. Less reaction time, excellent yield of products, mild reaction conditions and simple work-up are some merits of present methodology.http://www.sciencedirect.com/science/article/pii/S266608652100093XPyrazolesGuar-gumRaphanus sativus L.Rhizoctonia solaniAspergillus niger
spellingShingle Suman Sangwan
Rajvir Singh
Susheel Gulati
Suprita Rana
Efficient and facile synthesis of pyrazoles using Guar-gum as organocatalyst and their in vitro herbicidal activity
Current Research in Green and Sustainable Chemistry
Pyrazoles
Guar-gum
Raphanus sativus L.
Rhizoctonia solani
Aspergillus niger
title Efficient and facile synthesis of pyrazoles using Guar-gum as organocatalyst and their in vitro herbicidal activity
title_full Efficient and facile synthesis of pyrazoles using Guar-gum as organocatalyst and their in vitro herbicidal activity
title_fullStr Efficient and facile synthesis of pyrazoles using Guar-gum as organocatalyst and their in vitro herbicidal activity
title_full_unstemmed Efficient and facile synthesis of pyrazoles using Guar-gum as organocatalyst and their in vitro herbicidal activity
title_short Efficient and facile synthesis of pyrazoles using Guar-gum as organocatalyst and their in vitro herbicidal activity
title_sort efficient and facile synthesis of pyrazoles using guar gum as organocatalyst and their in vitro herbicidal activity
topic Pyrazoles
Guar-gum
Raphanus sativus L.
Rhizoctonia solani
Aspergillus niger
url http://www.sciencedirect.com/science/article/pii/S266608652100093X
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AT susheelgulati efficientandfacilesynthesisofpyrazolesusingguargumasorganocatalystandtheirinvitroherbicidalactivity
AT supritarana efficientandfacilesynthesisofpyrazolesusingguargumasorganocatalystandtheirinvitroherbicidalactivity