DABCO catalyzed, green and efficient, one-pot multicomponent synthesis of 5-aminopyrazole-4-carbonitrile

This work describes an unaccustomed DABCO catalyzed synthetic approach for 5-Aminopyrazole-4-carbonitrile synthesis. A series of substituted derivatives of 5-Aminopyrazole-4-carbonitrile were synthesized deploying this facile and efficient catalyst in green aqueous media. The reaction involves conde...

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Main Authors: Nidhi Singh, Jaya Pandey
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/S2666086521000813
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author Nidhi Singh
Jaya Pandey
author_facet Nidhi Singh
Jaya Pandey
author_sort Nidhi Singh
collection DOAJ
description This work describes an unaccustomed DABCO catalyzed synthetic approach for 5-Aminopyrazole-4-carbonitrile synthesis. A series of substituted derivatives of 5-Aminopyrazole-4-carbonitrile were synthesized deploying this facile and efficient catalyst in green aqueous media. The reaction involves condensation of malononitrile, benzaldehyde and phenylhydrazine, generating one-pot pyrazole products. The mechanistic chemistry of synthesis encompasses Knoevenagel condensation followed by amination and superseded by intra-molecular cyclization. The synthetic route is a lucid and effective route involving green solvent and less hazardous reaction conditions. Besides this, minimum reaction period, easy work-up and elimination of by-products during synthesis, make this reaction a model reaction for pyrazole synthesis. The synthesized molecules were analyzed and verified through their IR, 1H NMR, 13C NMR and Mass spectra.
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spelling doaj.art-4e673a8a344a413c9696717c881bf9a82022-12-21T16:58:43ZengElsevierCurrent Research in Green and Sustainable Chemistry2666-08652021-01-014100134DABCO catalyzed, green and efficient, one-pot multicomponent synthesis of 5-aminopyrazole-4-carbonitrileNidhi Singh0Jaya Pandey1Amity School of Applied Sciences, Lucknow, Amity University Uttar Pradesh, Noida, 226028, IndiaCorresponding author.; Amity School of Applied Sciences, Lucknow, Amity University Uttar Pradesh, Noida, 226028, IndiaThis work describes an unaccustomed DABCO catalyzed synthetic approach for 5-Aminopyrazole-4-carbonitrile synthesis. A series of substituted derivatives of 5-Aminopyrazole-4-carbonitrile were synthesized deploying this facile and efficient catalyst in green aqueous media. The reaction involves condensation of malononitrile, benzaldehyde and phenylhydrazine, generating one-pot pyrazole products. The mechanistic chemistry of synthesis encompasses Knoevenagel condensation followed by amination and superseded by intra-molecular cyclization. The synthetic route is a lucid and effective route involving green solvent and less hazardous reaction conditions. Besides this, minimum reaction period, easy work-up and elimination of by-products during synthesis, make this reaction a model reaction for pyrazole synthesis. The synthesized molecules were analyzed and verified through their IR, 1H NMR, 13C NMR and Mass spectra.http://www.sciencedirect.com/science/article/pii/S2666086521000813PyrazoleDABCOKnoevenagel condensationGreen chemistry
spellingShingle Nidhi Singh
Jaya Pandey
DABCO catalyzed, green and efficient, one-pot multicomponent synthesis of 5-aminopyrazole-4-carbonitrile
Current Research in Green and Sustainable Chemistry
Pyrazole
DABCO
Knoevenagel condensation
Green chemistry
title DABCO catalyzed, green and efficient, one-pot multicomponent synthesis of 5-aminopyrazole-4-carbonitrile
title_full DABCO catalyzed, green and efficient, one-pot multicomponent synthesis of 5-aminopyrazole-4-carbonitrile
title_fullStr DABCO catalyzed, green and efficient, one-pot multicomponent synthesis of 5-aminopyrazole-4-carbonitrile
title_full_unstemmed DABCO catalyzed, green and efficient, one-pot multicomponent synthesis of 5-aminopyrazole-4-carbonitrile
title_short DABCO catalyzed, green and efficient, one-pot multicomponent synthesis of 5-aminopyrazole-4-carbonitrile
title_sort dabco catalyzed green and efficient one pot multicomponent synthesis of 5 aminopyrazole 4 carbonitrile
topic Pyrazole
DABCO
Knoevenagel condensation
Green chemistry
url http://www.sciencedirect.com/science/article/pii/S2666086521000813
work_keys_str_mv AT nidhisingh dabcocatalyzedgreenandefficientonepotmulticomponentsynthesisof5aminopyrazole4carbonitrile
AT jayapandey dabcocatalyzedgreenandefficientonepotmulticomponentsynthesisof5aminopyrazole4carbonitrile