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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Format: | Article |
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Elsevier
2021-01-01
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Series: | Current Research in Green and Sustainable Chemistry |
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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 The mechanistic chemistry of synthesis encompasses Knoevenagel condensation followed by amination and superseded by intra-molecular cyclization.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. |
first_indexed | 2024-12-24T11:00:56Z |
format | Article |
id | doaj.art-4e673a8a344a413c9696717c881bf9a8 |
institution | Directory Open Access Journal |
issn | 2666-0865 |
language | English |
last_indexed | 2024-12-24T11:00:56Z |
publishDate | 2021-01-01 |
publisher | Elsevier |
record_format | Article |
series | Current Research in Green and Sustainable Chemistry |
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 |