Polyfunctional Nitriles in Organic Syntheses: A Novel Route to Aminopyrroles, Pyridazines and Pyrazolo[3,4-c]pyridazines

Phenacylmalononitrile 1 reacts with dimethylformamide dimethyl acetal to yield an enaminone which could be readily converted into a pyrrole or an aminopyridazine by treating with ammonium acetate and hydrazine hydrate, respectively. Compound 1 reacted with hydrazine hydrate in ethanol at room temper...

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Detalles Bibliográficos
Autores principales: Al-Mousawi, Saleh M., Moustafa, Moustafa Sherief, Meier, Herbert, Kolshorn, Heinz, Elnagdi, Mohamed Hilmy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International 2009
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6254056/
https://www.ncbi.nlm.nih.gov/pubmed/19223828
http://dx.doi.org/10.3390/molecules14020798
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author Al-Mousawi, Saleh M.
Moustafa, Moustafa Sherief
Meier, Herbert
Kolshorn, Heinz
Elnagdi, Mohamed Hilmy
author_facet Al-Mousawi, Saleh M.
Moustafa, Moustafa Sherief
Meier, Herbert
Kolshorn, Heinz
Elnagdi, Mohamed Hilmy
author_sort Al-Mousawi, Saleh M.
collection PubMed
description Phenacylmalononitrile 1 reacts with dimethylformamide dimethyl acetal to yield an enaminone which could be readily converted into a pyrrole or an aminopyridazine by treating with ammonium acetate and hydrazine hydrate, respectively. Compound 1 reacted with hydrazine hydrate in ethanol at room temperature to yield the dihydropyridazine 9 as a single product. In refluxing ethanol this product further reacted with hydrazine hydrate to yield the novel dihydropyrazolopyridazinamine 10.
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spelling pubmed-62540562018-11-30 Polyfunctional Nitriles in Organic Syntheses: A Novel Route to Aminopyrroles, Pyridazines and Pyrazolo[3,4-c]pyridazines Al-Mousawi, Saleh M. Moustafa, Moustafa Sherief Meier, Herbert Kolshorn, Heinz Elnagdi, Mohamed Hilmy Molecules Article Phenacylmalononitrile 1 reacts with dimethylformamide dimethyl acetal to yield an enaminone which could be readily converted into a pyrrole or an aminopyridazine by treating with ammonium acetate and hydrazine hydrate, respectively. Compound 1 reacted with hydrazine hydrate in ethanol at room temperature to yield the dihydropyridazine 9 as a single product. In refluxing ethanol this product further reacted with hydrazine hydrate to yield the novel dihydropyrazolopyridazinamine 10. Molecular Diversity Preservation International 2009-02-16 /pmc/articles/PMC6254056/ /pubmed/19223828 http://dx.doi.org/10.3390/molecules14020798 Text en © 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Al-Mousawi, Saleh M.
Moustafa, Moustafa Sherief
Meier, Herbert
Kolshorn, Heinz
Elnagdi, Mohamed Hilmy
Polyfunctional Nitriles in Organic Syntheses: A Novel Route to Aminopyrroles, Pyridazines and Pyrazolo[3,4-c]pyridazines
title Polyfunctional Nitriles in Organic Syntheses: A Novel Route to Aminopyrroles, Pyridazines and Pyrazolo[3,4-c]pyridazines
title_full Polyfunctional Nitriles in Organic Syntheses: A Novel Route to Aminopyrroles, Pyridazines and Pyrazolo[3,4-c]pyridazines
title_fullStr Polyfunctional Nitriles in Organic Syntheses: A Novel Route to Aminopyrroles, Pyridazines and Pyrazolo[3,4-c]pyridazines
title_full_unstemmed Polyfunctional Nitriles in Organic Syntheses: A Novel Route to Aminopyrroles, Pyridazines and Pyrazolo[3,4-c]pyridazines
title_short Polyfunctional Nitriles in Organic Syntheses: A Novel Route to Aminopyrroles, Pyridazines and Pyrazolo[3,4-c]pyridazines
title_sort polyfunctional nitriles in organic syntheses: a novel route to aminopyrroles, pyridazines and pyrazolo[3,4-c]pyridazines
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6254056/
https://www.ncbi.nlm.nih.gov/pubmed/19223828
http://dx.doi.org/10.3390/molecules14020798
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