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The Reaction of Ethyl 2-oxo-2H-chromene-3-carboxylate with Hydrazine Hydrate

Although salicylaldehyde azine (3) was reported in 1985 as the single product of the reaction of ethyl 2-oxo-2H-chromene-3-carboxylate (1) with hydrazine hydrate, we identified another main reaction product, besides 3, which was identified as malono-hydrazide (4). In the last two decades, however, s...

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Autores principales: Abdel-Aziz, Hatem A., Elsaman, Tilal, Attia, Mohamed I., Alanazi, Amer M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270269/
https://www.ncbi.nlm.nih.gov/pubmed/23389253
http://dx.doi.org/10.3390/molecules18022084
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author Abdel-Aziz, Hatem A.
Elsaman, Tilal
Attia, Mohamed I.
Alanazi, Amer M.
author_facet Abdel-Aziz, Hatem A.
Elsaman, Tilal
Attia, Mohamed I.
Alanazi, Amer M.
author_sort Abdel-Aziz, Hatem A.
collection PubMed
description Although salicylaldehyde azine (3) was reported in 1985 as the single product of the reaction of ethyl 2-oxo-2H-chromene-3-carboxylate (1) with hydrazine hydrate, we identified another main reaction product, besides 3, which was identified as malono-hydrazide (4). In the last two decades, however, some articles have claimed that this reaction afforded exclusively hydrazide 2 and they have reported the use of this hydrazide 2 as a precursor in the syntheses of several heterocyclic compounds and hydrazones 6. We reported herein a study of the formation of 2 and a facile route for the synthesis of the target compounds N'-arylidene-2-oxo-2H-chromene-3-carbohydrazides 6a–f.
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spelling pubmed-62702692018-12-14 The Reaction of Ethyl 2-oxo-2H-chromene-3-carboxylate with Hydrazine Hydrate Abdel-Aziz, Hatem A. Elsaman, Tilal Attia, Mohamed I. Alanazi, Amer M. Molecules Article Although salicylaldehyde azine (3) was reported in 1985 as the single product of the reaction of ethyl 2-oxo-2H-chromene-3-carboxylate (1) with hydrazine hydrate, we identified another main reaction product, besides 3, which was identified as malono-hydrazide (4). In the last two decades, however, some articles have claimed that this reaction afforded exclusively hydrazide 2 and they have reported the use of this hydrazide 2 as a precursor in the syntheses of several heterocyclic compounds and hydrazones 6. We reported herein a study of the formation of 2 and a facile route for the synthesis of the target compounds N'-arylidene-2-oxo-2H-chromene-3-carbohydrazides 6a–f. MDPI 2013-02-06 /pmc/articles/PMC6270269/ /pubmed/23389253 http://dx.doi.org/10.3390/molecules18022084 Text en © 2013 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ 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
Abdel-Aziz, Hatem A.
Elsaman, Tilal
Attia, Mohamed I.
Alanazi, Amer M.
The Reaction of Ethyl 2-oxo-2H-chromene-3-carboxylate with Hydrazine Hydrate
title The Reaction of Ethyl 2-oxo-2H-chromene-3-carboxylate with Hydrazine Hydrate
title_full The Reaction of Ethyl 2-oxo-2H-chromene-3-carboxylate with Hydrazine Hydrate
title_fullStr The Reaction of Ethyl 2-oxo-2H-chromene-3-carboxylate with Hydrazine Hydrate
title_full_unstemmed The Reaction of Ethyl 2-oxo-2H-chromene-3-carboxylate with Hydrazine Hydrate
title_short The Reaction of Ethyl 2-oxo-2H-chromene-3-carboxylate with Hydrazine Hydrate
title_sort reaction of ethyl 2-oxo-2h-chromene-3-carboxylate with hydrazine hydrate
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270269/
https://www.ncbi.nlm.nih.gov/pubmed/23389253
http://dx.doi.org/10.3390/molecules18022084
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