Next Article in Journal
Palladium-Catalyzed Amination of Dichloroquinolines with Adamantane-Containing Amines
Previous Article in Journal
Molecules Best Paper Award 2013
Molecules 2013, 18(2), 2084-2095; doi:10.3390/molecules18022084
Article

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

1,2,* , 1, 1,3 and 1
Received: 12 January 2013 / Revised: 29 January 2013 / Accepted: 30 January 2013 / Published: 6 February 2013
Download PDF [223 KB, uploaded 18 June 2014]

Abstract

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 6af.
Keywords: salicylaldehyde azine; malonohydrazide; coumarins; hydrazides/hydrazones; ring-opening salicylaldehyde azine; malonohydrazide; coumarins; hydrazides/hydrazones; ring-opening
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote
MDPI and ACS Style

Abdel-Aziz, H.A.; Elsaman, T.; Attia, M.I.; Alanazi, A.M. The Reaction of Ethyl 2-oxo-2H-chromene-3-carboxylate with Hydrazine Hydrate. Molecules 2013, 18, 2084-2095.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

Cited By

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert