Molecules 2013, 18(2), 2084-2095; doi:10.3390/molecules18022084
Article

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

Hatem A. Abdel-Aziz 1,2,* email, Tilal Elsaman 1 , Mohamed I. Attia 1,3  and Amer M. Alanazi 1
1 Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh 11451, Saudi Arabia 2 Department of Applied Organic Chemistry, National Research Center, Dokki, Cairo 12622, Egypt 3 Department of Medicinal and Pharmaceutical Chemistry, National Research Center, Dokki, Cairo 12622, Egypt
* Author to whom correspondence should be addressed.
Received: 12 January 2013; in revised form: 29 January 2013 / Accepted: 30 January 2013 / Published: 6 February 2013
PDF Full-text Download PDF Full-Text [223 KB, uploaded 6 February 2013 12:08 CET]
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 6a–f.
Keywords: salicylaldehyde azine; malonohydrazide; coumarins; hydrazides/hydrazones; ring-opening

Article Statistics

Click here to load and display the download statistics.

Cite This Article

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.

AMA Style

Abdel-Aziz HA, Elsaman T, Attia MI, Alanazi AM. The Reaction of Ethyl 2-oxo-2H-chromene-3-carboxylate with Hydrazine Hydrate. Molecules. 2013; 18(2):2084-2095.

Chicago/Turabian Style

Abdel-Aziz, Hatem A.; Elsaman, Tilal; Attia, Mohamed I.; Alanazi, Amer M. 2013. "The Reaction of Ethyl 2-oxo-2H-chromene-3-carboxylate with Hydrazine Hydrate." Molecules 18, no. 2: 2084-2095.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert