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,* email, 1, 1,3 and 1
Received: 12 January 2013; in revised form: 29 January 2013 / Accepted: 30 January 2013 / Published: 6 February 2013
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.
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
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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.

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