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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 66132Generated: October 26, 2026

5-Amino-2-hydroxy-2,4,6-cycloheptatrien-1-one → 2-(4-Hydroxy-5-oxo-1,3,6-cycloheptatrien-1-ylamino)-2-butenedioic Acid Diethyl Ester

https://huagongshe.com/reaction/66132

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-2-hydroxy-2,4,6-cycloheptatrien-1-oneHCID 23450—
ReactantDiethyl acetylenedicarboxylateHCID 69803—
SolventEthanolHCID 702—
Product2-(4-Hydroxy-5-oxo-1,3,6-cycloheptatrien-1-ylamino)-2-butenedioic Acid Diethyl EsterHCID 86736210—

Reaction Steps

A solution of diethyl acetylenedicarboxylate (183.5 g) and 5-amino-2-hydroxy-2,4,6-cycloheptatriene-1-one [147.5 g, described by T. Nozoe et al., Science Repts. Tokoku Univ., First ser., 35, 274(1952)] in ethanol (2,700 ml) is stirred at room temperature for 16 hours. The mixture is filtered and the precipitate is crystallized from ethanol to obtain crystals of the title compound, mp 108.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04130649
Source datasetuspto-grants-1978_12
ORD IDord-10aa283fe0b041468ebb0880110df018
Source noteuspto-grants-1978_12