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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1531681Generated: November 2, 2026

Diethyl (ethoxymethylene)malonate → HCID 21250026, compound

https://huagongshe.com/reaction/1531681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (ethoxymethylene)malonateHCID 6871—
ReactantDiphenyl EtherHCID 7583—
Reactant8-AminoquinolineHCID 11359—
SolventEthanolHCID 702—
SolventHexaneHCID 8058—
ProductHCID 21250026HCID 2125002684%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 8-aminoquinoline (14.4 g) and diethyl ethoxymethylenemalonate (26 g) in ethanol (100 ml) was heated at reflux for 18 hours. The mixture was cooled, filtered and the solid washed with ethanol. The solid so obtained was added to refluxing diphenyl ether (1000 ml), and the resulting mixture stirred at reflux for 45 minutes. The mixture was cooled to approximately 60° C. and diluted with hexane (500 ml). The mixture was cooled to ambient temperature, filtered and the solid washed with hexane to give 3-ethoxycarbonyl-4-oxo-3,4-dihydro-1,10-phenanthroline in 84% yield, mp 242-244° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06200974B1
Source datasetuspto-grants-2001_03
ORD IDord-2adff849e69d4d63b859af2af88554d6
Source noteuspto-grants-2001_03