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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1005669Generated: October 27, 2026

Diethyl (ethoxymethylene)malonate → Ethyl 8-bromo-4-oxo-1,4-dihydroquinoline-3-carboxylate

https://huagongshe.com/reaction/1005669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (ethoxymethylene)malonateHCID 6871—
Reactant2-BromoanilineHCID 11992—
ProductEthyl 8-bromo-4-oxo-1,4-dihydroquinoline-3-carboxylateHCID 17846945458%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 50 g (0.291 mol) of 2-bromoaniline and 63 g (0.291 mol) of diethyl ethoxymethylenemalonate was heated at 100° C. under a reduced pressure for 3 hours, followed by heating at 200° C. for further 12 hours. After the completion of the reaction, the solid matter in the resulting reaction mixture was washed with ethyl acetate, and the crystals were collected by filtration and dried, to give 50 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06787534B2
Source datasetuspto-grants-2004_09
ORD IDord-16d7dfd0bcbf421192ab35502bdcbaa4
Source noteuspto-grants-2004_09