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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1416937Generated: November 2, 2026

Diphenyl Ether → Ethyl 8-nitro-4-oxo-3,4-dihydroquinoline-3-carboxylate

https://huagongshe.com/reaction/1416937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenyl EtherHCID 7583—
ReactantDiethyl 2-((2-nitrophenylamino)methylene)malonateHCID 225911—
SolventDiethyl EtherHCID 3283—
ProductEthyl 8-nitro-4-oxo-3,4-dihydroquinoline-3-carboxylateHCID 2125001485%

Reaction Steps

Diethyl (2-nitroanilino)methylenemalonate (43 g) was added to refluxing diphenyl ether (600 ml). The mixture was stirred at reflux for 1.5 hours, then cooled to ambient temperature. Diethyl ether (600 ml) was added and the mixture filtered. The solid so obtained was washed with diethyl ether to give 3-ethoxycarbonyl-8-nitro-4-oxo-3,4-dihydroquinoline in 85% yield, mp 241-243° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05916898
Source datasetuspto-grants-1999_06
ORD IDord-a7061db6911f41bfad9bcce2cd97c594
Source noteuspto-grants-1999_06