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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471538Generated: October 26, 2026

Diethyl Ether → 4-hydroxy-N,N-bis(4-methoxybenzyl)-2-oxo-1,2-dihydroquinoline-3-carboxamide

https://huagongshe.com/reaction/471538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantBis(4-methoxybenzyl)amineHCID 714952—
ReactantEthyl 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylateHCID 54684458—
SolventTolueneHCID 1140—
Product4-hydroxy-N,N-bis(4-methoxybenzyl)-2-oxo-1,2-dihydroquinoline-3-carboxamideHCID 6709813095%

Reaction Conditions

Temperature115 °C

Reaction Steps

Ethyl 4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylate (Example 67) (3.58 g, 15.4 mmol) and bis(4-methoxybenzyl)amine (4.54 g, 17.6 mmol) were suspended in toluene (36 mL) and heated at 115° C. for 5 hours, then cooled to room temperature. Diethyl ether was added (50 mL), and the resultant precipitate was collected by filtration to give crude 4-hydroxy-N,N-bis(4-methoxybenzyl)-2-oxo-1,2-dihydroquinoline-3-carboxamide (6.45 g, 95%) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633186B2
Source datasetuspto-grants-2014_01
ORD IDord-170be7bd3ac949e4880af8e3a98e3d22
Source noteuspto-grants-2014_01