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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2377795Generated: October 30, 2026

1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → Methyl 6-fluoro-4-oxo-1,4-dihydroquinoline-2-carboxylate

https://huagongshe.com/reaction/2377795

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 24670—
Reactant2-(4-Fluorophenylamino)but-2-enedioic Acid Dimethyl EsterHCID 69117494—
SolventMethanolHCID 887—
ProductMethyl 6-fluoro-4-oxo-1,4-dihydroquinoline-2-carboxylateHCID 11390401—

Reaction Conditions

Temperature235 °C

Reaction Steps

250 ml de Dowtherm-A are brought to reflux (about 235° C.) under a nitrogen atmosphere. 41 g (0.16 M) of 2-(4-fluorophenylamino)but-2-enedioic acid dimethyl ester are then introduced dropwise. The methanol formed is separated out. Refluxing is maintained for 10 minutes after the end of introduction. The reaction mixture is then cooled to about 50° C., followed by addition of 250 ml of petroleum ether: a solid precipitates out. It is filtered off by suction, washed three times with petroleum ether and then dried under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470708B2
Source datasetuspto-grants-2008_12
ORD IDord-7113174d69b9471faa06ebc43083603d
Source noteuspto-grants-2008_12