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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1799498Generated: November 1, 2026

1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → Ethyl 8-chloro-4-oxo-5-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylate

https://huagongshe.com/reaction/1799498

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 24670—
ReactantDiethyl 2-((2-chloro-5-(trifluoromethyl)phenylamino)methylene)malonateHCID 2797069—
ProductEthyl 8-chloro-4-oxo-5-(trifluoromethyl)-1,4-dihydroquinoline-3-carboxylateHCID 13337379—

Reaction Conditions

Temperature260 °C

Reaction Steps

Compound 6B (2000 g, 5.468 mol) was introduced into the reactor. Dowtherm (4.000 L) was charged to the reactor and degassed at room temperature overnight with nitrogen purge. It was then stirred and warmed to 260° C. EtOH produced was distilled off. The reaction was monitored and was complete after 5.5 h, the reaction was substantially complete. Heat source was removed and the reaction mixture was cooled to 80° C. and heptane (2.000 L) was charged. The mixture was stirred for 30 min. Heptane (6.000 L) was charged to the stirred mixture and stirring continued overnight. Solids were filtered off and washed with heptane (4.000 L) and dried in a vacuum oven at 50° C. to provide Compound 6A.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344147B2
Source datasetuspto-grants-2013_01
ORD IDord-0a2bf4b33449403ebc6fb227113858c0
Source noteuspto-grants-2013_01