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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1830808Generated: November 1, 2026

Thionyl Chloride → Ethyl 4-(3-chlorophenyl)-6-[chloro(4-phenyl-2-thiazolyl)methyl]-1,2-dihydro-2-oxo-3-quinolinecarboxylate

https://huagongshe.com/reaction/1830808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantEthyl 4-(3-chlorophenyl)-1,2-dihydro-6-[hydroxy(4-phenyl-2-thiazolyl)methyl]-2-oxo-3-quinolinecarboxylateHCID 22048469—
SolventDichloromethaneHCID 6344—
ProductEthyl 4-(3-chlorophenyl)-6-[chloro(4-phenyl-2-thiazolyl)methyl]-1,2-dihydro-2-oxo-3-quinolinecarboxylateHCID 22048490—

Reaction Steps

Thionyl chloride (30 ml) was added dropwise to a mixture of intermediate (19) (0.0245 mol) in DCM (150 ml), previously cooled on an ice bath. The mixture was stirred at a low temperature for 1 hour and at room temperature overnight. The solvent was evaporated till dryness. The product was used without further purification, yielding (quant.) of ethyl 4-(3-chlorophenyl)-6-[chloro(4-phenyl-2-thiazolyl)methyl]-1,2-dihydro-2-oxo-3-quinolinecarboxylate (intermediate 20).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067531B2
Source datasetuspto-grants-2006_06
ORD IDord-94fa4a152fa74fb790ae8939a000929a
Source noteuspto-grants-2006_06