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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904658Generated: November 1, 2026

Water → HCID 10566097, compound

https://huagongshe.com/reaction/1904658

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
Reactant2-Methylbenzoyl chlorideHCID 70276—
Reactant7-Chloro-2,3-dihydro-4-quinoloneHCID 88974—
CatalystDichloromethaneHCID 6344—
SolventDichloromethaneHCID 6344—
ProductHCID 10566097HCID 1056609784.8%

Reaction Steps

To a mixture of 7-chloro-2,3-dihydro-4(1H)-quinolinone (20.0 g), pyridine (26 g) and dichloromethane (200 mg) was added dropwise 2-methylbenzoyl chloride (26 g) at room temperature with stirring. The mixture was stirred under reflux for 4 hours. The reaction mixture was poured into 500 ml of water, then shaken with additional dichloromethane (1000 ml). The organic layer was washed once with 1 N HCl (100 ml), twice with water (200 ml each) and once with saturated aqueous NaCl solution, then dried over anhydrous sodium sulfate. Solvent was removed in vacuo and the residue was recrystallized to obtain 7-chloro-2,3 -dihydro-1-(2methylbenzoyl)-4(1H)-quinolinone (yield 28 g) as white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04839368
Source datasetuspto-grants-1989_06
ORD IDord-a4370965791e4def995ff5f25b1f4a9d
Source noteuspto-grants-1989_06