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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1075191Generated: October 30, 2026

N-methyl-2-pyrrolidone → 7-Chloro-3-phenyl-1H-quinolin-2-one

https://huagongshe.com/reaction/1075191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant2,4-DichlorobenzaldehydeHCID 13404—
ReactantOxazole, 4,5-dihydro-4,4-dimethyl-2-(phenylmethyl)-HCID 98710—
ReactantSodium BisulfateHCID 516919—
SolventWaterHCID 962—
SolventO-XyleneHCID 7237—
Product7-Chloro-3-phenyl-1H-quinolin-2-oneHCID 12278038—

Reaction Steps

17.5 g of 2,4-dichlorobenzaldehyde, 18.9 g of 2-benzyl-4,4-dimethyl-2-oxazoline, 1 g of sodium bisulphate, 50 ml of 1-methylpyrrolidin-2-one and 30 ml of xylene are heated at a bath temperature of 170° C., using a water separator, until 2 ml of water have been separated off. 20 ml of solvent are then distilled off at a bath temperature of 220° C., the mixture is stirred under reflux at this temperature for a further 15 minutes and, after cooling, 300 ml of water are added. The precipitate which has separated out is filtered off and washed with water and methanol. Yield: 21.26 g of m. 254°-258° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04395414
Source datasetuspto-grants-1983_07
ORD IDord-6fe2241dfaca4331b7dea6c99e480bce
Source noteuspto-grants-1983_07