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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 346985Generated: October 30, 2026

Methyl iodide → 4-(3-chlorophenyl)-6-(3-iodobenzoyl)-1-methyl-2(1H)-quinolinone

https://huagongshe.com/reaction/346985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
Reactant4-(3-chlorophenyl)-6-(3-iodobenzoyl)-2(1H)-quinolinoneHCID 21082035—
CatalystBenzyl triethylammonium chlorideHCID 66133—
SolventTetrahydrofuranHCID 8028—
SolventSodium HydroxideHCID 14798—
Product4-(3-chlorophenyl)-6-(3-iodobenzoyl)-1-methyl-2(1H)-quinolinoneHCID 2108203445%

Reaction Steps

Benzyltriethylammonium chloride (0.00267 mol) and iodomethane (0.053 mol) were added to a solution of intermediate (74) (0.0267 mol) in concentrated sodium hydroxide (150 ml) and THF (150 ml). The mixture was stirred at room temperature for 4 hours and poured out into ice water. EtOAc was added. The organic layer was separated, washed with water, dried (MgSO4), filtered and the solvent was evaporated. The residue was crystallized from EtOAc/2-propanone. The precipitate was filtered off and dried, yielding 6 g (45%) of 4-(3-chlorophenyl)-6-(3-iodobenzoyl)-1-methyl-2(1H)-quinolinone, melting point 235° C. (intermediate 75).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07173040B2
Source datasetuspto-grants-2007_02
ORD IDord-7b8a23354e33413db0a04447176c14ad
Source noteuspto-grants-2007_02