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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 76364Generated: October 30, 2026

Water → 3-(4-chlorophenyl)-1-ethyl-quinoxalin-2(1H)-one

https://huagongshe.com/reaction/76364

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant4-Chlorophenylboronic acidHCID 74299—
Reactant3-bromo-1-ethyl-quinoxalin-2(1H)-oneHCID 58110952—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventDimethylformamideHCID 6228—
Product3-(4-chlorophenyl)-1-ethyl-quinoxalin-2(1H)-oneHCID 4422539259%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 200 mg (0.79 mM) of 3-bromo-1-ethyl-quinoxalin-2(1H)-one and 27.7 mg (0.04 mM) of bis(triphenylphosphine)palladium (II) chloride in 1 ml of dimethylformamide were added under nitrogen 185.3 mg (1,185 mM) of 4-chlorophenylboronic acid and 0.8 ml (1.6 mM) of a 2M sodium carbonate aqueous solution. The reaction mixture was heated to 90° C. and stirred for 30 min under nitrogen atmosphere. Water was added and the mixture was extracted with ethyl acetate. The organic phase was separated, dried over anhydrous sodium sulfate, and concentrated. The compound was purified through a silica plug eluting with dichloromethane, which afforded after evaporation 132 mg of 3-(4-chlorophenyl)-1-ethyl-quinoxaline-2(1H)-one as a solid. Yield: 59%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835634B2
Source datasetuspto-grants-2014_09
ORD IDord-c7c43956094d420597a800ddcb74d979
Source noteuspto-grants-2014_09