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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 716996Generated: October 31, 2026

Dimethyl Sulfoxide → Methyl 3-(1H-indol-1-yl)-2-phenylquinoxaline-6-carboxylate

https://huagongshe.com/reaction/716996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
ReactantMethyl 3-(indolin-1-yl)-2-phenylquinoxaline-6-carboxylateHCID 67041724—
SolventWaterHCID 962—
ProductMethyl 3-(1H-indol-1-yl)-2-phenylquinoxaline-6-carboxylateHCID 67042171—

Reaction Conditions

Temperature30 °C

Reaction Steps

Into a 10-mL sealed tube, was placed methyl 3-(indolin-1-yl)-2-phenylquinoxaline-6-carboxylate (150 mg, 0.39 mmol, 1.00 equiv), DDQ (447 mg, 1.97 mmol, 4.00 equiv), DMSO (3 mL). The resulting solution was stirred for overnight at 30° C. in an oil bath. The resulting solution was diluted with 20 mL of H2O. The resulting solids were collected by filtration and applied onto a silica gel column with ethyl acetate/petroleum ether (1:50). This resulted in 30 mg (20%) of methyl 3-(1H-indol-1-yl)-2-phenylquinoxaline-6-carboxylate as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193693B2
Source datasetuspto-grants-2015_11
ORD IDord-c9d13a56b61c409db8c37e0a2544d420
Source noteuspto-grants-2015_11