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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1510064Generated: November 2, 2026

N,N'-Dimethylethylenediamine → HCID 12777166, compound

https://huagongshe.com/reaction/1510064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantPotassium CarbonateHCID 11430—
ReactantIodobenzeneHCID 11575—
Reactant6-MethoxyoxindoleHCID 2793749—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventAcetonitrileHCID 6342—
ProductHCID 12777166HCID 1277716675.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a mixture of 6-methoxy-1,3-dihydroindol-2-one (500 mg, 3.06 mmol), copper(I) iodide (58.3 mg, 306 μmol), N,N′-dimethylethylenediamine (65.3 μl, 613 μmol) and potassium carbonate (932 mg, 6.74 mmol) in ACN (6.5 ml) was added iodobenzene (411 μl, 3.68 mmol). The reaction mixture was stirred for 1 h at 120° C. in a microwave reactor. The mixture was quenched with water and extracted with EA. The organic layer was separated, dried over sodium sulfate, filtered and evaporated. The residue was purified by silica gel chromatography (EA/HEP 1:5). 550 mg of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08211885B2
Source datasetuspto-grants-2012_07
ORD IDord-58cd0d1ff38f497b8c697d73fe373b2f
Source noteuspto-grants-2012_07