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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1510084Generated: November 3, 2026

N,N'-Dimethylethylenediamine → HCID 66920199, compound

https://huagongshe.com/reaction/1510084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
Reactant4-FluoroiodobenzeneHCID 9605—
ReactantPotassium CarbonateHCID 11430—
Reactant6-MethoxyoxindoleHCID 2793749—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventAcetonitrileHCID 6342—
ProductHCID 66920199HCID 6692019964.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a mixture of 6-methoxy-1,3-dihydro-indol-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 (7 ml) was added 4-fluoroiodobenzene (474 μl, 3.68 mmol). The reaction mixture was stirred for 3 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 1:4). 510 mg of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08211885B2
Source datasetuspto-grants-2012_07
ORD IDord-100aad503c8b41bfa6d760b1eec9071e
Source noteuspto-grants-2012_07