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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1467976Generated: October 31, 2026

N,N'-Dimethylethylenediamine → HCID 67609006, compound

https://huagongshe.com/reaction/1467976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantSodium methanesulfinateHCID 2733271—
Reactant5-Bromo-3,3-difluoro-1,3-dihydro-indol-2-oneHCID 22607781—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 67609006HCID 6760900658.7%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a stirred solution of 5-bromo-3,3-difluoroindolin-2-one (5.0 g, 20 mmol) in DMSO (50 mL), sodium methanesulfinate (3.0 g, 30 mmol), copper(I) trifluoromethane-sulfonate benzene complex (1.52 g, 3.022 mmol) and N,N′-dimethylethylenediamine (0.33 mL, 3.022 mmol) were added and stirred at 120° C. for 14 h. The reaction was quenched with water and the mixture was extracted with ethyl acetate. The organic layer was concentrated in vacuo and resulting residue was purified by flash column chromatography to give the title product (2.9 g, 58.2%); MS: 247.9 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000175B2
Source datasetuspto-grants-2015_04
ORD IDord-4dfb267ff81c4319a9c35b4b3add4a02
Source noteuspto-grants-2015_04