HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N'-Dimethylethylenediamine → HCID 67609006, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N'-Dimethylethylenediamine | HCID 8070 | — |
| Reactant | Sodium methanesulfinate | HCID 2733271 | — |
| Reactant | 5-Bromo-3,3-difluoro-1,3-dihydro-indol-2-one | HCID 22607781 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 67609006 | HCID 67609006 | 58.7% |
Reaction Conditions
| Temperature | 120 °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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000175B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-4dfb267ff81c4319a9c35b4b3add4a02 |
| Source note | uspto-grants-2015_04 |