HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetamide → N-[(R)-Cyclopropyl(4-nitrophenyl)oxidosulphanylidene]-2,2,2-trifluoroacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetamide | HCID 67717 | — |
| Reactant | Magnesium monoxide | HCID 6850729 | — |
| Reactant | Iodo benzene diacetate | HCID 12217721 | — |
| Reactant | 1-(Cyclopropanesulfinyl)-4-nitrobenzene | HCID 59550834 | — |
| Catalyst | Dirhodium tetraacetate | HCID 152122 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[(R)-Cyclopropyl(4-nitrophenyl)oxidosulphanylidene]-2,2,2-trifluoroacetamide | HCID 56949254 | 78% |
Reaction Steps
1.58 g (3.58 mmol) of rhodium(II) acetate dimer was added, under argon, to a suspension of 15.1 g (71.53 mmol) (RS)-1-cyclopropane sulfinyl-4-nitrobenzene, 17.8 g (157.37 mmol) trifluoroacetamide, 38.0 g (118.02 mmol) iodobenzene diacetate and 12.7 g (314.73 mmol) magnesium oxide in 801 ml DCM and stirred overnight at room temperature. The mixture was filtered through Celite with suction and concentrated by evaporation. The residue that remained was purified chromatographically (hexane/ethyl acetate 2:1). 18.0 g (55.97 mmol; yield: 78%) of the product was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735412B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-434cfd0f4f854c89bf2637102c98f939 |
| Source note | uspto-grants-2014_05 |