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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027844Generated: October 26, 2026

Trifluoroacetamide → N-[(R)-Cyclopropyl(4-nitrophenyl)oxidosulphanylidene]-2,2,2-trifluoroacetamide

https://huagongshe.com/reaction/1027844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetamideHCID 67717—
ReactantMagnesium monoxideHCID 6850729—
ReactantIodo benzene diacetateHCID 12217721—
Reactant1-(Cyclopropanesulfinyl)-4-nitrobenzeneHCID 59550834—
CatalystDirhodium tetraacetateHCID 152122—
SolventDichloromethaneHCID 6344—
ProductN-[(R)-Cyclopropyl(4-nitrophenyl)oxidosulphanylidene]-2,2,2-trifluoroacetamideHCID 5694925478%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735412B2
Source datasetuspto-grants-2014_05
ORD IDord-434cfd0f4f854c89bf2637102c98f939
Source noteuspto-grants-2014_05