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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485630Generated: October 31, 2026

Dimethylamine → N-[(4-Bromophenyl)(dimethylamino)oxo-lambda6-sulfanylidene]-2,2,2-trifluoroacetamide

https://huagongshe.com/reaction/1485630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantChlorosuccinimideHCID 31398—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-(4-Bromobenzenesulfinyl)-2,2,2-trifluoroacetamideHCID 118863945—
SolventAcetonitrileHCID 6342—
ProductN-[(4-Bromophenyl)(dimethylamino)oxo-lambda6-sulfanylidene]-2,2,2-trifluoroacetamideHCID 118863932—

Reaction Conditions

Temperature-10 °C

Reaction Steps

N,N-Diisopropylethylamine (14 μL) is added to a mixture of N-(4-bromobenzenesulfinyl)-2,2,2-trifluoroacetamide (50 mg), N-chlorosuccinimide (25 mg), and dimethylamine solution (2 M in tetrahydrofuran; 0.16 mL) in acetonitrile (2 mL) at −10° C. under an argon atmosphere. The reaction mixture is stirred at −10° C. for 15 min, warmed to room temperature and stirred for 3 h. The reaction mixture is extracted with dichloromethane and the combined extracts are washed with brine, dried over MgSO4, and concentrated in vacuo to give the title compound. The crude product is used for the next step without further purification. LC (method 1): tR=1.07 min; Mass spectrum (ESI+): m/z=359, 361 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422312B2
Source datasetuspto-grants-2016_08
ORD IDord-913eb6ef83934e7997bfb7fabd84da18
Source noteuspto-grants-2016_08