Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57426Erstellt: 26. Oktober 2026

tert-Butylsulfinamide, (R)-(+)- → (NE,R)-N-[(4-bromo-2,5-difluorophenyl)methylidene]-2-methylpropane-2-sulfinamide

https://huagongshe.com/reaction/57426

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukttert-Butylsulfinamide, (R)-(+)-HCID 10964479—
Edukt4-Bromo-2,5-difluorobenzaldehydeHCID 22489081—
KatalysatorCopper SulfateHCID 24462—
Lösungsmittel1,2-DichloroethaneHCID 11—
Produkt(NE,R)-N-[(4-bromo-2,5-difluorophenyl)methylidene]-2-methylpropane-2-sulfinamideHCID 9041397993%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a round bottom flask with stir bar was added 4-bromo-2,5-difluorobenzaldehyde (5.3 g, 24.0 mmol), (R)-2-methylpropane-2-sulfinamide (3.2 g, 26.4 mmol) and DCE (80 mL). To this mixture was then added copper (II) sulfate (5.74 g, 36.0 mmol). The reaction mixture was heated in a preheated oil bath at 60° C. for 18 hours. The reaction mixture was filtered through a pad celite, washing the solids with DCE. The filtrate was concentrated to afford a viscous green oil of (R,E)-N-(4-bromo-2,5-difluorobenzylidene)-2-methylpropane-2-sulfinamide (7.2 g, 22.2 mmol, 93% yield). Material was taken onto next step without further purification. LCMS m/z 326.0 (M+H)+, Rt 1.04 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434719B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-cab77f47765f498aa48cf0e7087220df
Quellennotizuspto-grants-2016_09