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HRID 57416Erstellt: 23. Oktober 2026

tert-Butylsulfinamide, (R)-(+)- → (NE,R)-N-[[5-(4-chlorophenyl)-1,2-oxazol-3-yl]methylidene]-2-methylpropane-2-sulfinamide

https://huagongshe.com/de/reaction/57416

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukttert-Butylsulfinamide, (R)-(+)-HCID 10964479—
Edukt5-(4-Chlorophenyl)-1,2-oxazole-3-carbaldehydeHCID 16217816—
KatalysatorCopper SulfateHCID 24462—
Lösungsmittel1,2-DichloroethaneHCID 11—
Produkt(NE,R)-N-[[5-(4-chlorophenyl)-1,2-oxazol-3-yl]methylidene]-2-methylpropane-2-sulfinamideHCID 90415066—

Reaktionsbedingungen

Temperatur55 °C

Reaktionsschritte

A suspension of 5-(4-chlorophenyl)isoxazole-3-carbaldehyde (2.00 g, 9.63 mmol), (R)-2-methylpropane-2-sulfinamide (1.28 g, 10.6 mmol, 1.1 equiv) and anhydrous copper(II) sulfate (2.31 g, 14.5 mmol, 1.5 equiv) in 1,2-dichloroethane (19 mL) was heated at 55° C. for 2-18 hours. The reaction was then cooled to room temperature and filtered through a pad of celite, using 1,2-dichloroethane to wash through. The filtrate was concentrated in vacuo to give crude (R,E)-N-((5-(4-chlorophenyl)isoxazol-3-yl)methylene)-2-methylpropane-2-sulfinamide as a green solid, which was used without further purification. MS m/z 311.0 (M+H)+; Rt-1.11 min.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434719B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-40195af71a4d44e48151dbcb19645063
Quellennotizuspto-grants-2016_09