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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 458796Erstellt: 23. Oktober 2026

Chloroacetonitrile → (3,4-Dimethoxy-phenylsulfanyl)-acetonitrile

https://huagongshe.com/de/reaction/458796

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloroacetonitrileHCID 7856—
EduktEthyl AcetateHCID 8857—
EduktPotassium CarbonateHCID 11430—
Edukt3,4-Dimethoxybenzene-1-thiolHCID 136539—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDimethylformamideHCID 6228—
Produkt(3,4-Dimethoxy-phenylsulfanyl)-acetonitrileHCID 1269821584%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of 3,4-dimethoxythiophenol (5.0 g, 29.4 mmol) in dry DMF (150 ml), were added chloroacetonitrile (1.85 ml, 29.4 mmol), anhydrous K2CO3 (6.09 g, 44.1 mmol) and DMAP (358 mg, 2.9 mmol). The reaction mixture was stirred at 80° C. for 20 h under nitrogen. After cooling, the mixture was filtered and concentrated in vacuo. The residue was combined with H2O, extracted with CH2Cl2, the combined organic phases were dried over anhydrous MgSO4, filtered and concentrated to give a crude oil. Flash chromatography (AcOEt) gave the title product (5.16 g, 84%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07192950B2
Quelldatensatzuspto-grants-2007_03
ORD IDord-0035c8957c2f4741b38e3f5d494f953c
Quellennotizuspto-grants-2007_03