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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 47880Erstellt: 23. Oktober 2026

Propionitrile → 3-Chloro-5-(trifluoromethyl)pyridine-2-carbonitrile

https://huagongshe.com/de/reaction/47880

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPropionitrileHCID 7854—
EduktSodium CyanideHCID 8929—
Edukt2,3-Dichloro-5-(trifluoromethyl)pyridineHCID 112234—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelWaterHCID 962—
Produkt3-Chloro-5-(trifluoromethyl)pyridine-2-carbonitrileHCID 147337473%

Reaktionsbedingungen

Temperatur15 °C

Reaktionsschritte

Propionitrile (656 ml), 2,3-dichloro-5-trifluoromethylpyridine (87.5 g) and 4-dimethylaminopyridine (52 g) were heated at reflux for 5 hours under nitrogen. The mixture was cooled and a solution of sodium cyanide (30 g) in water (110 ml) added at 15° C. After stirring at 15° C. for 5 hours the reaction was complete and water (250 ml) added to dissolve the inorganic salts. The organic phase was washed with water followed by extraction with 2N HCl to remove 4-dimethylaminopyridine. Propionitrile was removed by vacuum distillation at 40° C. to give the product, 3-chloro-2-cyano-5-trifluoromethylpyridine in 73 to 84% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06699993B1
Quelldatensatzuspto-grants-2004_03
ORD IDord-2759955b5a064331b73b1134fed2a2e3
Quellennotizuspto-grants-2004_03