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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 340218Erstellt: 24. Oktober 2026

3,5-Dichloro-2-cyanopyridine → 3-Chloro-5-methoxypicolinonitrile

https://huagongshe.com/de/reaction/340218

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3,5-Dichloro-2-cyanopyridineHCID 2769699—
EduktSodium MethoxideHCID 10942334—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt3-Chloro-5-methoxypicolinonitrileHCID 18796864—

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

To a solution of 3,5-dichloropicolinonitrile (1.0 eq.) in dimethyl formamide (DMF) (0.5 M) was added sodium methoxide (1.5 eq.) and heated to 75° C. After stirring for 14 hours, the reaction was diluted with ethyl acetate and water. The organic layer was washed with saturated aqueous NaHCO3 three times, water twice, dried over anhydrous MgSO4, and concentrated en vacuo. The crude residue was purified by a COMBIFLASH® system (ISCO) using 15% ethyl acetate in hexane to give a mixture of two methoxy regioisomers, one of which was the desired product. The mixture was carried onto the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08895577B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-644b96ca644b477a93e2eaf644a3f724
Quellennotizuspto-grants-2014_11