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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 444831Erstellt: 25. Oktober 2026

Pyridine → 2-Amino-6-chloropyridine-3-carbonitrile

https://huagongshe.com/reaction/444831

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
EduktTrifluoroacetic anhydrideHCID 9845—
Edukt2-Amino-6-chloropyridine-3-carbaldehyde oxime hydrochlorideHCID 86635021—
LösungsmittelEthyl AcetateHCID 8857—
Lösungsmittel1,4-DioxaneHCID 31275—
LösungsmittelSodium BicarbonateHCID 516892—
Produkt2-Amino-6-chloropyridine-3-carbonitrileHCID 20311686—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

11.15 g (53.6 mmol) of 2-amino-6-chloropyridine-3-carbaldehyde oxime hydrochloride (Example 27A) were initially charged in dioxane, 13 ml (161 mmol) of pyridine were added and the mixture was cooled to 0° C. 8.3 ml (58.95 mmol) of trifluoroacetic anhydride were added, and the reaction was warmed to RT and then stirred at 60° C. for 2 h. The reaction mixture was taken up in a mixture of ethyl acetate and sodium bicarbonate solution. The organic phase was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate and concentrated on a rotary evaporator. The residue was suspended in dichloromethane:diethyl ether 3:1, and the solid was filtered off with suction and dried. This gave 5.56 g (66% of theory) of the product as a solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08476267B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-b64671c2b5694f00acfa2cdc97cdcd23
Quellennotizuspto-grants-2013_07