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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 254255Erstellt: 24. Oktober 2026

Dichloromethane → 5-Bromopyrimidine-2-carbonitrile

https://huagongshe.com/de/reaction/254255

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktSodium CyanideHCID 8929—
EduktDabcoHCID 9237—
Edukt5-Bromo-2-chloropyrimidineHCID 606665—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelWaterHCID 962—
Produkt5-Bromopyrimidine-2-carbonitrileHCID 68654699%

Reaktionsschritte

A solution of 5-bromo-2-chloropyrimidine (10 g, 51.8 mmol) in dimethylsulfoxide (26 mL) was added to a mixture of sodium cyanide (2.59 g, 51.8 mmol) and triethylenediamine (1.2 g, 10.4 mmol) in dimethylsulfoxide (14 mL) and water (28 mL). The resulting mixture was stirred for 18 hours at room temperature. The mixture was then diluted with water (130 mL) and extracted with diethyl ether (3×150 mL). The combined organic solutions were dried over sodium sulfate and concentrated in vacuo to give a pale yellow solid. Re-crystallisation of the solid from hot dichloromethane afforded the title product in 99% yield, 9.4 g.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07875615B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-9219790b8ce84a36b89729a2ed34a894
Quellennotizuspto-grants-2011_01