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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 514893Erstellt: 23. Oktober 2026

Sodium Cyanide → 5-Bromopyrimidine-2-carbonitrile

https://huagongshe.com/de/reaction/514893

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CyanideHCID 8929—
EduktDabcoHCID 9237—
Edukt5-Bromo-2-chloropyrimidineHCID 606665—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelWaterHCID 962—
Produkt5-Bromopyrimidine-2-carbonitrileHCID 686546345,1%

Reaktionsschritte

To a solution of NaCN (0.849 g, 17.32 mmol) and DABCO (0.390 g, 3.48 mmol) in a mixture of DMSO (4 ml) and H2O (9 ml) was added a solution of 5-bromo-2-chloropyrimidine (3.05 g, 15.75 mmol) in DMSO (9 ml). The solution was stirred at room temperature overnight, and then diluted with water, and extracted with EtOAc. The combined organic layer was dried over anhydrous Na2SO4 and concentrated to give 5-bromopyrimidine-2-carbonitrile (2.327 g, 12.01 mmol, 76% yield, 1H NMR (CDCl3 500 MHz): δ 8.94 (s, 2H)).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09108938B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-fd48237f294746c798ba3a3ce2577919
Quellennotizuspto-grants-2015_08