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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 20174Erstellt: 23. Oktober 2026

Water → 5-Bromo-1-(2-methoxyethyl)-3-nitropyridin-2(1H)-one

https://huagongshe.com/de/reaction/20174

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktCesium carbonateHCID 10796—
Edukt2-Bromoethyl methyl etherHCID 80972—
EduktHCID 178418997HCID 178418997—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-Bromo-1-(2-methoxyethyl)-3-nitropyridin-2(1H)-oneHCID 2229327958,4%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

Cesium carbonate (14.88 g, 45.66 mmol) was added to a solution of 5-bromo-3-nitropyridin-2-ol (10.0 g, 45.7 mmol) and 2-bromoethyl methyl ether (4.29 mL, 45.66 mmol) in N,N-dimethylformamide (400 mL). After 3 h, additional 2-bromoethyl methyl ether (4.29 mL, 45.7 mmol) was added, and the reaction was heated to 60° C. After 4 h, water was added. The mixture was extracted with ethyl acetate (3×), and the combined organic extracts were washed with saturated brine, dried over sodium sulfate, filtered and concentrated. Purification by silica gel chromatography (100% hexanes→40% ethyl acetate/hexanes) gave the title compound (7.39 g). MS 277 (M).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745427B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-6738cf681934443c87d9132a53ea6f01
Quellennotizuspto-grants-2010_06