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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 459009Erstellt: 25. Oktober 2026

Sodium Azide → (5R)-5-(Azidomethyl)-3-(3-fluoro-4-iodophenyl)-1,3-oxazolidin-2-one

https://huagongshe.com/reaction/459009

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium AzideHCID 33557—
EduktSodium BicarbonateHCID 516892—
EduktMethanesulfonic acid (5R)-3-(3-fluoro-4-iodo-phenyl)-2-oxo-oxazolidin-5-ylmethyl esterHCID 23624705—
LösungsmittelDimethylformamideHCID 6228—
Produkt(5R)-5-(Azidomethyl)-3-(3-fluoro-4-iodophenyl)-1,3-oxazolidin-2-oneHCID 2362659488,7%

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

[(5R)-3-(3-Fluoro-4-iodophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl methanesulfonate (Intermediate 4, 6.14 g, 14.7 mmol) was dissolved in N,N-dimethylformamide (50 ml). Sodium azide (1.92 g, 29.6 mmol) was added and the reaction was stirred at 75° C. overnight. The yellow mixture was poured into half-saturated sodium bicarbonate and extracted using ethyl acetate. The organic layer was washed three times with water, dried (magnesium sulfate), filtered, and concentrated to give the title compound as a yellow solid (4.72 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07192974B2
Quelldatensatzuspto-grants-2007_03
ORD IDord-acfff7b13cf847aa84a0adfd67844734
Quellennotizuspto-grants-2007_03