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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1250278Erstellt: 27. Oktober 2026

Water → 4-Azidomethyl-3-chlorobenzonitrile

https://huagongshe.com/reaction/1250278

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium AzideHCID 33557—
EduktSodium BicarbonateHCID 516892—
Edukt4-(Bromomethyl)-3-chlorobenzonitrileHCID 13042093—
KatalysatorTetrabutylammonium hydrogen sulfateHCID 94433—
LösungsmittelTolueneHCID 1140—
Produkt4-Azidomethyl-3-chlorobenzonitrileHCID 22349974100%

Reaktionsschritte

A mixture 8.0 g (0.035 mol) of 4-bromomethyl-3-chlorobenzonitrile (J. Pharm. Sci., (1986) 75, 410), 2.7 g (0.042 mol) of sodium azide, 1.2 g (3.4 mmol) of tetrabutylammonium hydrogen sulfate, 0.30 g (3.4 mmol) of sodium hydrogen carbonate, 7 mL of water and 20 mL of toluene was stirred vigorously for 3 days. The phases were separated and the aqueous layer was extracted three times with ether. The combined organic phase was washed with water, dried over sodium sulfate and evaporated to give 6.7 g (100%) of the sub-title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06337394B2
Quelldatensatzuspto-grants-2002_01
ORD IDord-86f1f9e530264254831e38a7faa488b4
Quellennotizuspto-grants-2002_01