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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1198178Generated: October 30, 2026

Water → 4-(Azidomethyl)benzonitrile

https://huagongshe.com/reaction/1198178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
Reactant4-(Bromomethyl)benzonitrileHCID 86996—
Solvent1,3-Dimethyl-2-imidazolidinoneHCID 6661—
Product4-(Azidomethyl)benzonitrileHCID 1107369196.7%

Reaction Steps

50 g of 4-bromomethylbenzonitrile is dissolved in 350 ml of 1,3-dimethyl-2-imidazolidinone and stirred at 25° for 2 hours with 32.5 g of sodium azide. The mixture is subsequently combined with 500 ml of water under ice cooling, extracted twice with dichloromethane, washed with water, dried over sodium sulfate, concentrated to dryness under vacuum, and chromatographed on silica gel with hexane/ethyl acetate, thus obtaining 39 g of 4-azidomethylbenzonitrile as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05280035
Source datasetuspto-grants-1994_01
ORD IDord-1485f29b90fe4d12ae1dcc678dcf15cc
Source noteuspto-grants-1994_01