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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1883688Generated: November 3, 2026

Water → HCID 23508381, compound

https://huagongshe.com/reaction/1883688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-Benzyloxybenzyl chlorideHCID 70042—
ReactantHCID 10821682HCID 10821682—
SolventDimethylformamideHCID 6228—
ProductHCID 23508381HCID 2350838161.4%

Reaction Conditions

Temperature45 °C

Reaction Steps

190 mg of 4-[N-(3-pyridyl)amino]benzonitrile was dissolved in 5 ml of N,N-dimethylformamide, and 44 mg of 60% sodium hydride was added thereto under cooling with ice, followed by stirring at 40-50° C. for 30 minutes. Then, 273 mg of 4-benzyloxybenzyl chloride was added to the reaction mixture under cooling with ice, followed by stirring at room temperature for 2 hours. After the reaction mixture was poured into water, the product was extracted with chloroform. After the extract was washed with water and dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The resulting crude product was purified by TLC (using a 1:1 mixture of ethyl acetate and hexane as the developing solvent) to obtain 234 mg of 4-[N-(4-benzyloxy-benzyl)-N-(3-pyridyl)amino]benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06762205B1
Source datasetuspto-grants-2004_07
ORD IDord-a847d255ab964665bc7a4c5e7ee2596b
Source noteuspto-grants-2004_07