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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2299185Generated: October 30, 2026

Sodium Cyanide → 2-(3,5-Dimethoxyphenylthio)-benzyl cyanide

https://huagongshe.com/reaction/2299185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
Reactant2-(3,5-Dimethoxyphenylthio)benzyl bromideHCID 15512443—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product2-(3,5-Dimethoxyphenylthio)-benzyl cyanideHCID 1092412661.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

2-(3,5-Dimethoxyphenylthio)benzyl bromide (9.53 g) was dissolved in dimethyl sulfoxide (90 ml), sodium cyanide (2.77 g) was added thereto and the mixture was stirred at 80° C. for 1.5 hours. The reaction solution was diluted with ethyl acetate, washed with water and saturated sodium chloride solution and dried over anhydrous magnesium sulfate and the solvent was evaporated in vacuo. The residue was purified by a silica gel column chromatography (developing solvent; hexane:ethyl acetate=3:1) to give 2-(3,5-dimethoxyphenylthio)-benzyl cyanide (4.91 g, yield of 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06495592B1
Source datasetuspto-grants-2002_12
ORD IDord-c641c37130d549e6b3a81005e6ca2f61
Source noteuspto-grants-2002_12