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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2164138Generated: October 31, 2026

Ethanol → 2-(5-Chloro-2-phenyl-1-benzothiophen-3-yl)acetonitrile

https://huagongshe.com/reaction/2164138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium IodideHCID 4875—
ReactantPotassium CyanideHCID 9032—
Reactant3-Bromomethyl-5-chloro-2-phenylbenzo[b]thiopheneHCID 21916774—
SolventWaterHCID 962—
Product2-(5-Chloro-2-phenyl-1-benzothiophen-3-yl)acetonitrileHCID 21917246—

Reaction Conditions

Temperature52 °C

Reaction Steps

13.0 Parts by weight of 3-bromomethyl-5-chloro-2-phenylbenzo[b]thiophene, 5.1 parts by weight of potassium cyanide and 1.5 parts by weight of potassium iodide are suspended in 250 parts by volume of 95% ethanol and heated at 52° C. under a nitrogen atmosphere for 22.5 hours. The reaction mixture is then diluted with 250 parts by volume of water and stirred for an additional 0.5 hour. The resulting precipitate is separated from the reaction mixture by filtration. Crystallization of this precipitate from ethyl acetate affords as a white crystalline solid 5-chloro-2-phenylbenzo[b]thiophene-3-acetonitrile, melting at 158°-160° C. This compound is represented by the following structural formula. ##STR12##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04137414
Source datasetuspto-grants-1979_01
ORD IDord-7038ea634a134b9aa498281add0a934c
Source noteuspto-grants-1979_01