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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 3-Bromomethyl-5-chloro-2-phenylbenzo[b]thiophene | HCID 21916774 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(5-Chloro-2-phenyl-1-benzothiophen-3-yl)acetonitrile | HCID 21917246 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04137414 |
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| Source dataset | uspto-grants-1979_01 |
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| ORD ID | ord-7038ea634a134b9aa498281add0a934c |
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| Source note | uspto-grants-1979_01 |
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