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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 647409Generated: October 29, 2026

Acrylonitrile → 2-(4-Chloro-2-fluorophenyl)-3-(2-cyanoethylthio)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one

https://huagongshe.com/reaction/647409

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylonitrileHCID 7855—
Reactant2-(4-chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-3-mercapto-1H-isoindol-1-oneHCID 13257592—
CatalystTriethylamineHCID 8471—
Solvent1,4-DioxaneHCID 31275—
Product2-(4-Chloro-2-fluorophenyl)-3-(2-cyanoethylthio)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-oneHCID 1325759560.6%

Reaction Steps

In 15 ml of dioxane was dissolved 2.1 g of 2-(4-chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-3-mercapto-1H-isoindole-1-on, and 1.5 g of acrylonitrile, together with several drops of triethylamine, was added, followed by heating at 85° to 90° C. for 6 hours. The reaction solution was concentrated under reduced pressure, and the residual, oily substance was purified by means of column chromatography with the use of silica gel (acetone:hexane=1:3), thereby producing 1.5 g of the subject compound in white crystals, m.p. 101°-103° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04409018
Source datasetuspto-grants-1983_10
ORD IDord-b12fe61b3d90422785931a30eb3296d2
Source noteuspto-grants-1983_10