Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 647413Generated: October 29, 2026

Phenyl isocyanate → 2-(4-Chloro-2-fluorophenyl)-3-(N-phenylcarbamoylthio)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one

https://huagongshe.com/reaction/647413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl isocyanateHCID 7672—
Reactant2-(4-chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-3-mercapto-1H-isoindol-1-oneHCID 13257592—
CatalystTriethylamineHCID 8471—
SolventDichloromethaneHCID 6344—
Product2-(4-Chloro-2-fluorophenyl)-3-(N-phenylcarbamoylthio)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-oneHCID 1325241672%

Reaction Steps

In 20 ml of dichloromethane was dissolved 3.0 g of 2-(4-chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-3-mercapto-1H-isoindol-1-one, and 1.3 g of phenyl isocyanate, together with one drop of triethylamine, was added to the solution, followed by stirring at room temperature for 3 hours. The dichloromethane was distilled off under reduced pressure, and the residue was purified by means of column chromatography with the use of silica gel (developing solvent of acetonehexane), thereby producing 3.0 g (yield of 72%) of the subject compound in white crystals, m.p. 135°-136° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04409018
Source datasetuspto-grants-1983_10
ORD IDord-974cb67e1213421d96fdd2fb1b1d82fe
Source noteuspto-grants-1983_10