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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 647415Generated: October 30, 2026

Methyl isothiocyanate → 2-(4-Chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-3-(N-methylthiocarbamoylthio)-1H-isoindol-1-one

https://huagongshe.com/reaction/647415

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl isothiocyanateHCID 11167—
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)-2,3,4,5,6,7-hexahydro-3-(N-methylthiocarbamoylthio)-1H-isoindol-1-oneHCID 1325759794%

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 0.8 g of methyl isothiocyanate, together with one drop of triethylamine, was added to the solution, followed by stirring at room temperature for 5 hours. The dichloromethane was distilled off under reduced pressure, and the resulting crystals were washed with cold ethanol and dried, thereby producing 3.5 g (yield of 94%) of the subject compound. Recrystallization from ethanol yielded white crystals, 112°-114° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04409018
Source datasetuspto-grants-1983_10
ORD IDord-e8ecead534d44237b2f8763b4dce8505
Source noteuspto-grants-1983_10