HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl isothiocyanate → 2-(4-Chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-3-(N-methylthiocarbamoylthio)-1H-isoindol-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl isothiocyanate | HCID 11167 | — |
| Reactant | 2-(4-chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-3-mercapto-1H-isoindol-1-one | HCID 13257592 | — |
| Catalyst | Triethylamine | HCID 8471 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(4-Chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-3-(N-methylthiocarbamoylthio)-1H-isoindol-1-one | HCID 13257597 | 94% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04409018 |
| Source dataset | uspto-grants-1983_10 |
| ORD ID | ord-e8ecead534d44237b2f8763b4dce8505 |
| Source note | uspto-grants-1983_10 |