HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenyl isocyanate → 2-(4-Chloro-2-fluorophenyl)-3-(N-phenylcarbamoylthio)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| 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)-3-(N-phenylcarbamoylthio)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one | HCID 13252416 | 72% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04409018 |
| Source dataset | uspto-grants-1983_10 |
| ORD ID | ord-974cb67e1213421d96fdd2fb1b1d82fe |
| Source note | uspto-grants-1983_10 |