HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Nitrophenyl chloroformate → 4-Nitrophenyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]carbamate hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | 3-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)aniline | HCID 9836194 | — |
| Reactant | N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamide | HCID 11213884 | — |
| Reactant | [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamide | HCID 69511913 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Nitrophenyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]carbamate hydrochloride | HCID 22386892 | — |
Reaction Steps
350 mg (1.1 mmol) of 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenylamine (Example compound 2, intermediate 1) were dissolved in 17.5 ml of dichloromethane and admixed with stirring with 230 mg (1.1 mmol) of 4-nitrophenyl chloroformate. After 4.5 hours, a further 0.1 equivalent (23 mg) of 4-nitrophenyl chloroformate was added and the solution was stirred overnight. For workup, the resulting precipitate was filtered off and washed with dichloromethane. The crude product obtained in this way could be reacted further without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07241775B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-3fb6f50621124956a0f1f53efef6829b |
| Source note | uspto-grants-2007_07 |