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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295431Generated: November 3, 2026

4-Nitrophenyl chloroformate → 4-Nitrophenyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]carbamate hydrochloride

https://huagongshe.com/reaction/1295431

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitrophenyl chloroformateHCID 82129—
Reactant3-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)anilineHCID 9836194—
ReactantN-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamideHCID 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-pentahydroxyhexanamideHCID 69511913—
SolventDichloromethaneHCID 6344—
Product4-Nitrophenyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]carbamate hydrochlorideHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07241775B2
Source datasetuspto-grants-2007_07
ORD IDord-3fb6f50621124956a0f1f53efef6829b
Source noteuspto-grants-2007_07