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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 48251Generated: October 25, 2026

Ethyl isocyanate → 1-[4-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-3-ethylurea, Hydrochloride

https://huagongshe.com/reaction/48251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl isocyanateHCID 8022—
Reactant4-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)anilineHCID 9944394—
SolventTolueneHCID 1140—
Product1-[4-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenyl]-3-ethylurea, HydrochlorideHCID 22743050—

Reaction Conditions

Temperature80 °C

Reaction Steps

500 mg (1.63 mmol) of 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenylamine were introduced into 20 ml of toluene, and a solution of 284 mg (4.0 mmol) of ethyl isocyanate in a little toluene is added dropwise. After one hour at 80° C., a further 180 mg of ethyl isocyanate are added, and the mixture was stirred at 80° C. for one hour. For workup, the solvent was removed and the residue was triturated with H2O and ethyl acetate, filtered off with suction and dried, resulting in the title compound as a pale yellowish solid (m.p.: 218-220° C.). The ethylurea obtained in this way was converted into the corresponding hydrochloride in a manner known to the skilled worker.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06703405B2
Source datasetuspto-grants-2004_03
ORD IDord-41ba9da4815a49be819dd54376093c4e
Source noteuspto-grants-2004_03