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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072524Generated: November 3, 2026

Ethyl isothiocyanate → 1-[2-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl-thiourea-Hydrochloride Salt

https://huagongshe.com/reaction/1072524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl isothiocyanateHCID 10966—
Reactant2-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylamineHCID 9922597—
SolventAcetonitrileHCID 6342—
Product1-[2-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl-thiourea-Hydrochloride SaltHCID 2238691454%

Reaction Steps

2-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylamine (95 mg, example 36) was dissolved in acetonitrile (4 ml) and isothiocyanato-ethane (27 mg) was added to the stirred solution. After standing for 15 h at room temperature the solvent was removed and the residue purified by preparative HPLC. The product containing fractions were combined and the acetonitrile was removed in vaccuo. After addition of potassium carbonate the aqueous phase was extracted with ethyl acetate. The organic layer was separated, dried (magnesium sulphate), filtered and concentrated in vaccuo. The residue was dissolved in water/2N hydrochloric acid and freeze dried to give 36 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06911453B2
Source datasetuspto-grants-2005_06
ORD IDord-c4623bc98fec4c489798371ef2e40cab
Source noteuspto-grants-2005_06