HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl isothiocyanate → 1-[2-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl-thiourea-Hydrochloride Salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl isothiocyanate | HCID 10966 | — |
| Reactant | 2-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylamine | HCID 9922597 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-[2-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl-thiourea-Hydrochloride Salt | HCID 22386914 | 54% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06911453B2 |
| Source dataset | uspto-grants-2005_06 |
| ORD ID | ord-c4623bc98fec4c489798371ef2e40cab |
| Source note | uspto-grants-2005_06 |