HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Methoxyphenyl Isothiocyanate → 1-{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}-3-[2-methoxyphenyl]thiourea
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Methoxyphenyl Isothiocyanate | HCID 520599 | — |
| Edukt | 11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dione | HCID 10065413 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 1-{2-[2-(dimethylamino)ethyl]-1,3-dioxo-2,3-dihydro-1H-dibenzo[de,h]isoquinolin-11-yl}-3-[2-methoxyphenyl]thiourea | HCID 16718044 | — |
Reaktionsbedingungen
| Temperatur | 55 °C |
|---|
Reaktionsschritte
100 mg of 11-amino-2-[2-(dimethylamino)ethyl]-1H-dibenzo[de,h]isoquinoline-1,3(2H)-dione (obtained in example 3) (0.30 mmole) were dissolved in 8 ml of acetonitrile. 83 μl (2 molar equivalents) of 2-methoxyphenyl isothiocyanate was added and the reaction mixture was maintained at room temperature for 45 hours at 55° C. The solvent was then evaporated under reduced pressure and the residue was submitted to a flash chromatography (SiO2, CH2Cl2/MeOH 95/5). 142 mg of the desired product (formula shown hereinabove) were isolated as a red powder (yield=95%) which was characterized as follows:
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07741337B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-ca83d29228114c2eba41a718b62746cd |
| Quellennotiz | uspto-grants-2010_06 |