HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-(Chloromethyl)-2-(trifluoromethyl)benzene → (4S,5R)-4,5-diphenyl-2-[[2-(trifluoromethyl)phenyl]methylsulfanyl]-4,5-dihydro-1H-imidazole;hydrochloride
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-(Chloromethyl)-2-(trifluoromethyl)benzene | HCID 89028 | — |
| Edukt | cis-4,5-Diphenylimidazolidine-2-thione | HCID 45258634 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | (4S,5R)-4,5-diphenyl-2-[[2-(trifluoromethyl)phenyl]methylsulfanyl]-4,5-dihydro-1H-imidazole;hydrochloride | HCID 68568953 | 63,5% |
Reaktionsschritte
A mixture of intermediate 25 (200 mg, 0.786 mmol) and 2-trifluoromethylbenzyl chloride (0.229 mL, 1.57 mmol) in abs. EtOH (2 mL) is heated at 95° C. for 24 h. The reaction mixture is cooled to RT, evaporated to dryness, and the residue suspended in Et2O. The insoluble material is filtered to give 224 mg of the product 233. 1H NMR (DMSO-d6) δ 11.41 (s, 2 H), 7.95 (d, 1 H), 7.90-7.75 (m, 2 H), 7.65 (t, 1 H), 7.25-6.90 (m, 10 H), 5.85 (s, 2 H), 4.98 (s, 2 H); MS: m/z 413 (M++1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07741493B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-f12847919b034ad8a458811cb4181326 |
| Quellennotiz | uspto-grants-2010_06 |