HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium hydride → 5-amino-1-(4-chlorobenzyl)-7-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Ethyl 4-chlorobenzyl[2,4-diamino-6-(trifluoromethyl)phenyl]carbamate | HCID 20827745 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 5-amino-1-(4-chlorobenzyl)-7-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-one | HCID 22327378 | 35,8% |
Reaktionsschritte
Ethyl 4-chlorobenzyl[2,4-diamino-6-(trifluoromethyl)phenyl]carbamate (248.7 mg) was dissolved in ethanol (15 ml), and to the solution was added sodium hydride (51.3 mg). The reaction mixture was heated at reflux for 15 hours. After allowing to cool, to the reaction mixture was added saturated aqueous sodium bicarbonate solution, and the mixture was extracted 3 times with chloroform. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The resultant residue was purified by preparative TLC (2 mm, 20×20 cm, CHCl3-methanol=10:1) to give the title compound (78.4 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06939887B2 |
| Quelldatensatz | uspto-grants-2005_09 |
| ORD ID | ord-414e5dda2274483581a15b9f8bb8a43a |
| Quellennotiz | uspto-grants-2005_09 |