Reaktion #484292

Reaktionsgleichung

Methyl iodide

ethyl 2-[[(2′-cyanobiphenyl-4-yl)methyl]amino]-3-(ethylthioureido)benzoate

HCl

→

syrup

Ausbeute 58.0%

Ethyl 1-[(2′-cyanobiphenyl-4-yl)methyl]-2-ethylamino-benzimidazole-7-carboxylate

Ausbeute 58.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated
2. 2
   Temperaturunder reflux for 12 hours
3. 3
   EinengenThe reaction mixture was concentrated to dryness
4. 4
   workup.DISSOLUTIONthe concentrate was dissolved in ethyl acetate
5. 5
   WaschenThe solution was washed with an aqueous solution of sodium hydrogen carbonate and water
6. 6
   Sonstigedried
7. 7
   SonstigeThe solvent was evaporated to dryness
8. 8
   Sonstigethe residue was purified by column chromatography on silica gel

Vorschrift

Methyl iodide (4.5 g) was added to a solution of ethyl 2-[[(2′-cyanobiphenyl-4-yl)methyl]amino]-3-(ethylthioureido)benzoate (1.8 g) in ethanol (50 ml), and the mixture was heated under reflux for 12 hours. To the reaction mixture was added 1N—HCl (60 ml) and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated to dryness and the concentrate was dissolved in ethyl acetate. The solution was washed with an aqueous solution of sodium hydrogen carbonate and water and dried. The solvent was evaporated to dryness and the residue was purified by column chromatography on silica gel to afford yellow syrup (0.96 g, 58%).

Quelle