反应详情

To a solution of 1-(4-chloro-phenyl)-2-(4-nitro-phenyl)-ethane-1,2-diamine (200 mg, 0.685 mmol) and ethyl 4-methoxy-benzimidate hydrochloride (148 mg, 0.686 mmol) in ethanol (5 mL) was added triethylamine (0.11 mL, 0.79 mmol). The reaction mixture was heated at reflux for 12 h. The solvent was removed to give a clear oil. It was then taken in methylene chloride (2 mL) and aqueous sodium carbonate. The product was extracted with methylene chloride (2×20 mL). The organic layers were washed with brine (1×5 mL), dried (Na2SO4) and concentrated. Purification of the crude residue by Biotage flash chromatography eluting with 70% ethyl acetate in hexanes gave 4-(4-chloro-phenyl)-2-(4-methoxy-phenyl)-5-(4-nitro-phenyl)-4,5-dihydro-1H-imidazole (103 mg, 37%).

1. temperatureThe reaction mixture was heated
2. temperatureat reflux for 12 h
3. customThe solvent was removed
4. customto give a clear oil
5. extractionThe product was extracted with methylene chloride (2×20 mL)
6. washThe organic layers were washed with brine (1×5 mL)
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated
9. customPurification of the crude residue by Biotage flash chromatography
10. washeluting with 70% ethyl acetate in hexanes