80.6% |
With potassium phosphate; copper(l) iodide; N-(2-phenylphenyl)-N′-benzyl oxalamide In acetonitrile at 90℃; for 24h; Inert atmosphere; |
1.3 3. Preparation of Toltrazuril
1-(4-iodo-3-methylphenyl)-3-methyl-1,3,5-triazine-2,4,6-trione (36.0g, 0.10mol),P-trifluoromethylthiophenol (31.5g, 0.15mol), CuI (950mg, 4.99mmol), K3PO4 (42.5g, 0.2mol)And N1-benzyl-N2-([1,1'-biphenyl]-2-yl) oxalyl diamine (1.65g, 4.99mmol) was added to the reaction flask, followed by nitrogen replacement three times, and then into the reaction flask Add CH3CN (60mL),The reaction system was replaced with nitrogen three times again.Subsequently, the reaction system was heated to 90°C with stirring for 24 hours.After the reaction, the system naturally dropped to room temperature.The reaction system was diluted with ethyl acetate (500 mL), and then filtered through celite.The filtrate was desolvated to remove the organic solvent under reduced pressure.Dichloromethane (400mL) and H2O (200mL) were added to the residue, and the system was stirred for 10 minutes.The organic phase was separated, the aqueous phase was extracted 3 times with dichloromethane (3×100 mL), and the organic phases were combined,The solvent was removed from the organic phase under reduced pressure, and the residue was added with water (150 mL) and stirred vigorously for 6 hours.Filtration, and the resulting solid compound was purified with ethyl acetate/petroleum ether,Toltrazuril (white solid, 34.3 g, 80.6%) was obtained. |