[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=1[Cl:17])[CH2:5][O:6][C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=1.[CH3:18][O:19][N:20]([CH3:24])[C:21](Cl)=[O:22].N1C=CC=CC=1.[Cl-].[Na+]>C1(C)C=CC=CC=1.O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]=1[Cl:17])[CH2:5][O:6][C:7]1[CH:13]=[CH:12][C:10]([NH:11][C:21]([N:20]([CH3:24])[O:19][CH3:18])=[O:22])=[CH:9][CH:8]=1
4-(3,4-Dichlorobenzyloxy)aniline (26.7 g), N-methoxy-N-methylcarbamyl chloride (13.5 g) and pyridine (8.7 g) are dissolved in toluene (200 ml), and the reaction mixture is heated under reflux for 5 hours. Water is added to the reaction mixture to dissolve the by-produced sodium chloride. The toluene layer is washed with dilute hydrochloric acid and water in that order, dried and concentrated under reduced pressure. The residual crude crystals are recrystallized from ethanol to give N-[4-(3,4-dichlorobenzyloxy)phenyl]-N'-methyl-N'-methoxyurea (Compound No. 9) (13 g) as white plates. M.P., 114° to 115° C.
불러오는 중…
