[Br:1]Br.[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:14]=[C:13]([O:15][CH:16]([F:18])[F:17])[N:12]([CH3:19])[N:11]=2)=[CH:6][CH:5]=1>C(Cl)(Cl)(Cl)Cl>[Br:1][C:14]1[C:10]([C:7]2[CH:6]=[CH:5][C:4]([Cl:3])=[CH:9][CH:8]=2)=[N:11][N:12]([CH3:19])[C:13]=1[O:15][CH:16]([F:18])[F:17]7.9 g (43 mmol) of bromine were added to a solution of 10.1 g (39 mmol) of 3-(4-chlorophenyl)-5-difluoromethoxy-1-methyl-1H-pyrazole in 100 ml of carbon tetrachloride, and the mixture was then stirred for 16 h. The solution was then washed with sat. aqueous sodium bicarbonate solution, dried over magnesium sulfate and finally concentrated. Yield: 12.9 g. 1H-NMR (270 MHz, in CDCl3): δ[ppm]=3.84 (s, 3H), 6.69 (t, 1H), 7.40 (d, 2H), 7.81 (d, 2H).
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