反応 #1583841

反応方程式

cesium carbonate

3-(3-chlorophenyl)-1H-pyrazole

salicylaldoxime

5-bromo-2-chlorotoluene

→

title compound

収率 21.7%

1-(3-methyl-4-chlorophenyl)-3-(3-chlorophenyl)-1H-pyrazole

収率 21.7%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   その他prepared
2. 2
   温度to cool to room temperature
3. 3
   ろ過The resulting suspension was filtered
4. 4
   濃縮the filtrate was concentrated
5. 5
   その他The resulting residue was purified by medium pressure liquid chromatography (2 to 10% gradient of ethyl acetate in hexanes as eluant)

実験手順

A mixture of 3-(3-chlorophenyl)-1H-pyrazole (5.3 g, 29.8 mmol) (prepared according to the method given in European Patent Publication EP 538156), salicylaldoxime (0.58 g, 4.25 mmol), 5-bromo-2-chlorotoluene (2.8 g, 21.3 mmol), copper oxide (0.15 g, 1.06 mmol) and cesium carbonate (11.8 g, 36.2 mmol) in 20 mL of N,N-dimethylformamide was heated at 140° C. overnight and then allowed to cool to room temperature. The resulting suspension was filtered and the filtrate was concentrated under reduce pressure. The resulting residue was purified by medium pressure liquid chromatography (2 to 10% gradient of ethyl acetate in hexanes as eluant) to give the title compound as a white solid (1.4 g).

出典