反応 #53581

反応方程式

water

2-chloro-4-(3-trifluoromethylpyrazolyl)benzonitrile

sodium sulfide

→

2-mercapto-4-(3-trifluoromethylpyrazolyl)benzonitrile

収率 97.6%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   洗浄washed with 30 ml of ethyl acetate
2. 2
   抽出extracted with 50 ml of ethyl acetate twice
3. 3
   洗浄washed with 50 ml of water twice
4. 4
   乾燥dried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONThe ethyl acetate was distilled off under reduced pressure

実験手順

5.0 g (18.4 mmol) of 2-chloro-4-(3-trifluoromethylpyrazolyl)benzonitrile in N,N-dimethylformamide was stirred together with 1.86 g (23.9 mmol) of sodium sulfide at 120° C. for 30 minutes. The reaction mixture was cooled to room temperature, mixed with 100 ml of water, washed with 30 ml of ethyl acetate, and the aqueous layer was adjusted at pH 5-6 with citric acid, and extracted with 50 ml of ethyl acetate twice. The ethyl acetate layers were combined, washed with 50 ml of water twice and dried over anhydrous magnesium sulfate. The ethyl acetate was distilled off under reduced pressure to obtain 2-mercapto-4-(3-trifluoromethylpyrazolyl)benzonitrile (yield 97.6%) as a pale yellow powder, which was used in Example 1 (2) as the starting material.

出典