反応 #586132

反応方程式

4-(5-trifluoromethylpyridin-2-yl)-2-fluorobenzonitrile

S-cyclopropylmethylisothiourea hydrobromide salt

sodium hydroxide

→

2-cyclopropylmethylthio-4-(5-trifluoromethylpyridin-2-yl)benzonitrile

収率 96.8%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
2. 2
   その他the reaction mixture was separated with 50 ml of water and 50 ml of ethyl acetate
3. 3
   洗浄The organic layer was washed with 50 ml of water twice
4. 4
   乾燥dried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

実験手順

1.8 g (6.8 mmol) of 4-(5-trifluoromethylpyridin-2-yl)-2-fluorobenzonitrile, 1.6 g (7.6 mmol) of S-cyclopropylmethylisothiourea hydrobromide salt and 50 ml of N,N-dimethylformamide were put into a round-bottomed flask and stirred together with 1.6 g (8 mmol) of 20% aqueous sodium hydroxide overnight. The solvent was distilled off under reduced pressure, and the reaction mixture was separated with 50 ml of water and 50 ml of ethyl acetate. The organic layer was washed with 50 ml of water twice and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 2.2 g of 2-cyclopropylmethylthio-4-(5-trifluoromethylpyridin-2-yl)benzonitrile (yield 96%) as pale yellow feathery crystals (m.p. 135-136° C.).

出典