Реакция #53566

Уравнение реакции

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

S-cyclopropylmethylisothiourea hydrobromide salt

sodium hydroxide

→

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

Выход 96.8%

Растворители

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
2. 2
   Другоеthe reaction mixture was separated with 50 ml of water and 50 ml of ethyl acetate
3. 3
   ПромывкаThe organic layer was washed with 50 ml of water twice
4. 4
   Сушкаdried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

Методика

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 (B 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.).

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