Réaction #586132

Équation de réaction

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

S-cyclopropylmethylisothiourea hydrobromide salt

sodium hydroxide

→

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

Rendement 96.8%

Solvants

N,N-dimethylformamide

Conditions de réaction

Traitement

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

Mode opératoire

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.).

Source