反应详情

温度

50 °C

To a solution of methyl 3-(3-cyanopyrazin-2-ylthio)propanoate (1.56 g, 6.96 mmol) in anhydrous tetrahydrofuran at room temperature was added 60% sodium hydroxide suspension (0.34 g, 8.4 mmol). Vigorous hydrogen evolution was observed. After 1 h at room temperature there appeared to be no reaction, the reaction temperature was raised to 50° C. for 6 h, whereupon the starting material was consumed by TLC. The reaction was quenched by the addition ice, followed by 5% aqueous citric acid. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium bicarbonate solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to yield 3-mercaptopyrazine-2-carbonitrile (1.1 g) as an orange solid. MW=137 confirmed by LC-MS, tr=4.79 min (Method Y) MH+=136-138.

1. customno reaction
2. customwas consumed by TLC
3. customThe reaction was quenched by the addition ice
4. extractionThe mixture was extracted with ethyl acetate
5. washThe organic layer was washed with saturated aqueous sodium bicarbonate solution
6. dry with materialdried over anhydrous sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure