反应详情

To a mixture of [5-ethyl-6-(furan-2-yl)-pyrimidin-4-yl]-hydrazine (2.85 g), acetonitrile (50 ml), and para-toluensulfonyl chloride (2.86 g), pyridine (2.37 g) was added under ice-cooling, and the reaction mixture was stirred at room temperature for 2 hours. To the reaction mixture, water (50 ml) was added, and the precipitated solids were collected by filtration. The solid was sequentially washed with water (20 ml) and acetonitrile (20 ml), and dried. To the resulting solid, sodium hydroxide (8.1 g), ethylene glycol (100 ml), and water (50 ml) were added, and stirred under reflux for 3 hours. After standing to cool the reaction mixture to room temperature, to the reaction mixture, water was added, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 2.03 g of 5-ethyl-4-furan-2-yl-pyrimidine.

1. additionwas added under ice-
2. temperaturecooling
3. filtrationthe precipitated solids were collected by filtration
4. washThe solid was sequentially washed with water (20 ml) and acetonitrile (20 ml)
5. customdried
6. additionTo the resulting solid, sodium hydroxide (8.1 g), ethylene glycol (100 ml), and water (50 ml) were added
7. stirringstirred
8. temperatureunder reflux for 3 hours
9. temperatureto cool the reaction mixture to room temperature
10. additionto the reaction mixture, water was added
11. extractionextracted with ethyl acetate
12. dry with materialThe organic layer was dried over sodium sulfate
13. concentrationconcentrated under reduced pressure