反应详情

In a mixture of 30 ml of acetic acid and 6 ml of water was dissolved 2.5 g of 2-(2-methylphenyl)imidazo[2,1-a]isoquinoline with ice-cooling and stirring. A solution of 3.4 g of sodium nitrite in 12 ml of water was added portionwise to this solution and then the mixture was stirred at room temperature for 1 hour. The resulting crude crystals were collected by filtration and washing. The obtained powder was suspended in a mixture of 30 ml of acetic acid and 15 ml of water. To this suspension was added portionwise 6.3 g of zinc powder. After 1 hour, the reaction mixture was filtered, the filtrate was rendered alkaline by the addition of 28% ammonia water, and extracted with ethyl acetate. The extract was washed with water and saturated saline, and dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel and recrystallized from ethyl acetate/petroleum ether to give 2.1 g of the title compound as orange needles.

1. temperaturecooling
2. stirringthe mixture was stirred at room temperature for 1 hour
3. filtrationThe resulting crude crystals were collected by filtration
4. washwashing
5. additionThe obtained powder was suspended in a mixture of 30 ml of acetic acid and 15 ml of water
6. additionTo this suspension was added portionwise 6.3 g of zinc powder
7. filtrationthe reaction mixture was filtered
8. additionby the addition of 28% ammonia water
9. extractionextracted with ethyl acetate
10. washThe extract was washed with water and saturated saline
11. dry with materialdried over anhydrous magnesium sulfate
12. customThe drying agent was removed by filtration
13. customthe solvent was removed under reduced pressure
14. customThe residue was purified by column chromatography on silica gel
15. customrecrystallized from ethyl acetate/petroleum ether