反应详情

2-amino-4,6-dimethylpyridine(1.69 g), chloroacetic anhydride(3.54 g), and triethylamine(3.83 ml) were stirred in benzene(30 ml) for 1 hour while being cooled with ice. The reaction mixture, with water added thereto, was extracted with ethyl acetate. The extract was dried over sodium sulfate anhydride and then concentrated under a vacuum. To the solution of the residue in dimethylformamide(23 ml) was added potassium phthalimide(2.82 g) and then the mixture was refluxed with stirring for 3 hours. After a large amount of water was added thereto, the depositing crystals were collected by filtration. The solution of the crystals in ethanol(50 ml), with hydrazine monohydrate(1.34 ml) added thereto, was refluxed with stirring for 3 hours and then concentrated under a vacuum. The residue, with water added thereto, was acidified with sodium hydrogencarbonate and then extracted with ethyl acetate. The extract was dried over sodium sulfate anhydride and then was concentrated under a vacuum. The solution of the residue in tetrahydrofuran(45 ml) was dropped into the suspension of lithium aluminium hydride(0.64 g) in tetrahydrofuran(45 ml) while being cooled with ice and the mixture was stirred at room temperature for 1 hour. A small amount of water was added thereto and then the resulting deposit was filtrated out. The filtrate was concentrated under a vacuum, thereby yielding 1.90 g of the aimed compound.

1. temperaturewhile being cooled with ice
2. extractionwas extracted with ethyl acetate
3. dry with materialThe extract was dried over sodium sulfate anhydride
4. concentrationconcentrated under a vacuum
5. additionTo the solution of the residue in dimethylformamide(23 ml) was added potassium phthalimide(2.82 g)
6. temperaturethe mixture was refluxed
7. additionAfter a large amount of water was added
8. filtrationthe depositing crystals were collected by filtration
9. additionThe solution of the crystals in ethanol(50 ml), with hydrazine monohydrate(1.34 ml) added
10. temperaturewas refluxed
11. stirringwith stirring for 3 hours
12. concentrationconcentrated under a vacuum
13. additionThe residue, with water added
14. extractionextracted with ethyl acetate
15. dry with materialThe extract was dried over sodium sulfate anhydride
16. concentrationwas concentrated under a vacuum
17. additionThe solution of the residue in tetrahydrofuran(45 ml) was dropped into the suspension of lithium aluminium hydride(0.64 g) in tetrahydrofuran(45 ml)
18. temperaturewhile being cooled with ice
19. stirringthe mixture was stirred at room temperature for 1 hour
20. additionA small amount of water was added
21. filtrationthe resulting deposit was filtrated out
22. concentrationThe filtrate was concentrated under a vacuum