反应详情

Methanol (100 ml) was stirred at RT and sodium (0.09 mol) was added. The mixture was stirred until complete dissolution. (1H-imidazol-2-yl)methanamine (0.045 mol) was added. The mixture was stirred for 30 minutes. NaCl was removed by filtration and the filtrate was evaporated. Toluene was added and azeotroped on the rotary evaporator. 2-[3-chloro-4-[chloro(4-chlorophenyl)methyl]phenyl]-1,2,4-triazine-3,5(2H,4H)-dione (0.015 mol) and acetonitrile (50 ml) were added. The resulting reaction mixture was stirred and refluxed for 20 hours. The solvent was evaporated, the residue was stirred in water, and extracted with CH2Cl2/CH3OH (90/10). The separated organic layer was dried, filtered, and the solvent evaporated. The residue was purified over silica gel on a glass filter (eluent: CH2Cl2/CH3OH 90/10). The pure fractions were collected and the solvent was evaporated. The residue was stirred in CH3CN, filtered off, washed with DIPE, then dried, yielding 1.1 g (16.5%) of (±)-2-[3-chloro-4-[(4-chlorophenyl)[(1H-imidazol-2-ylmethyl)amino]methyl]phenyl]-1,2,4-triazine-3,5(2H,4H)-dione (compound 50).

1. stirringThe mixture was stirred for 30 minutes
2. customNaCl was removed by filtration
3. customthe filtrate was evaporated
4. additionToluene was added
5. customazeotroped on the rotary evaporator
6. customThe resulting reaction mixture
7. stirringwas stirred
8. temperaturerefluxed for 20 hours
9. customThe solvent was evaporated
10. stirringthe residue was stirred in water
11. extractionextracted with CH2Cl2/CH3OH (90/10)
12. customThe separated organic layer was dried
13. filtrationfiltered
14. customthe solvent evaporated
15. customThe residue was purified over silica gel on a glass
16. filtrationfilter (eluent: CH2Cl2/CH3OH 90/10)
17. customThe pure fractions were collected
18. customthe solvent was evaporated
19. stirringThe residue was stirred in CH3CN
20. filtrationfiltered off
21. washwashed with DIPE
22. customdried