反应详情

A mixture of 2-[3-chloro-4-[chloro(4-chlorophenyl)methyl]phenyl]-1,2,4-triazine-3,5(2H,4H)-dione (0.015 mol) and 2-mercaptopyridine (0.04 mol) in THF (100 ml) was stirred overnight at RT. 1,8-diazabicyclo[5.4.0]undec-7-ene (0.03 mol) was added and the resulting reaction mixture was stirred for 3 hours. NaOH (1 N; 50 ml) was added. The mixture was stirred for 5 minutes, then extracted with EtOAc. The separated organic layer was washed with water, dried, filtered and the solvent evaporated. The aqueous layers were combined, then acidified (pH=6) with HCl (1 N). This mixture was extracted with CH2Cl2. The separated organic layer was dried, filtered, and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2/THF/CH3OH 94/5/1). The pure fractions were collected and the solvent was evaporated. The residue was stirred overnight in diethyl ether. The solvent was evaporated. The residue was dried, yielding 2.98 g (43%) (±)-2-[3-chloro-4-[(4-chlorophenyl)(2-pyridinyl-thio)methyl]phenyl]-1,2,4-triazine-3,5(2H,4H)-dione (compound 93).

1. customthe resulting reaction mixture
2. stirringwas stirred for 3 hours
3. stirringThe mixture was stirred for 5 minutes
4. extractionextracted with EtOAc
5. washThe separated organic layer was washed with water
6. customdried
7. filtrationfiltered
8. customthe solvent evaporated
9. extractionThis mixture was extracted with CH2Cl2
10. customThe separated organic layer was dried
11. filtrationfiltered
12. customthe solvent was evaporated
13. customThe residue was purified by column chromatography over silica gel (eluent: CH2Cl2/THF/CH3OH 94/5/1)
14. customThe pure fractions were collected
15. customthe solvent was evaporated
16. stirringThe residue was stirred overnight in diethyl ether
17. customThe solvent was evaporated
18. customThe residue was dried