反应详情

Thionyl chloride (1 ml) was added slowly to a mixture of intermediate (22) (0.00456 mol) in THF (15 ml). The mixture was stirred and refluxed for 2.5 hours, poured out on ice and NH4OH and extracted with DCM. The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated till dryness. The residue (4 g) was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH/NH4OH 95/5/0.1; 20–45 μm). The pure fractions were collected and the solvent was evaporated. The residue was crystallized from CH3CN and diethyl ether. The precipitate was filtered off and dried in vacuo. The residue was recrystallized from CH3CN and diethyl ether. The precipitate was filtered off and dried in vacuo, yielding 0.08 g (3%) of 6-(3-chlorophenyl)-8-[(4-chlorophenyl)(1-methyl-1H-imidazol-5-yl)methyl]-1,3,4,6-tetrahydro-2H-5,1-benzothiazocin-2-one, mp. 199° C.

1. temperaturerefluxed for 2.5 hours
2. extractionextracted with DCM
3. customThe organic layer was separated
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. customthe solvent was evaporated till dryness
7. customThe residue (4 g) was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH/NH4OH 95/5/0.1; 20–45 μm)
8. customThe pure fractions were collected
9. customthe solvent was evaporated
10. customThe residue was crystallized from CH3CN and diethyl ether
11. filtrationThe precipitate was filtered off
12. customdried in vacuo
13. customThe residue was recrystallized from CH3CN and diethyl ether
14. filtrationThe precipitate was filtered off
15. customdried in vacuo