反应详情

A mixture of 4 parts of 2,6-dichloro-α-(4-chlorophenyl)-4-(3,4,5,6-tetrahydro-4-methyl-3,5-dioxo-1,2,4-triazin-2(1H)-yl)benzeneacetonitrile, 12 parts of acetic acid anhydride and 36 parts of methylbenzene was stirred for 90 hours at reflux temperature. After cooling, 16 parts of methanol were added. The solvent was evaporated in vacuo. The residue was stirred in water and the product was extracted with trichloromethane. The extract was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using trichloromethane as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized for ethanol. The precipitated product was filtered off, washed with 2,2'-oxybispropane and dried, yielding 2.0 parts (42.9%) of 1-acetyl-2-[3,5-dichloro-4-[(4-chlorophenyl)cyanomethyl]phenyl]-1,6-dihydro-4-methyl-1,2,4-triazine-3,5(2H,4H)-dione; mp. 178.1° C. (compound 78).

1. temperatureat reflux temperature
2. temperatureAfter cooling
3. customThe solvent was evaporated in vacuo
4. stirringThe residue was stirred in water
5. extractionthe product was extracted with trichloromethane
6. customThe extract was dried
7. filtrationfiltered
8. customevaporated
9. customThe residue was purified by column chromatography over silica gel
10. customThe pure fractions were collected
11. customthe eluent was evaporated
12. customThe residue was crystallized for ethanol
13. filtrationThe precipitated product was filtered off
14. washwashed with 2,2'-oxybispropane
15. customdried