반응 #63845

반응 방정식

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

acetic acid anhydride

methylbenzene

→

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

수율 42.9%

용매

methanol

반응 조건

후처리

1. 1
   온도at reflux temperature
2. 2
   온도After cooling
3. 3
   기타The solvent was evaporated in vacuo
4. 4
   workup.STIRRINGThe residue was stirred in water
5. 5
   추출the product was extracted with trichloromethane
6. 6
   기타The extract was dried
7. 7
   여과filtered
8. 8
   기타evaporated
9. 9
   기타The residue was purified by column chromatography over silica gel
10. 10
    기타The pure fractions were collected
11. 11
    기타the eluent was evaporated
12. 12
    기타The residue was crystallized for ethanol
13. 13
    여과The precipitated product was filtered off
14. 14
    세척washed with 2,2'-oxybispropane
15. 15
    기타dried

실험 절차

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).

출처