反応 #75154

反応方程式

5,6-dichloro-1,3-dihydro-1-(3-hydroxypropyl)-2H-benzimidazol-2-one methanesulfonate

1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one

→

8-[3-(5,6-dichloro-1,3-dihydro-2-oxo-2H-benzimidazol-1-yl)propyl]-1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   その他The reaction mixture is evaporated
2. 2
   workup.ADDITIONwater is added to the residue
3. 3
   抽出the product is extracted with trichloromethane
4. 4
   その他The extract is dried
5. 5
   ろ過filtered
6. 6
   その他evaporated
7. 7
   その他The residue is purified by column-chromatography over silica gel using
8. 8
   workup.ADDITIONa mixture of trichloromethane and 10% of methanol as eluent
9. 9
   その他The pure fractions are collected
10. 10
    その他the eluent is evaporated
11. 11
    その他The solid residue is triturated in 4-methyl-2-pentanone
12. 12
    ろ過The product is filtered off
13. 13
    その他dried

実験手順

A mixture of 8 parts of 5,6-dichloro-1,3-dihydro-1-(3-hydroxypropyl)-2H-benzimidazol-2-one methanesulfonate, 9.2 parts of 1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one and 90 parts of N,N-dimethylformamide is stirred and heated at 60° C. for one hour. The reaction mixture is evaporated and water is added to the residue. The whole is alkalized with ammonium hydroxide and the product is extracted with trichloromethane. The extract is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and 10% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. The solid residue is triturated in 4-methyl-2-pentanone. The product is filtered off and dried, yielding 2 parts of 8-[3-(5,6-dichloro-1,3-dihydro-2-oxo-2H-benzimidazol-1-yl)propyl]-1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one; mp. 275.2° C.

出典