反応 #1476493

反応方程式

5-[4-(diphenylmethyl)-1-piperazinylmethyl]-1-methyl-1H-benzimidazol-2-amine

acetyl chloride

ammonium hydroxide

→

N-{5-[4-(diphenylmethyl)-1-piperazinylmethyl]-1-methyl-1H-benzimidazol-2-yl}acetamide

溶媒

pyridine

反応条件

後処理

1. 1
   温度while cooling at 0°-5° C
2. 2
   workup.ADDITIONpoured onto ice-water
3. 3
   抽出The product is extracted with methylbenzene
4. 4
   洗浄The extract is washed with water
5. 5
   その他dried
6. 6
   ろ過filtered
7. 7
   その他evaporated
8. 8
   その他The residue is purified by column-chromatography over silica gel using
9. 9
   workup.ADDITIONa mixture of trichloromethane and methanol (95:5 by volume) as eluent
10. 10
    その他The pure fractions are collected
11. 11
    その他the eluent is evaporated
12. 12
    その他The residue is crystallized from 2-propanol
13. 13
    ろ過The product is filtered off
14. 14
    洗浄washed with 2-propanol and 2,2'-oxybispropane
15. 15
    その他dried

実験手順

To a stirred mixture of 4.1 parts of 5-[4-(diphenylmethyl)-1-piperazinylmethyl]-1-methyl-1H-benzimidazol-2-amine and 25 parts of pyridine are added dropwise 0.79 parts of acetyl chloride while cooling at 0°-5° C. Upon completion, stirring is continued for one hour at 80° C. The reaction mixture is cooled to room temperature, poured onto ice-water and alkalized with ammonium hydroxide. The product is extracted with methylbenzene. The extract is washed with water, dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from 2-propanol. The product is filtered off, washed with 2-propanol and 2,2'-oxybispropane, and dried, yielding 3 parts of N-{5-[4-(diphenylmethyl)-1-piperazinylmethyl]-1-methyl-1H-benzimidazol-2-yl}acetamide; mp. 202.5° C.

出典