反応 #1535278

反応方程式

4-[4-(diphenylmethyl)-1-piperazinylmethyl]-N1 -ethyl-1,2-benzenediamine

ethyl ethanimidate hydrochloride

→

5-[4-(diphenylmethyl)-1-piperazinylmethyl]-1-ethyl-2-methyl-1H-benzimidazole

溶媒

acetic acid

反応条件

後処理

1. 1
   workup.STIRRINGstirring
2. 2
   温度at reflux
3. 3
   その他The reaction mixture is evaporated
4. 4
   workup.STIRRINGthe residue is stirred in water
5. 5
   抽出the product is extracted with dichloromethane
6. 6
   その他The extract is dried
7. 7
   ろ過filtered
8. 8
   その他evaporated
9. 9
   その他The residue is purified by column-chromatography over silica gel using
10. 10
    workup.ADDITIONa mixture of trichloromethane and methanol (98:2 by volume) as eluent
11. 11
    その他The pure fractions are collected
12. 12
    その他the eluent is evaporated
13. 13
    その他The residue is crystallized from 4-methyl-2-pentanone
14. 14
    ろ過The product is filtered off
15. 15
    その他dried

実験手順

A mixture of 4.8 parts of 4-[4-(diphenylmethyl)-1-piperazinylmethyl]-N1 -ethyl-1,2-benzenediamine and 25 parts of acetic acid is stirred at room temperature till all solid enters solution. Then there are added 1.73 parts of ethyl ethanimidate hydrochloride and stirring is continued first for one hour at room temperature and further for one hour at reflux. The reaction mixture is evaporated and the residue is stirred in water. The whole is alkalized with a sodium hydroxide solution and the product is extracted with dichloromethane. The extract is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (98:2 by volume) as eluent. The pure fractions are collected and the eluent is evaporated. The residue is crystallized from 4-methyl-2-pentanone. The product is filtered off and dried, yielding 2.7 parts of 5-[4-(diphenylmethyl)-1-piperazinylmethyl]-1-ethyl-2-methyl-1H-benzimidazole; mp. 152.9° C.

出典