反应详情

A mixture of 12.9 parts of N1 -butyl-4-[4(diphenylmethyl)-1-piperazinylmethyl]-1,2-benzenediamine, 4.6 parts of ethyl 2-hydroxyethanimidate hydrochloride and 100 parts of acetic acid is stirred overnight at room temperature. The whole is heated to reflux and stirring is continued for 3 hours at reflux temperature. The solvent is evaporated in vacuo and the residue is stirred in water. The free base is liberated in the conventional manner with ammonium hydroxide and 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 methanol (95:5 by volume) as eluent. The fractions with the highest Rf-value are collected and the eluent is evaporated. The residue is crystallized from 21 parts of 2,2'-oxybispropane. The product is filtered off, washed with 2,2'-oxybispropane and dried, yielding 3.5 parts (22.8%) of {1-butyl-5-[4-(diphenylmethyl)-1-piperazinylmethyl]-1H-benzimidazol-2-ylmethyl}acetate; mp. 151.2° C.

1. temperatureThe whole is heated
2. temperatureto reflux
3. stirringstirring
4. waitis continued for 3 hours
5. temperatureat reflux temperature
6. customThe solvent is evaporated in vacuo
7. stirringthe residue is stirred in water
8. extractionextracted with trichloromethane
9. customThe extract is dried
10. filtrationfiltered
11. customevaporated
12. customThe residue is purified by column-chromatography over silica gel using
13. additiona mixture of trichloromethane and methanol (95:5 by volume) as eluent
14. customThe fractions with the highest Rf-value are collected
15. customthe eluent is evaporated
16. customThe residue is crystallized from 21 parts of 2,2'-oxybispropane
17. filtrationThe product is filtered off
18. washwashed with 2,2'-oxybispropane
19. customdried