反应详情

A mixture of 9.3 parts of 5-chloro-1,3-dihydro-1-(3-hydroxypropyl)-2H-benzimidazol-2-one and 83 parts of a hydrobromic acid solution 48% in water was stirred and refluxed for 6 hours. The reaction mixture was cooled and allowed to crystallize overnight at room temperature. The precipitated product was filtered off and stirred a few times in 100 parts of water till the pH of the filtrate was greater than 2. The product was stirred and refluxed for 1 hour in 55 parts of chlorobenzene with 1.3 parts of activated charcoal. The latter was filtered off and the filtrate was allowed to crystallize overnight in an ice-box. The product was filtered off and recrystallized twice: first from chlorobenzene (activated charcoal) and then from methylbenzene (activated charcoal), yielding 4.9 parts of 1-(3-bromopropyl)-5-chloro-1,3-dihydro-2H-benzimidazol-2-one; mp. 161.5° C. (intermediate 29).

1. temperaturerefluxed for 6 hours
2. temperatureThe reaction mixture was cooled
3. customto crystallize overnight at room temperature
4. filtrationThe precipitated product was filtered off
5. stirringstirred a few times in 100 parts of water till the pH of the filtrate
6. stirringThe product was stirred
7. temperaturerefluxed for 1 hour in 55 parts of chlorobenzene with 1.3 parts of activated charcoal
8. filtrationThe latter was filtered off
9. customto crystallize overnight in an ice-box
10. filtrationThe product was filtered off
11. customrecrystallized twice