反应详情

温度

40 °C

To a stirred and heated (60° C.) solution of 41.3 parts of 1H-benzimidazol-2-amine in 162 parts of N,N-dimethylformamide (DMF) were added portionwise during a 40 minutes period 12 parts of sodium hydride dispersion 60%. Upon completion, stirring at 60° C. was continued for 30 minutes. After cooling to 40° C., there was added dropwise during 25 minutes a solution of 50 parts of 1-(chloromethyl)-3-fluorobenzene in 9 parts of DMF and 36 parts of methylbenzene. After the addition was complete, the whole was stirred for 1.50 hours at 50°-65° C. The reaction mixture was cooled and water was added. The solid product was filtered off and crystallized from a mixture of 2,2'-oxybispropane, tetrahydrofuran and methanol. The product was filtered off and recrystallized from methylbenzene, yielding 34.8 parts of 1-[(3-fluorophenyl)methyl]-1H-benzimidazol-2-amine; mp. 188.1° C. (1).

1. stirringUpon completion, stirring at 60° C.
2. additionAfter the addition
3. stirringthe whole was stirred for 1.50 hours at 50°-65° C
4. temperatureThe reaction mixture was cooled
5. filtrationThe solid product was filtered off
6. customcrystallized from a mixture of 2,2'-oxybispropane, tetrahydrofuran and methanol
7. filtrationThe product was filtered off
8. customrecrystallized from methylbenzene