反应详情

1.61 g (7.50 mmol) of 3-chloro-4-methoxycarbonylbenzoic acid is dissolved in 40 mL of N,N-dimethylformamide and combined with 1.30 g (8.00 mmol) of N,N′-carbonyldiimidazole and stirred for 15 minutes at ambient temperature under a nitrogen atmosphere. Then 1.0 mL (7.5 mmol) of triethylamine, 1.5 mL (15 mmol) of N-methylmorpholine, and 1.69 g (7.75 mmol) of C-(5-chloro-1H-benzimidazol-2-yl)methylamine are added successively and stirred for a further 16 hours at ambient temperature under a nitrogen atmosphere. Then the reaction mixture is poured into 1 L of ice water, the precipitate is separated off by filtering, washed with a little demineralized water, and dried at 40° C. Finally the product is recrystallized from petroleum ether/ethyl acetate (2:1). Yield: 2.40 g (85%); Rf value: 0.58 (silica gel; dichloromethane/ethanol=9:1); C17H13Cl2N3O3 (378.22); mass spectrum: (M−H)−=376/78/80 (chlorine isotope).

1. stirringstirred for a further 16 hours at ambient temperature under a nitrogen atmosphere
2. customthe precipitate is separated off
3. filtrationby filtering
4. washwashed with a little demineralized water
5. customdried at 40° C
6. customFinally the product is recrystallized from petroleum ether/ethyl acetate (2:1)