Benzimidazole → HCID 86695314, compound

Participants

Reaction Conditions

Reaction Steps

0.16 g (0.836 mmol) of CuI, 1.20 g (10.15 mmol) of benzimidazole and 5.70 g (17.50 mmol) of cesium carbonate (CeCO3) were successively added into a 50 ml round bottom flask wrapped by aluminum foil, after introducing nitrogen for 15 minutes, 1 mL (8.36 mmol) of 2,4-difluoro-iodobenzene, 0.30 g (1.67 mmol) of 1,10-ortho-phenanthroline and 25 mL of anhydrous N,N-dimethylformamide (DMF) were successively added to the nitrogen stream to form a reaction mixture; after 30 minutes of continually introducing nitrogen to the reaction mixture, the system was heated in oil bath to 110° C. and stirred for 24 hours; after the reaction was cooled to room temperature, it was concentrated in vacuum, and 10 mL of ethyl acetate was added to the concentrate, the precipitate was removed by filtering, the concentrate was then washed with 30 mL of ethyl acetate, the filtrate was concentrated; the filtrate was applied to silica gel column chromatography using a mixture solution containing ethyl acetate and n-hexane in a volume ratio of 2:3 as eluant, and 0.942 g of 1-(2,4-difluorophenyl)-benzimidazole in a form of yellow liquid was obtained with the yield of 48%.

Provenance & Evidence