Toluene → HCID 25112244, compound

Participants

Reaction Steps

To a solution of 3-[2-(4-biphenylyliminomethyleneamino)phenyl]acrylate (11) (0.83 g, 2.35 mmol) in toluene (50 ml) was slowly added N-methyl-N-[5-(pyrrolidin-1-yl)pentyl]amine (6) obtained in Example 5 (0.80 g, 4.70 mmol) at 0° C., and the reaction mixture was stirred at room temperature for 1 hour. After the reaction was completed, the resulting reaction mixture was extracted with a saturated 1N NaOH aqueous solution and dichloromethane three times. Then, the combined organic phase was dried with anhydrous magnesium sulfate and distilled under reduced pressure. The resulting residue was subjected to silica gel column chromatography (eluent: dichloromethane:methnol:ammonia water=100:9:1) to give the target compound (0.63 g, 52%).

Provenance & Evidence