Acetaldehyde → 5-(Benzoxazol-2-yl)-2-methyl-1-n-propylbenzimidazole

Participants

Reaction Steps

To a solution of 2-(2-n-propylaminoanilin-5-yl)benzoxazole (see Working Example 50-1) (148 mg, 0.554 mmol) in dimethylformamide (3 mL) was added an aqueous solution of acetaldehyde (approx. 90%, 104 μL, 1.66 mmol) and oxone (341 mg, 0.554 mmol), and this was stirred at room temperature for 3 hours. After the reaction was complete, aqueous potassium carbonate solution was added, this was filtered and washed with water. The crystals obtained were purified by silica gel column chromatography to yield the title compound (46.6 mg, 29% yield) as gray crystals.

Provenance & Evidence