2-Methoxy-4-methylbenzaldehyde → 1-Hydroxy-2-(2-methoxy-4-methylphenyl)-4-methyl-5-(3-pyridyl)imidazole

Participants

Reaction Steps

To a suspension of 1-hydroxyimino-1-(3-pyridyl)acetone (1.0 g) in a mixture of dioxane (20 ml) and ethanol (6 ml), were added 2-methoxy-4-methylbenzaldehyde (1.01 g) and conc. ammonia water (15 ml). The solution was stirred at ambient temperature for 8 days. After evaporation, the residue was dissolved in chloroform, and chromatographed on silicagel eluting with a mixture of chloroform and methanol. The fractions were collected, evaporated, and triturated in diisopropyl ether to give 1-hydroxy-2-(2-methoxy-4-methylphenyl)-4-methyl-5-(3-pyridyl)imidazole (1.46 g).

Provenance & Evidence