Ethanol → 1-Hydroxy-2-(4-acetamido-5-chloro-2-methoxyphenyl)-4-methyl-5-(3-pyridyl)imidazole

Participants

Reaction Steps

To a suspension of 1-hydroxyimino-1-(3-pyridyl)acetone (3.3 g) in a mixture of dioxane (80 ml), ethanol (20 ml) and conc. ammonia water (40 ml) was added 4-acetamido-5-chloro-2-methoxybenzaldehyde (4.54 g) and the resultant mixture was stirred at ambient temperature for 3 days. The reaction mixture was evaporated in vacuo and the residue was dissolved in a mixture of ethyl acetate and 5% hydrochloric acid. The separated aqueous layer was adjusted to pH8.0 with 20% potassium carbonate under stirring and the precipitate was collected by filtration and dried to give 1-hydroxy-2-(4-acetamido-5-chloro-2-methoxyphenyl)-4-methyl-5-(3-pyridyl)imidazole (3.1 g).

Provenance & Evidence