Acetic Acid → N-(6-methoxy-5-methyl-2-nitro-3-pyridinyl)acetamide

Participants

Reaction Conditions

Reaction Steps

Anhydrous acetic acid (20 ml) was added to 6-methoxy-5-methyl-3-pyridineamine (1.18 g, 8.54 mmol) under ice cooling, and stirred at 0° C. for 20 minutes and at room temperature further for 1 hour. The reaction mixture was cooled at 0° C. again, fuming nitric acid (2 ml) was dropped thereto, and the mixture was stirred at 0° C. for 1 hour and 55 minutes and at room temperature further for 1 hour and 45 minutes. The reaction mixture was poured onto ice and adjusted to pH 9 with a 5N sodium hydroxide solution, extracted with ethyl acetate, and then the solvent was evaporated, thereby yielding the title compound (1.94 g) as a yellow solid crude product.

Provenance & Evidence