Nitric Acid → HCID 178519858, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-phenyl-4-imidazolemethanol (17.4 g) and concentrated nitric acid (13.4 ml) is heated on a steam bath for 2.5hours. Three drops of fuming nitric acid are added to initiate the reaction. Next, the pH is adjusted to 8 with concentrated aqueous sodium carbonate and the mixture is cooled to 0° C overnight. The solid is recovered, washed with water and recrystallized from a mixture of 70 ml of ethyl acetate and 20 ml of petroleum ether giving a yellow solid. Treatment of the mother liquor with petroleum ether gives an additional tacky substance which is triturated with 2-propanol giving a second solid. These two solids are taken up in hot 2-propanol and recrystallized as a yellow solid. This solid is recrystallized from ethanol:water (1:1) yielding yellow crystals, m.p. 169°-171.5° C.

Provenance & Evidence