Nitric Acid → Benzamide

Participants

Reaction Conditions

Reaction Steps

3-Acetyl-2-hydroxy-N-(tetrazol-5-yl)benzamide (6.0 g) was dissolved in concentrated sulphuric acid (30 ml). The solution was then cooled to 0° C. and, with stirring, was treated with concentrated nitric acid (density 1.42; 1.62 ml) at such a rate that the temperature did not exceed 10° C. The mixture was left to stand at between 0° and 5° C. for 20 hours, and was then poured into a mixture of ice and water (300 ml). The precipitated solid was collected, washed with water, and recrystallized from 98% w/w formic acid to give 3-acetyl-2-hydroxy-5-nitro-N-tetrazol-5-yl)benzamide, m.p. 255° C. (with decomposition).

Provenance & Evidence