Nitric Acid → 1,3,5-Trimethyl-4-nitro-1H-pyrazole

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Reaction Conditions

Reaction Steps

The pyrazole from (a) above (3.1 g; 0.028, moles) was dissolved in cold sulfuric acid (15 mL), cooled to 0° C., and then treated with fuming nitric acid (12 mL). The acidic solution was heated on a steam bath for 2 hours, cooled to room temperature, and poured over ice. The solution was made basic (pH=12) and the precipitate was collected by filtration and washed with water. Yield: 2.3 g (53%), white solid. 1H NMR (CDCl3) δ3.7 (s, 3H), 2.6 (s, 3H), 2.5 (s, 3H) ppm.

Provenance & Evidence