Nitric Acid → 5-Chloro-6-nitro-2,4(1H,3H)-quinazolinedione

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Reaction Steps

A solution of the above quinazolinedione (0.98 g, 5.0 mmol) in conc. H2SO4 (5 mL) was cooled to −10° C., and 90% HNO3 (0.35 g, 5.0 mmol) was added with stirring. Stirring continued for 1 h at −10° C., and 1.5 h at room temperature. The mixture was poured onto ice, filtered, washed with water and dried to give 5-chloro-6-nitroquinazolin-2,4-dione, along with some of the 8-nitro isomer (1.3 g, 94%).

Provenance & Evidence