Nitric Acid → 5-Hydroxy-6-isopropyl-2-(3-methyl-butyl)-4-(7-nitro-1,1-dioxo-1,4-dihydro-1lambda6-benzo[1,2,4]thiadiazin-3-yl)-2H-pyridazin-3-one

Participants

Reaction Conditions

Reaction Steps

To a solution of 5h (0.097 g, 0.025 mmol) in conc H2SO4 (0.65 mL) cooled on ice bath was added conc HNO3 (0.10 mL). After stirring 30 min at 0° C., the reaction mixture was poured onto crushed ice (1.5 g). The resulting precipitate was collected by filtration to give 5i (0.091 g, 85%) as a yellow solid. 1H NMR (400 MHz, D6-DMSO) δ 13.90 (s, 1 H), 8.57 (d, J=2.8 Hz, 1 H), 8.49 (dd, J=9.2, 2.8 Hz, 1 H), 7.82 (d, J=8.8 Hz, 1 H), 4.11 (t, J=6.8 Hz, 2 H), 3.23 (m, 2 H), 1.61 (m, 2 H), 1.21 (d, J=8 Hz, 6 H), 0.93 (d, J=8 Hz, 6 H). MS (ESI+) m/e 450 [M+H]+.

Provenance & Evidence