Nitric Acid → HCID 15066357, compound

Participants

Reaction Steps

2-Ethoxalylamino-1-nitronaphthalene (11.5 g, 0.04 mol) was dissolved in 80 ml of sulfuric acid (d 1.84)by portionwise addition, with vigorous stirring on an ice-bath. Nitric acid (1.66 ml, 0.04 mol, d 1.52) in 20 ml of sulfuric acid (d 1.84) was added dropwise during 1 h at 0° C., and the mixture was stirred at this temperature for a further hour. The mixture was cautiously poured into 600 ml of ice/water with vigorous stirring. The yellow solid was collected, washed with water, and boiled with 300 ml of ethanol. The hot suspension was filtered and the undissolved residue was washed with 200 ml of ether to yield 7.35 g (55%) of the title compound, m.p. 232.7-233.4° C. (acetic acid),1H-NMR (DMSO-d6) 1.33 (t,J=7Hz,3H,CH3), 4.34 (q,J=7Hz,2H,CH2), 7.7-8.6 (m,5H,ArH), 11.12 (s,1H,NH).

Provenance & Evidence