HCID 178526410, compound → HCID 178507219, compound

Participants

Reaction Conditions

Reaction Steps

A solution of stannous chloride dihydrate (3.7 g, 16 mmol) in 10 ml of conc. hydrochloric acid was added dropwise to a stirred suspension of 2,3-dihydroxy-6-nitrobenzo(f)quinoxaline (1.3 g, 5 mmol) in 8 ml of conc. hydrochloric acid. Then the mixture was stirred at 60-70° C. on an oil bath for 2 h. After cooling on ice, the precipitate was collected, dissolved in boiling water (1 1), filtered while hot, and neutralized to pH 6 with solid sodium hydrogen carbonate. The yellow product was isolated and recrystallized from DMF/water, washed with water, ethanol and ether and finally dried at 110 ° C. to give 0.90 g (63%) of pure title compound, m.p. >300° C., IR (KBr): 1690, ? 1640 and 1605 cm-1,1H-NMR (DMSO-d6): 5.8 (broad s, 2H,NH2), 6.63(s,1H, H-5), 7.2-8.7 (m, 4H, ArH), 11.8 (broad s, 2H, 20H).

Provenance & Evidence