Diethyl Ether → 2,3-Bis(3,4-dihydroxyphenyl)quinoxalin-6-ylamine Dihydrochloride

Participants

Reaction Steps

98.0 mg (0.5 mmol) of 1,2,4-benzenetriamine dihydrochloride and 137.1 mg (0.5 mmol) of 3,3′,4,4′-tetrahydroxybenzil were dissolved in 3 ml of MeOH. The reaction was refluxed for 6 hours. Then the reaction mixture was cooled to r.t. and added dropwise to 40 ml of diethyl ether. The formed dark-red precipitate was collected, washed with ether and dried in vacuo to give 184.0 mg (84.7% yield) of the product. 97.7% purity by LC/MS (230 DAD). Mass-spec [ES+]=362.8. 1H NMR (MeOH-d4) 6.73–6.75 (1H, d), 6.78–6.80 (1H, m), 6.88–6.89 (1H, m), 6.94–6.97 (3H, m), 7.03 (1H, d), 7.49–7.51 (1H, dd), 7.97–7.99 (1H, d).

Provenance & Evidence