Reaktion #1359654

Reaktionsgleichung

1,2,4-benzenetriamine dihydrochloride

4,4′-dihydroxybenzil

→

product

Ausbeute 167.3%

2,3-Bis(4-hydroxyphenyl)quinoxalin-6-ylamine dihydrochloride salt

Ausbeute 167.3%

Lösungsmittel

dioxane water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was refluxed for 3 hours
2. 2
   SonstigeThen solvent was removed in vacuo
3. 3
   workup.DISSOLUTIONThe residue was dissolved in 2 ml of methanol
4. 4
   workup.ADDITIONthis solution was added dropwise to 40 ml of diethyl ether
5. 5
   SonstigeThe formed dark-red precipitate was collected
6. 6
   Waschenwashed with ether
7. 7
   Sonstigedried in vacuo

Vorschrift

98.04 mg (0.5 mmol) of 1,2,4-benzenetriamine dihydrochloride and 121.2 mg (0.5 mmol) of 4,4′-dihydroxybenzil were dissolved in 2 ml of 1:1 mixture of dioxane-water. The reaction was refluxed for 3 hours. Then solvent was removed in vacuo. The residue was dissolved in 2 ml of methanol and this solution was added dropwise to 40 ml of diethyl ether. The formed dark-red precipitate was collected, washed with ether and dried in vacuo to give 168.3 mg (83.7% yield) of the product. 98.7% purity by LC/MS (230 DAD). Mass-spec [ES+]=330.8. 1H NMR (500 MHz, MeOH-d4) 6.76–6.77 (2H, d), 6.87–6.89 (2H, d), 7.05–7.06 (1H, d), 7.29–7.31 (2H, d), 7.38–7.40 (2H, d), 7.50–7.52 (1H, m), 7.99–8.01 (1H, d).

Quelle