Reacción #2171031

Ecuación de reacción

1,2-Diamino-4-methylbenzene

benzil

→

6-methyl-2,3-diphenylquinoxaline

Disolventes

ethanoic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe solvent was evaporated in vacua
2. 2
   Otrothe black residue recrystallised three times from ethanol

Procedimiento

1,2-Diamino-4-methylbenzene (25.0 g, 0.20 mol) and benzil (43 g, 0.20 mol) were refluxed in ethanoic acid (250 ml) overnight. The solvent was evaporated in vacua and the black residue recrystallised three times from ethanol to give pale brown crystals of 6-methyl-2,3-diphenylquinoxaline, 39.6 g, 65% (m.pt. 114.5-116° C. (lit.i 115-116° C.)). 1H NMR (CDCl3, 300 MHz) δ 8.08 (d, J 8.4 Hz, 1H, Hs of quinoxaline), 7.97 (bs, 1H, Hs of quinoxaline), 7.60 (d of d, J 8.4 Hz, J 1.8 Hz, 1H, Hs of quinoxaline), 7.50-7.58 (m, 4H, phenyl rings), 7.30-7.38 (m, 6H, phenyl rings), 2.62 (s, 3H, CH3).

Fuente