Methanol → 2,6-Dianilino-3,5-dinitropyridine

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, a mixture of 3,5-dinitro-2,6-pyridine dimethanesulfonamide (50 g, 0.14 mole), 200 ml aniline and 250 ml N,N-dimethylacetamide was heated with stirring to 140°C and then maintained at this temperature for 6 hours. The warm (90°C) mixture was poured onto 450 ml methanol with stirring and 20 ml triethylamine added. The precipitate was washed with methanol and dried to afford 2,6-dianilino-3,5-dinitropyridine (34.5 g, 70%) as an orange solid, mp. 224-225.5. Anal. Calcd. for C17H13N5O4 : C, 58.1; H, 3.7. Found: c, 57.4; H, 3.4.

Provenance & Evidence