Methylamine → 6-chloro-N-methyl-3-nitropyridin-2-amine

Participants

Reaction Steps

2,6-Dichloro-3-Nitropyridine (2.0 g, 10 mmol) and sodium carbonate (2.8 g, 26 mmol) were added to a round bottom flask under nitrogen, and suspended in ethanol (100 mL). 2M methylamine in methanol (7.8 mL) was then added and stirred at room temperature for 3 hours. The yellow solution was concentrated, and then redissolved in ethyl acetate followed by washing with sodium bicarbonate and brine. The organic phase was dried over sodium sulfate, filtered, and concentrated. The yellow solid was then redissolved in ethanol and recrystallized to give 6-chloro-N-methyl-3-nitropyridin-2-amine (1-1) as a yellow solid. MS (M+H)+: observed=188.0, calculated=188.6.

Provenance & Evidence