Ammonium Hydroxide → 2-Amino-3,5-dinitropyridine

Participants

Reaction Steps

2-Chloro3,5-dinitropyridine (5.38, 26.4 mmol) was suspended in EtOH (75 mL) and NH4OH (28% aq., 30 mL) was added dropwise over 25 minutes with stirring at room temperature. The mixture was stirred for an additional 20 minutes at room temperature and then cooled to 0° C. in an ice bath. The resulting yellow solid was collected by filtration and dried in vacuo at 80° C. to yield 4.42 g (26 mmol, 98%) of yellow solid. 1H NMR (500 MHz, DMSO-d6) δ 8.69 (br s, 1H), 8.96 (d, J=2.83 Hz, 1H), 9.17 (d, J=2.06 Hz, 1H), 9.26 (br s, 1H). EIMS M+1 185.6.

Provenance & Evidence