Ammonia → 4-Amino-3-nitropyridine

Reaction equation

[N+:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][C:9]=1Cl)([O-:3])=[O:2].C([O-])(=O)C.[NH4+:15].N>>[N+:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][C:9]=1[NH2:15])([O-:3])=[O:2]

Participants

Reactant 3

HCID 222Ammonia

HCID 517165Ammonium Acetate

HCID 27357814-Chloro-3-nitropyridine

Product 1

HCID 5488034-Amino-3-nitropyridineYield 59%

Conditions

Temperature: 135 °C

Procedure

Five grams (31.5 mmol) of 3-nitro-4-chloropyridine was mixed with 26 g of ammonium acetate, and the mixture was heated at 130-140° C. for 3 hours. The mixture was allowed to cool, and then adjusted to pH 10 with concentrated aqueous ammonia. The precipitated powder was collected by filtration to obtain 2.6 g of the intended yield: 59%).