Ammonia → 4-Amino-3-nitropyridine

HRID 1491641Notes

Reaction equation

HRID 1491641 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

4

Reactant 3

HCID 222AmmoniaHCID 517165Ammonium AcetateHCID 27357814-Chloro-3-nitropyridine

Product 1

HCID 5488034-Amino-3-nitropyridineYield 59.3%

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 product (yield: 59%).

Workup

  1. temperaturethe mixture was heated at 130°-140° C. for 3 hours
  2. temperatureto cool
  3. filtrationThe precipitated powder was collected by filtration

Sources & evidence

ORD record
ord-54fb4af1f66b4c588175f8beca76da9b
Source dataset
uspto-grants-1994_12
Patent number
US05371086

Reaction notes

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