Water → 6-Bromo-3-nitro-2-pyridinamine

HRID 1368225Notes

Reaction equation

HRID 1368225 reaction equation
Br[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Br:11])[N:3]=1.[NH4+:12].C(O)C.O>C(O)C>[NH2:12][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Br:11])[N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 5550532,6-Dibromo-3-nitropyridineHCID 19365559Ammonium ethanol

Product 1

HCID 120977456-Bromo-3-nitro-2-pyridinamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 2,6-dibromo-3-nitropyridine (5.00 g) in ethanol (10 ml) was added a solution (6.8 M, 15 ml) of ammonium/ethanol at room temperature, and the mixture was stirred at room temperature for 19 hr in a sealed container. Water (25 ml) was added to the reaction mixture, and the precipitate was collected by filtration and washed with ethanol. This was suspended in ethanol (55 ml), heated, and allowed to cool. The precipitate was collected by filtration to give 2-amino-6-bromo-3-nitropyridine as a yellow powder (3.19 g).

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washwashed with ethanol
  3. temperatureheated
  4. temperatureto cool
  5. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-cf8c280b8dfd4666ad89c9c8484a8bcb
Source dataset
uspto-grants-2003_06
Patent number
US06573274B1

Reaction notes

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