3-Nitro-N-(pyridin-2-yl)pyridin-2-amine → 2-(2-Pyridylamino)-3-amino-pyridine

HRID 1701705Notes

Reaction equation

HRID 1701705 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]1[C:13]([N+:14]([O-])=O)=[CH:12][CH:11]=[CH:10][N:9]=1.[H][H]>C(O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]1[C:13]([NH2:14])=[CH:12][CH:11]=[CH:10][N:9]=1

Participants

4

Reactant 2

HCID 133823723-Nitro-N-(pyridin-2-yl)pyridin-2-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 133823752-(2-Pyridylamino)-3-amino-pyridineYield 100.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 18.3 g of the product of Step A in 550 ml of 95% ethanol containing 1.6 g of 10% palladized carbon was hydrogenated at atmosphere pressure at room temperature until 6.3 liters of hydrogen were absorbed (about one hour) and the mixture was filtered to remove the catalyst. The filtrate was evaporated to dryness under reduced pressure and the 15.8 g of residue (98.6% yield) which was easily changed in air was used for the next step immediately.

Workup

  1. customwere absorbed (about one hour)
  2. filtrationthe mixture was filtered
  3. customto remove the catalyst
  4. customThe filtrate was evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-c8212fcf136443a2a04210e5f649363b
Source dataset
uspto-grants-1980_03
Patent number
US04195088

Reaction notes

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