HCID 13102700, compound → 3-Pyridinamine, 6-(3,4-dichlorophenoxy)-

HRID 1758002Notes

Reaction equation

HRID 1758002 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[Cl:18])[O:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][N:7]=1>C(O)C.[Pd]>[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][C:17]=1[Cl:18])[O:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][N:7]=1

Participants

4

Reactant 1

HCID 13102700HCID 13102700, compound

Product 1

HCID 5148873-Pyridinamine, 6-(3,4-dichlorophenoxy)-

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The 2-(3,4-dichlorophenoxy)-5-nitropyridine described above was divided into 4 portions of 23.7 g each, and each portion was then hydrogenated in absolute ethanol employing a palladium catalyst as well known in the art. After removal of the catalyst, the ethanol filtrates were combined and evaporated to dryness. The residue which remained was diluted with isopropyl alcohol and hexane and then chilled. The resulting solid was collected by filtration and vacuum dried to give 70.8 g of 2-(3,4-dichlorophenoxy)-5-pyridinamine as a rose colored powder, m.p. 78°-79.3° C.

Workup

  1. customAfter removal of the catalyst
  2. customevaporated to dryness
  3. additionThe residue which remained was diluted with isopropyl alcohol and hexane
  4. temperaturechilled
  5. filtrationThe resulting solid was collected by filtration and vacuum
  6. customdried

Sources & evidence

ORD record
ord-c413b7171c6c49f4bc18813bf7d962e8
Source dataset
uspto-grants-1983_02
Patent number
US04371537

Reaction notes

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