2-chloro-3-nitro-6-(trifluoromethyl)pyridine → 2-Chloro-6-(trifluoromethyl)pyridin-3-amine

HRID 1976066Notes

Reaction equation

HRID 1976066 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[C:4]([C:11]([F:14])([F:13])[F:12])[N:3]=1.[H][H]>C(OCC)(=O)C.[Pt](=O)=O>[NH2:8][C:7]1[C:2]([Cl:1])=[N:3][C:4]([C:11]([F:13])([F:12])[F:14])=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 107992932-chloro-3-nitro-6-(trifluoromethyl)pyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 27376462-Chloro-6-(trifluoromethyl)pyridin-3-amineYield 100%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2-Chloro-3-nitro-6-trifluoromethylpyridine (22.7 g, 0.10 mol) and platinum(IV) oxide (500 mg) in ethyl acetate (500 ml) were hydrogenated at 20 psi hydrogen for 2 hrs, then the catalyst was removed by filtration. The filtrate was concentrated to give the product as a tan solid (19.5 g, 0.1 mol, 99% yield).

Workup

  1. customthe catalyst was removed by filtration
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-023a0347fa7f4a33bf479b1faf426aae
Source dataset
uspto-grants-2001_05
Patent number
US06225320B1

Reaction notes

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