Ammonia → 2-Amino-5-(trifluoromethyl)pyridine

HRID 2396309Notes

Reaction equation

HRID 2396309 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=1.[NH3:12]>>[NH2:12][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 923422-Chloro-5-(trifluoromethyl)pyridine

Product 1

HCID 7358622-Amino-5-(trifluoromethyl)pyridineYield 91%

Procedure

Into an autoclave made of SUS-316 and having an internal capacity of 2 l, 363 g (2.0 mols) of 2-chloro-5-trifluoromethylpyridine, 19.8 g (0.2 mol) of cuprous chloride and 1,275 g (30.0 mols as NH3) of 40% aqueous ammonia were added, and the reaction was carried out at 120° C. for 16 hours under heating with stirring. After completion of the reaction, the reaction mixture was cooled to room temperature and separated into an aqueous ammonia layer and an oil layer, whereby 335 g of an oil containing 1.5% of the starting material 2-chloro-5-trifluoromethylpyridine and 91% of 2-amino-5-trifluoromethylpyridine (as analyzed by liquid chromatography) was obtained.

Workup

  1. additionwere added
  2. temperatureunder heating
  3. customAfter completion of the reaction
  4. customseparated into an aqueous ammonia layer
  5. additionan oil layer, whereby 335 g of an oil containing 1.5% of the starting material 2-chloro-5-trifluoromethylpyridine

Sources & evidence

ORD record
ord-8d75352dc54646428ee4ff5903c21160
Source dataset
uspto-grants-1996_02
Patent number
US05491239

Reaction notes

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