2-Nitro-3-(trifluoromethyl)aniline → 2,3-Diaminobenzotrifluoride

HRID 1470629Notes

Reaction equation

HRID 1470629 reaction equation
[N+:1]([C:4]1[C:9]([C:10]([F:13])([F:12])[F:11])=[CH:8][CH:7]=[CH:6][C:5]=1[NH2:14])([O-])=O.[H][H]>[Pd].CO>[F:11][C:10]([F:12])([F:13])[C:9]1[CH:8]=[CH:7][CH:6]=[C:5]([NH2:14])[C:4]=1[NH2:1]

Participants

5

Reactant 2

HCID 2230862-Nitro-3-(trifluoromethyl)anilineHCID 178418361HCID 178418361, compound

Product 1

HCID 4367592,3-Diaminobenzotrifluoride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A slurry of 2-nitro-3-trifluoromethyl-phenylamine (0.678 g, 3.2 mmol) and 10% palladium on carbon (0.067 g) in methanol (20 mL) was hydrogenated with a hydrogen balloon for 2 h. After completion of the reaction, the reaction mixture was filtered and the solvent was evaporated under vacuum to obtain the title compound as off white solid (0.420 g, 73.17%).

Workup

  1. customAfter completion of the reaction
  2. filtrationthe reaction mixture was filtered
  3. customthe solvent was evaporated under vacuum

Sources & evidence

ORD record
ord-8b6e021da47e493fb613ff26585e66fd
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

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