Dimethylformamide → 2-Amino-3-(trifluoromethyl)benzonitrile

HRID 1283788Notes

Reaction equation

HRID 1283788 reaction equation
Br[C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([F:12])([F:11])[F:10])[C:3]=1[NH2:4].[CH3:13][N:14](C)C=O>CCOCC>[C:13]([C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([F:12])([F:11])[F:10])[C:3]=1[NH2:4])#[N:14]

Participants

4

Reactant 2

HCID 6228DimethylformamideHCID 940592-Bromo-6-(trifluoromethyl)aniline

Product 1

HCID 738682-Amino-3-(trifluoromethyl)benzonitrile

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2-Bromo-6-trifluoromethylaniline (12.0 g., 0.05 mol.) and 4.5 g. (0.05 mol.) of cuprous cyanide in 100 ml. of dimethylformamide is refluxed for 12 hours. The reaction mixture is decomposed by addition of aqueous ferrous sulfate solution, ether is added, the layers are separated and the ethereal phase is washed with water, dried (MgSO4) and concentrated to give 2-cyano-6-trifluoromethylaniline.

Workup

  1. additionis added
  2. customthe layers are separated
  3. washthe ethereal phase is washed with water
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c847fcd345164d58940e0bed0af57a6f
Source dataset
uspto-grants-1976_08
Patent number
US03976633

Reaction notes

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