4-Amino-2,5-difluorobenzonitrile → 4-(Aminomethyl)-2,5-difluoroaniline

HRID 656262Notes

Reaction equation

HRID 656262 reaction equation
[NH2:1][C:2]1[C:9]([F:10])=[CH:8][C:5]([C:6]#[N:7])=[C:4]([F:11])[CH:3]=1>[Ni].CO>[NH2:1][C:2]1[C:9]([F:10])=[CH:8][C:5]([CH2:6][NH2:7])=[C:4]([F:11])[CH:3]=1

Participants

4

Reactant 1

HCID 27359004-Amino-2,5-difluorobenzonitrile

Product 1

HCID 450906614-(Aminomethyl)-2,5-difluoroaniline

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

4-amino-2,5-difluorobenzonitrile (400 mg) and Raney nickel Catalyst were added to methanol (20 ml) and the mixture was stirred under hydrogen atmosphere at room temperature for 18 hours. After confirming the completion of the reaction, the resulting mixture was filtered through celite and the filtrate was concentrated under reduced pressure. The following procedure was carried out, using the concentrate which was not purified.

Workup

  1. customthe completion of the reaction
  2. filtrationthe resulting mixture was filtered through celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. concentrationconcentrate which
  5. customwas not purified

Sources & evidence

ORD record
ord-741b233ad0c846098ea527fb4bc75a45
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

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