Hydrochloric Acid → Hydrochloric Acid

HRID 410070Notes

Reaction equation

HRID 410070 reaction equation
[N+:1]([C:4]1[C:5]([F:13])=[C:6]([CH:9]=[CH:10][C:11]=1[F:12])[C:7]#[N:8])([O-])=O.[ClH:14]>[Pd].CO>[NH2:8][CH2:7][C:6]1[C:5]([F:13])=[C:4]([C:11]([F:12])=[CH:10][CH:9]=1)[NH2:1].[ClH:14]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 457904972,4-Difluoro-3-nitrobenzonitrile

Product 2

HCID 313Hydrochloric AcidHCID 568399693-Amino-2,4-difluoro-benzylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3-nitro-2,4-difluoro-benzonitrile (500 mg, 2.72 mmol), Pd/C (200 mg), conc. HCl (1.50 mL, 18.0 mmol) and MeOH (25 mL) is stirred at rt overnight under a hydrogen atmosphere (3.2 bar). The catalyst is removed by filtration, the filtrate is concentrated and evaporated twice from EtOH to give the sub-title compound as HCl salt.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated
  3. customevaporated twice from EtOH

Sources & evidence

ORD record
ord-69ea13403f5d4ec7af2c1644d956d23f
Source dataset
uspto-grants-2014_06
Patent number
US08759537B2

Reaction notes

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