HCID 15631820, compound → 3,4-Difluoro-2-methylaniline

HRID 2107585Notes

Reaction equation

HRID 2107585 reaction equation
Br[C:2]1[C:7]([NH2:8])=[C:6]([CH2:9]SC)[C:5]([F:12])=[C:4]([F:13])[CH:3]=1>C(O)C.[Ni]>[F:12][C:5]1[C:6]([CH3:9])=[C:7]([CH:2]=[CH:3][C:4]=1[F:13])[NH2:8]

Participants

4

Reactant 1

HCID 15631820HCID 15631820, compound

Product 1

HCID 147388493,4-Difluoro-2-methylanilineYield 117.7%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

Into a solution of 6-bromo-3,4-difluoro-2-methylthiomethylaniline (6.00 g) in ethanol (120 ml) is suspensed Raney nickel (70 ml), and the mixture is stirred at 50° C. for 30 minutes. After removing Raney nickel by filtration, the filtrate is concentrated to give 3,4-difluoro-2-methylaniline (3.77 g) as a colorless oil.

Workup

  1. customAfter removing Raney nickel
  2. filtrationby filtration
  3. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-23d10297796a4ea59cd783783f37df1a
Source dataset
uspto-grants-1990_06
Patent number
US04935420

Reaction notes

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