2-Methylthiomethyl-3,4,6-trifluoroaniline → 3,4,6-Trifluoro-2-methylaniline

HRID 486252

Reaction equation

HRID 486252 reaction equation
CS[CH2:3][C:4]1[C:10]([F:11])=[C:9]([F:12])[CH:8]=[C:7]([F:13])[C:5]=1[NH2:6]>[Ni].C(O)C>[CH3:3][C:4]1[C:10]([F:11])=[C:9]([F:12])[CH:8]=[C:7]([F:13])[C:5]=1[NH2:6]

Participants

4

Reactant 1

HCID 189744612-Methylthiomethyl-3,4,6-trifluoroaniline

Product 1

HCID 226251783,4,6-Trifluoro-2-methylanilineYield 71.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

To 2-methylthiomethyl-3,4,6-trifluoroaniline (22.2 g) are added ethanol (400 ml) and Raney nickel (200 g) and the mixture is stirred at room temperature for 30 minutes. After the catalyst is filtered off, the filtrate is added with water and extracted with dichloromethane. The is dried over magnesium sulfate and concentrated to give 2-methyl-3,4,6-trifluoroaniline (12.3 g).

Workup

  1. filtrationAfter the catalyst is filtered off
  2. additionthe filtrate is added with water
  3. extractionextracted with dichloromethane
  4. dry with materialThe is dried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-65a42f8c16c84334b479a3ff0c9274d7
Source dataset
uspto-grants-1994_03
Patent number
US05290934

Linked notes

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