4-Fluoro-2-nitro-N-methylaniline → 4-Fluoro-N1-methylbenzene-1,2-diamine

HRID 330889Notes

Reaction equation

HRID 330889 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH3:9])=[C:4]([N+:10]([O-])=O)[CH:3]=1>C(OCC)(=O)C.[Ni]>[F:1][C:2]1[CH:3]=[C:4]([NH2:10])[C:5]([NH:8][CH3:9])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 27746624-Fluoro-2-nitro-N-methylaniline

Product 1

HCID 199648134-Fluoro-N1-methylbenzene-1,2-diamineYield 76.4%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

6.2 g (4-fluoro-2-nitrophenyl)-methylamine are suspended in 200 ml of ethyl acetate and hydrogenated with 1 g of Raney nickel at a pressure of 5 bar and ambient temperature. After 4.5 hours the catalyst is suction filtered and the filtrate is evaporated to dryness. 3.9 g product are obtained as an oil.

Workup

  1. filtrationsuction filtered
  2. customthe filtrate is evaporated to dryness

Sources & evidence

ORD record
ord-2e1cc77f2e1e4970b45d518fa20839cb
Source dataset
uspto-grants-2014_11
Patent number
US08877758B2

Reaction notes

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