3-fluoro-N-(4-methoxybutyl)-2-nitroaniline → 6-Fluoro-2-(4-methoxybutylamino)aniline

HRID 1184131Notes

Reaction equation

HRID 1184131 reaction equation
[F:1][C:2]1[C:3]([N+:15]([O-])=O)=[C:4]([CH:12]=[CH:13][CH:14]=1)[NH:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][CH3:11]>CO.[C].[Pd]>[F:1][C:2]1[C:3]([NH2:15])=[C:4]([NH:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][CH3:11])[CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 583554133-fluoro-N-(4-methoxybutyl)-2-nitroaniline

Product 1

HCID 583552296-Fluoro-2-(4-methoxybutylamino)anilineYield 100%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

3-Fluoro-N-(4-methoxybutyl)-2-nitroaniline (2.90 g) was dissolved in methanol (50 ml), palladium-carbon (5%, 230 mg) was added, and the mixture was stirred for 3 hr under a hydrogen atmosphere. The reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure to give the object product (2.54 g).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e771aee59e694b788457585951fd3414
Source dataset
uspto-grants-2014_03
Patent number
US08664380B2

Reaction notes

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