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

HRID 1509458Notes

Reaction equation

HRID 1509458 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-2e9b723d10b74af288baaa32fc7be4f1
Source dataset
uspto-grants-2015_12
Patent number
US09221836B2

Reaction notes

Loading…