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

HRID 1184085Notes

Reaction equation

HRID 1184085 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:15]([O-])=O)=[C:6]([CH:14]=1)[NH:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][CH3:13]>CO.[C].[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:15])=[C:6]([NH:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][CH3:13])[CH:14]=1

Participants

4

Reactant 1

HCID 583557555-fluoro-N-(4-methoxybutyl)-2-nitroaniline

Product 1

HCID 583555474-Fluoro-2-(4-methoxybutylamino)anilineYield 104.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

5-Fluoro-N-(4-methoxybutyl)-2-nitroaniline (494 mg) was dissolved in methanol (20 ml), 10% palladium carbon (50% in water, 100 mg) was added, and the mixture was stirred under a hydrogen stream at ambient temperature and normal pressure for 15 hr. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to give the object product (451 mg) as an oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b8327fbadb7f438aaf374979ca945dff
Source dataset
uspto-grants-2014_03
Patent number
US08664380B2

Reaction notes

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