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

HRID 2168897Notes

Reaction equation

HRID 2168897 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 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. waitnormal pressure for hr
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-5c91a6fbfd39482296d424f58495f1fd
Source dataset
uspto-grants-2015_06
Patent number
US09045436B2

Reaction notes

Loading…