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

HRID 2168943Notes

Reaction equation

HRID 2168943 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-8ffb75d3278144ef8687a981897d956f
Source dataset
uspto-grants-2015_06
Patent number
US09045436B2

Reaction notes

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