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

HRID 1259952Notes

Reaction equation

HRID 1259952 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-e4a76232552744148e09bef0130b8377
Source dataset
uspto-grants-2013_06
Patent number
US08466282B2

Reaction notes

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