3-methoxy-N-(4-methoxybutyl)-2-nitroaniline → 6-Methoxy-2-(4-methoxybutylamino)aniline

HRID 1509464Notes

Reaction equation

HRID 1509464 reaction equation
[CH3:1][O:2][C:3]1[C:4]([N+:16]([O-])=O)=[C:5]([CH:13]=[CH:14][CH:15]=1)[NH:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][CH3:12]>CO.[C].[Pd]>[CH3:1][O:2][C:3]1[C:4]([NH2:16])=[C:5]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][CH3:12])[CH:13]=[CH:14][CH:15]=1

Participants

4

Reactant 1

HCID 583557683-methoxy-N-(4-methoxybutyl)-2-nitroaniline

Product 1

HCID 583557266-Methoxy-2-(4-methoxybutylamino)anilineYield 103.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

3-Methoxy-N-(4-methoxybutyl)-2-nitroaniline (230 mg) was dissolved in methanol (30 ml), palladium-carbon (5%, 90 mg) was added, and the mixture was stirred for 2 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 (210 mg).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b25f06d14d434680a6ee846eb580dad4
Source dataset
uspto-grants-2015_12
Patent number
US09221836B2

Reaction notes

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