3,4-Dimethylaniline → 3-[(3,4-Dimethylphenyl)amino)-4,6-dinitrophenol

HRID 2054667Notes

Reaction equation

HRID 2054667 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[CH3:9])[NH2:5].[N+:10]([C:13]1[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[C:16]([OH:22])=[CH:15][C:14]=1F)([O-:12])=[O:11]>C(O)C>[CH3:1][C:2]1[CH:3]=[C:4]([NH:5][C:14]2[CH:15]=[C:16]([OH:22])[C:17]([N+:19]([O-:21])=[O:20])=[CH:18][C:13]=2[N+:10]([O-:12])=[O:11])[CH:6]=[CH:7][C:8]=1[CH3:9]

Participants

4

Reactant 2

HCID 72483,4-DimethylanilineHCID 150838855-Fluoro-2,4-dinitrophenol

Product 1

HCID 219380413-[(3,4-Dimethylphenyl)amino)-4,6-dinitrophenol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

6.6 g of 3,4-dimethylaniline was added to a suspension that consists of 4 g of 4,6-dinitro-3-fluorophenol (J. Org. Chem. 1991, 5958) in 100 ml of ethanol, and it was stirred for 7 days at 40° C. After cooling, it was suctioned off, and the residue was recrystallized from ethanol.

Workup

  1. temperatureAfter cooling
  2. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-682f72b291f846e0b98e7e2f2430800e
Source dataset
uspto-grants-2008_02
Patent number
US07329679B2

Reaction notes

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