Water → Benzenamine, N-methyl-2-nitro-4-(trifluoromethyl)-

HRID 1829142Notes

Reaction equation

HRID 1829142 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH3:15][NH2:16].C(O)C.O>C(O)C>[CH3:15][NH:16][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 962WaterHCID 677784-Fluoro-3-nitrobenzotrifluorideHCID 22028356Methylamine ethanol

Product 1

HCID 88405Benzenamine, N-methyl-2-nitro-4-(trifluoromethyl)-Yield 96.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Fluoro-3-nitrobenzotrifluoride (25 g) was dissolved in ethanol (50 mL), and 30% methylamine-ethanol solution (97.9 g) was gradually added dropwise under ice-cooling, and the mixture was stirred at room temperature for 40 min. The reaction mixture was added to water, and the precipitated solid was collected by filtration to give 4-methylamino-3-nitrobenzotrifluoride (25.5 g) as yellow crystals.

Workup

  1. temperaturecooling
  2. filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-207760e6c96a481a815307814c370c3b
Source dataset
uspto-grants-2006_06
Patent number
US07060722B2

Reaction notes

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