Methylamine → 2-fluoro-N-methyl-4-nitroaniline

HRID 2114870Notes

Reaction equation

HRID 2114870 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1F.[CH3:12][NH2:13]>O>[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[NH:13][CH3:12]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 1230531,2-Difluoro-4-nitrobenzene

Product 1

HCID 119518472-fluoro-N-methyl-4-nitroaniline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 3,4-difluoro-nitrobenzene (13, 5.0 g, 31.4 mmol) taken in dimethyl sulfoxie (30 mL) was added 40% aqueous methylamine in portions. The reaction was stirred at room temperature for 30 minutes. The reaction was diluted with 150 mL of water and the resulting precipitate was filtered and dried under vacuum to obtain solid (5.34 g) in 98% isolated yield.

Workup

  1. filtrationthe resulting precipitate was filtered
  2. customdried under vacuum

Sources & evidence

ORD record
ord-48f978daa52842bd867a0684ab3ac8a9
Source dataset
uspto-grants-2008_10
Patent number
US07435751B2

Reaction notes

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