Methylamine → 5-fluoro-N-methyl-2-nitroaniline

HRID 2291964Notes

Reaction equation

HRID 2291964 reaction equation
F[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH3:12][NH2:13]>>[F:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([NH:13][CH3:12])[CH:7]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 679672,4-Difluoronitrobenzene

Product 1

HCID 229057745-fluoro-N-methyl-2-nitroanilineYield 60%

Procedure

To stirred 2,4-difluoronitrobenzene (9.54 g., 60 mmole) was added dropwise an aqueous solution of methylamine (40 wt. %) (11.6 g) in an ice bath. The mixture was stirred for another 1 hour. The yellow precipitate was collected by filtration, washed with water and dried in vacuo to give the compound (7) as yellow crystals (6.1 g., 60%).

Workup

  1. filtrationThe yellow precipitate was collected by filtration
  2. washwashed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-2f4166f77de442b49200f099b2174fcc
Source dataset
uspto-grants-1989_01
Patent number
US04799934

Reaction notes

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