Methylamine → 4-Fluoro-2-nitro-N-methylaniline

HRID 474172Notes

Reaction equation

HRID 474172 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH3:12][NH2:13]>>[F:8][C:5]1[CH:6]=[CH:7][C:2]([NH:13][CH3:12])=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 677672,5-Difluoronitrobenzene

Product 1

HCID 27746624-Fluoro-2-nitro-N-methylaniline

Procedure

7.3 g 1,4-difluoro-2-nitrobenzene are slowly added to 30 ml of a 40% aqueous methylamine solution while cooling with ice and the reaction mixture is stirred for 1 hour at ambient temperature. The precipitated product is suction filtered and recrystallized from water and ethanol. 6.3 g product are obtained as a solid. M.p=74-76° C.

Workup

  1. temperaturewhile cooling with ice
  2. filtrationfiltered
  3. customrecrystallized from water and ethanol

Sources & evidence

ORD record
ord-4ecce3855a224a32b017611e5b0df17f
Source dataset
uspto-grants-2014_01
Patent number
US08637519B2

Reaction notes

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