Ammonium Hydroxide → 4-Amino-2-fluoro-5-nitrobenzonitrile

HRID 1733890Notes

Reaction equation

HRID 1733890 reaction equation
[F:1][C:2]1[CH:9]=[C:8](F)[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][C:3]=1[C:4]#[N:5].[OH-].[NH4+:15]>>[NH2:15][C:8]1[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][C:3]([C:4]#[N:5])=[C:2]([F:1])[CH:9]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 118197152,4-Difluoro-5-nitrobenzonitrile

Product 1

HCID 104197934-Amino-2-fluoro-5-nitrobenzonitrileYield 96%

Procedure

20 g (108 mmol) of 2,4-difluoro-5-nitrobenzonitrile was added to 200 ml of 25% ammonium hydroxide and the mixture was stirred for 90 min. at room temperature. The yellow precipitate was isolated by filtration and washed with water and a small amount of cold ethanol to give 18.8 g (96%) of the title compound. M.p. 197°-199° C.

Workup

  1. customThe yellow precipitate was isolated by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-dcc631b784ed4da1ad9fd423148eb8a0
Source dataset
uspto-grants-1996_07
Patent number
US05532236

Reaction notes

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