Ammonium Hydroxide → 2-Fluoro-4-nitroaniline

HRID 1033155Notes

Reaction equation

HRID 1033155 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1F.[OH-].[NH4+:13]>>[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[NH2:13]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 1230531,2-Difluoro-4-nitrobenzene

Product 1

HCID 1012542-Fluoro-4-nitroaniline

Conditions

Temperature
135 °C

Procedure

A mixture of 10.0 grams (0.063 mole) of 3,4-difluoronitrobenzene and 40 mL of aqueous 29% ammonium hydroxide was placed in a pressure bottle and sealed. The mixture was stirred and heated at 135° C. for about 18 hours. The bottle and contents were then cooled and the bottle opened. A solid was collected by filtration and washed, first with water and then with petroleum ether. The solid was dried, yielding 9.4 grams of 2-fluoro-4-nitroaniline.

Workup

  1. customsealed
  2. temperatureThe bottle and contents were then cooled
  3. filtrationA solid was collected by filtration
  4. washwashed, first with water
  5. customThe solid was dried

Sources & evidence

ORD record
ord-61f2438f05754372b22fc76dd7f4ced1
Source dataset
uspto-grants-1994_05
Patent number
US05310723

Reaction notes

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