Hydroxylamine HCl → 3,4-difluoro-N'-hydroxybenzenecarboximidamide

HRID 1642817Notes

Reaction equation

HRID 1642817 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[C:5]#[N:6].[Cl-].[OH:12][NH3+:13].C(=O)(O)[O-].[Na+]>C(O)C.O>[F:1][C:2]1[CH:3]=[C:4]([C:5](=[N:13][OH:12])[NH2:6])[CH:7]=[CH:8][C:9]=1[F:10]

Participants

6

Reactant 3

HCID 21645Hydroxylamine HClHCID 516892Sodium BicarbonateHCID 5872033,4-Difluorobenzonitrile

Product 1

HCID 40943713,4-difluoro-N'-hydroxybenzenecarboximidamide

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1.0 g (7.2 mmol) of 3,4-difluorobenzonitrile was initially charged in 30 ml of ethanol, and a solution of 0.5 g (7.2 mmol) of hydroxylammonium chloride and 0.6 g (7.2 mmol) of sodium bicarbonate in 11 ml of water was added at RT. The reaction mixture was stirred at RT for 16 h, concentrated under reduced pressure and reacted without further purification.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customreacted without further purification

Sources & evidence

ORD record
ord-f318a85fe057494a808fb1f517fdf0ad
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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