Hydroxylamine → N'-hydroxy-2-(trifluoromethoxy)benzenecarboximidamide

HRID 336223Notes

Reaction equation

HRID 336223 reaction equation
[NH2:1][OH:2].[F:3][C:4]([F:15])([F:14])[O:5][C:6]1[CH:13]=[CH:12][CH:11]=[CH:10][C:7]=1[C:8]#[N:9]>CCO>[OH:2][N:1]=[C:8]([C:7]1[CH:10]=[CH:11][CH:12]=[CH:13][C:6]=1[O:5][C:4]([F:3])([F:14])[F:15])[NH2:9]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 27772322-(Trifluoromethoxy)benzonitrile

Product 1

HCID 2794708N'-hydroxy-2-(trifluoromethoxy)benzenecarboximidamideYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

Hydroxylamine (Fluka 55458; 50% in water; 4.81 mL; 80.16 mmol; 5 eq.) was added to a solution of 2-(trifluoromethoxy)benzonitrile (Apollo PC7438E; 3 g; 16.03 mmol; 1 eq.) in EtOH (20 mL) and the reaction mixture was stirred at 60° C. for 10 hours. Evaporation in vacuo gave a white solid, which was further dried under high vacuum to afford the title compound (3.30 g, 94%) as a white solid.

Workup

  1. customEvaporation in vacuo
  2. customgave a white solid, which
  3. customwas further dried under high vacuum

Sources & evidence

ORD record
ord-f278afa8faf24cfd8229d87986898d0c
Source dataset
uspto-grants-2014_11
Patent number
US08889668B2

Reaction notes

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