Hydroxylamine → 2-ethoxy-N'-hydroxybenzenecarboximidamide

HRID 336224

Reaction equation

HRID 336224 reaction equation
[NH2:1][OH:2].[CH2:3]([O:5][C:6]1[CH:13]=[CH:12][CH:11]=[CH:10][C:7]=1[C:8]#[N:9])[CH3:4]>CCO>[CH2:3]([O:5][C:6]1[CH:13]=[CH:12][CH:11]=[CH:10][C:7]=1[C:8](=[N:1][OH:2])[NH2:9])[CH3:4]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 5769222-Ethoxybenzonitrile

Product 1

HCID 40567362-ethoxy-N'-hydroxybenzenecarboximidamideYield 97.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

Hydroxylamine (Fluka 55458; 50% in water; 4.08 mL; 67.95 mmol; 5 eq.) was added to a solution of 2-ethoxybenzonitrile (Fluorochem 18661; 2 g; 13.59 mmol; 1 eq.) in EtOH (30 mL) and the reaction mixture was stirred at 50° C. for 12 hours. Evaporation in vacuo gave a white solid, which was further dried under high vacuum to afford the title compound (2.38 g, 97%) 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-0fbdd441fda74c4392ab37d553ef0602
Source dataset
uspto-grants-2014_11
Patent number
US08889668B2

Linked notes

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