Potassium Carbonate → p-Methoxybenzamidoxime

HRID 865686

Reaction equation

HRID 865686 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=C(C(F)(F)F)[O:10][N:9]=2)=[CH:4][CH:3]=1.Cl.NO.[C:20](=O)([O-])[O-].[K+].[K+]>C(O)C>[CH3:20][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[N:9][OH:10])[NH2:12])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 1357501134-[5-(Trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenol

Product 1

HCID 21471p-MethoxybenzamidoximeYield 20%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-(4-hydroxyphenyl)-5-trifluoromethyl-1,2,4-oxadiazole 13.32 g (0.1 mol) 4-methoxybenzonitrile, 20.85 g (0.3 mol) of hydroxylamine hydrochloride and 41.40 g (0.3 mol) potassium carbonate was added to 400 mL absolute ethanol and refluxed 21 hours. The product was filtered and recrystallized from methanol to give 3.12 g (0.02 mol) of 4-methoxybenzamide oxime.

Workup

  1. temperaturerefluxed 21 hours
  2. filtrationThe product was filtered
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-038ef8cc5e154588849257c4b4c199f6
Source dataset
uspto-grants-1996_10
Patent number
US05567717

Linked notes

Loading…