Hydroxyamine hydrochloride → 4-Chlorophenyl 1-(1, 2, 4-triazol-1-yl)-cyclopropyl ketone oxime

HRID 1761894Notes

Reaction equation

HRID 1761894 reaction equation
[N:1]1([C:6]2([C:9]([C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=3)=O)[CH2:8][CH2:7]2)[CH:5]=[N:4][CH:3]=[N:2]1.Cl.[NH2:19][OH:20].C([O-])(=O)C.[Na+]>C(O)C.O>[N:1]1([C:6]2([C:9](=[N:19][OH:20])[C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=3)[CH2:8][CH2:7]2)[CH:5]=[N:4][CH:3]=[N:2]1

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 136504511-(4-Chlorobenzoyl)-1-(1,2,4-triazol-1-yl)cyclopropane

Product 1

HCID 867430194-Chlorophenyl 1-(1, 2, 4-triazol-1-yl)-cyclopropyl ketone oximeYield 83%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

24.8 g (0.1 mol) of 4-chlorophenyl 1-(1, 2, 4-triazol-1-yl)-cyclopropyl ketone were refluxed for 4 hours with 10.4 g of hydroxylamine hydrochloride, 10.6 g of sodium acetate in 200 ml of ethanol and 100 ml of water, the solvent was removed in vacuo, and the crystal slurry obtained was triturated with water. 21.7 g (83%) of the title compound were obtained as colorless crystals of melting point 186°-218° C.

Workup

  1. customthe solvent was removed in vacuo
  2. customthe crystal slurry obtained
  3. customwas triturated with water

Sources & evidence

ORD record
ord-24102ef0ca3348b8a132add534121a24
Source dataset
uspto-grants-1989_05
Patent number
US04829075

Reaction notes

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