Hydroxyamine hydrochloride → HCID 54032688, compound

HRID 441868Notes

Reaction equation

HRID 441868 reaction equation
[Cl:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[C:3]=1[CH2:20][C:21]#[N:22].Cl.[NH2:24][OH:25]>C(O)C.C(=O)(O)[O-].[Na+]>[Cl:1][C:2]1[N:6]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:5]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[C:3]=1[CH2:20][C:21](=[N:24][OH:25])[NH2:22]

Participants

5

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 53778394HCID 53778394, compound

Product 1

HCID 54032688HCID 54032688, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 516892Sodium BicarbonateSolvent

Procedure

To a hot solution of 1.0 g of 5-chloro-3-p-chlorophenyl-1-phenyl-pyrazole-4-acetonitrile in 75 ml of ethanol a solution of 0.42 g of hydroxylamine hydrochloride in 6.05 ml of 1 N sodium bicarbonate solution is added and heating is carried out at boiling for 11 hours under reflux. The solution is evaporated to dryness and recrystallised from methanol/water. 5-Chloro-3-p-chlorophenyl-1-phenyl-pyrazole-4-acetamidoxime is obtained with a yield of 86%; F 184°-186° (from toluene).

Workup

  1. temperatureheating
  2. temperatureunder reflux
  3. customThe solution is evaporated to dryness
  4. customrecrystallised from methanol/water

Sources & evidence

ORD record
ord-f77406f0aabf40e48297e2eeb26bd8b6
Source dataset
uspto-grants-1977_08
Patent number
US04042702

Reaction notes

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