Hydrazine hydrate (1:1) → 2-hydrazono-1-phenylpropan-1-one O-methyl oxime

HRID 2229132Notes

Reaction equation

HRID 2229132 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:5](=O)[CH3:6].O.[NH2:15][NH2:16]>C(O)C>[CH3:1][O:2][N:3]=[C:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:5](=[N:15][NH2:16])[CH3:6]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 539446061-phenylpropane-1,2-dione 1-(O-methyl oxime)

Product 1

HCID 572718472-hydrazono-1-phenylpropan-1-one O-methyl oximeYield 56%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.5 g (0.014 mol) of 1-phenylpropane-1,2-dione 1-(O-methyl oxime) are heated at 60° C. in 20 ml of ethanol with 1.45 g (0.029 mol) of hydrazine hydrate for 1 hour. The reaction mixture is poured onto water and extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off in vacuo. The residue is stirred with diethyl ether and the crystals are filtered off. 1.5 g (55.6% of theory) of 2-hydrazono-1-phenylpropan-1-one O-methyl oxime of melting point 132° C. are obtained.

Workup

  1. additionThe reaction mixture is poured onto water
  2. extractionextracted with diethyl ether
  3. dry with materialthe organic phase is dried over sodium sulphate
  4. distillationthe solvent is distilled off in vacuo
  5. filtrationthe crystals are filtered off

Sources & evidence

ORD record
ord-f451d3764de9463eaa794004fca71fa6
Source dataset
uspto-grants-2002_07
Patent number
US06420362B1

Reaction notes

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