Hydrazine hydrate (1:1) → 3-hydrazono-butan-2-one O-methyl oxime

HRID 2229133

Reaction equation

HRID 2229133 reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:6](=O)[CH3:7])[CH3:5].O.[NH2:10][NH2:11]>C(O)C>[CH3:1][O:2][N:3]=[C:4]([C:6](=[N:10][NH2:11])[CH3:7])[CH3:5]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 221024butane-2,3-dione mono-(O-methyl oxime)

Product 1

HCID 571830463-hydrazono-butan-2-one O-methyl oximeYield 29.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3 g (0.026 mol) of butane-2,3-dione mono-(O-methyl oxime) are heated at 60° C. in 20 ml of ethanol with 2.6 g (0.052 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 petroleum ether and the crystals are filtered off. 1 g (29.7% of theory) of 3-hydrazono-butan-2-one O-methyl oxime is 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-39698898b8554ed5ad459b12a5aad27a
Source dataset
uspto-grants-2002_07
Patent number
US06420362B1

Linked notes

Loading…