Acetophenone → (1-Phenylethylidene)hydrazine

HRID 1391409Notes

Reaction equation

HRID 1391409 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=O)[CH3:2].[NH2:10][NH2:11]>C(O)C>[C:1](=[N:10][NH2:11])([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 7410AcetophenoneHCID 9321Hydrazine

Product 1

HCID 114650(1-Phenylethylidene)hydrazineYield 69%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

acetophenone (2.0 g, 16 mmol) is diluted in 16 ml of absolute ethanol and then hydrazine (2.3 ml, 48 mmol) is added. The mixture is heated to reflux temperature. After 2 h, the solvent is evaporated and the residue is taken up in ether (150 ml). The medium is washed with water (100 ml). After drying over Na2SO4, the ether is evaporated off. A pale yellow oil (1.5 g, 11 mmol, 69%) is obtained.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux temperature
  3. customthe solvent is evaporated
  4. washThe medium is washed with water (100 ml)
  5. dry with materialAfter drying over Na2SO4
  6. customthe ether is evaporated off

Sources & evidence

ORD record
ord-64bcc0fe4cae47a4881895edeae687f4
Source dataset
uspto-grants-2008_03
Patent number
US07338805B2

Reaction notes

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