Hydrazine hydrate (1:1) → [4'-Fluoro-2-(4-trifluoromethylphenyl)acetophenone]hydrazone

HRID 1975657

Reaction equation

HRID 1975657 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.O.[NH2:22][NH2:23]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[N:22][NH2:23])[CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 98172164'-Fluoro-2-(4-trifluoromethylphenyl)acetophenone

Product 1

HCID 85677185[4'-Fluoro-2-(4-trifluoromethylphenyl)acetophenone]hydrazone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

5.1 g (18.1 mmol) of 4'-fluoro-2-(4-trifluoromethylphenyl)acetophenone was dissolved in 100 ml of ethanol, and 8.8 ml (181 mmol) of hydrazine monohydrate was added thereto. The mixture was refluxed under heating for 2 hours. After completion of the reaction, ethanol was distilled off under reduced pressure, and water was added to the residue. The mixture was extracted with dichloromethane. The extract was dried over an hydrous sodium sulfate, and the solvent was distilled off to obtain [4'-fluoro-2-(4-trifluoromethylphenyl)acetophenone]hydrazone as a yellow oily substance.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 2 hours
  3. distillationwas distilled off under reduced pressure, and water
  4. additionwas added to the residue
  5. extractionThe mixture was extracted with dichloromethane
  6. dry with materialThe extract was dried over an hydrous sodium sulfate
  7. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-5ddb47e1406345ea80569a0f87ba740d
Source dataset
uspto-grants-1994_02
Patent number
US05288727

Linked notes

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