Phenylhydrazine → Mci-186

HRID 1290558Notes

Reaction equation

HRID 1290558 reaction equation
[C:1]([O:7]CC)(=O)[CH2:2][C:3]([CH3:5])=O.[C:10]1([NH:16][NH2:17])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(O)C>[CH3:5][C:3]1[CH2:2][C:1](=[O:7])[N:16]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:17]=1

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 8868Ethyl Acetoacetate

Product 1

HCID 4021Mci-186Yield 65%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Into 50 ml of ethanol, 13.0 g of ethyl acetoacetate and 10.8 g of phenylhydrazine were added, and the mixture was refluxed under stirring for 3 hours. After left to cool, the precipitated crystals were filtered and recrystallized from ethanol to obtain 11.3 g of 3-methyl-1-phenyl-2-pyrazolin-5-one (Compound No. 1) as colorless crystals.

Workup

  1. temperaturethe mixture was refluxed
  2. waitAfter left
  3. temperatureto cool
  4. filtrationthe precipitated crystals were filtered
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-e31de5b906e14140af3ba1b4432b6c6c
Source dataset
uspto-grants-1998_05
Patent number
USRE035801

Reaction notes

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