Methylhydrazine → 5-Cyclohexyl-2-methyl-2,4-dihydro-3H-pyrazol-3-one

HRID 918345Notes

Reaction equation

HRID 918345 reaction equation
C([C:3]1([CH2:10][CH2:11][C:12]([OH:14])=O)[CH2:8][CH2:7][CH2:6][C:5](=O)[CH2:4]1)C.[CH3:15][NH:16][NH2:17]>C(O)CC>[CH:3]1([C:10]2[CH2:11][C:12](=[O:14])[N:16]([CH3:15])[N:17]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 53842736Ethyl 3-oxo-cyclohexanepropionic acid

Product 1

HCID 152039385-Cyclohexyl-2-methyl-2,4-dihydro-3H-pyrazol-3-one

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

To ethyl 3-oxo-cyclohexanepropionic acid (4.4 g, 0.234 mole) in n-propanol (500 ml) is added dropwise with stirring under nitrogen at 80°C. methylhydrazine (13.8 g, 0.3 mole). After heating at reflux during 5 hours, the reaction is cooled and evaporated to a residual oil. Crystallization from ethylacetate gives a white powder mp 170.5°C. to 172°C.

Workup

  1. temperatureAfter heating
  2. temperatureat reflux during 5 hours
  3. temperaturethe reaction is cooled
  4. customevaporated to a residual oil
  5. customCrystallization from ethylacetate

Sources & evidence

ORD record
ord-a94d851f03054f1098766f77b26e2fbf
Source dataset
uspto-grants-1976_07
Patent number
US03970754

Reaction notes

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