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

HRID 441961Notes

Reaction equation

HRID 441961 reaction equation
O=[C:2]([CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)[CH2:3][C:4](OCC)=[O:5].[CH3:15][NH:16][NH2:17]>C(O)CC>[CH:9]1([C:2]2[CH2:3][C:4](=[O:5])[N:16]([CH3:15])[N:17]=2)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 266327Ethyl 3-cyclohexyl-3-oxopropanoate

Product 1

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

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

To ethyl β-oxocyclohexanepropionate (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° 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-0e520f958fcb4f41ad2ff2276cd2a0e5
Source dataset
uspto-grants-1977_08
Patent number
US04044013

Reaction notes

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