Water → 3H-Pyrazol-3-one, 2,4-dihydro-2-methyl-5-phenyl-

HRID 1289824Notes

Reaction equation

HRID 1289824 reaction equation
[C:1]([CH2:9][C:10]([O:12]CC)=O)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[CH3:16][NH:17][NH2:18]>O1CCOCC1>[CH3:16][N:17]1[C:10](=[O:12])[CH2:9][C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[N:18]1

Participants

5

Reactant 3

HCID 962WaterHCID 6061MethylhydrazineHCID 7170Ethyl benzoylacetate

Product 1

HCID 1425623H-Pyrazol-3-one, 2,4-dihydro-2-methyl-5-phenyl-

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
500 °C

Procedure

To a mixture of 17.3 ml of ethyl benzoylacetate and 10 ml of water heated to 500° C. was added dropwise 5.3 ml of methyl-hydrazine over a period of 10 minutes (temperature rose to 70° C.) and the resulting mixture was heated at 60° C. for 2 hours. After adding 10 ml of dioxane the mixture was stirred at 55°-65° C. overnight, filtered, and the white solid was washed with water and dried in vacuo (P2O5) to afford 13.23 g of 2,4-dihydro-2-methyl-5-phenyl-3H-pyrazol-3-one (Formula III: R1 =CH3 ; R2 =Ph; R3 =H) as a white solid, m.p. 207° C.(d)

Workup

  1. temperaturethe resulting mixture was heated at 60° C. for 2 hours
  2. filtrationfiltered
  3. washthe white solid was washed with water
  4. dry with materialdried in vacuo (P2O5)

Sources & evidence

ORD record
ord-92343ace25f449868aa21d5724860f39
Source dataset
uspto-grants-1998_05
Patent number
US05750550

Reaction notes

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