Hydrazine hydrate (1:1) → 3-isopropyl-1H-pyrazol-5(4H)-one

HRID 457256Notes

Reaction equation

HRID 457256 reaction equation
O.[NH2:2][NH2:3].[C:4]([CH2:9][C:10]([O:12]CC)=O)(=O)[CH:5]([CH3:7])[CH3:6]>C(O)C>[CH:5]([C:4]1[CH2:9][C:10](=[O:12])[NH:2][N:3]=1)([CH3:7])[CH3:6]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 81583Ethyl isobutyrylacetate

Product 1

HCID 184394413-isopropyl-1H-pyrazol-5(4H)-oneYield 66.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
22.5 °C

Procedure

70 g (1.26 mol) of hydrazine hydrate were added dropwise at 10 to 30° C. to a solution of 100 g (0.62 mol) of ethyl isobutyrylacetate in 60 ml of ethanol. After the exothermic reaction had subsided, the mixture was stirred at 20 to 25° C. for a further 14 hours approximately and was then cooled to approximately −10° C. 52 g of the title compound were isolated by filtration.

Workup

  1. customAfter the exothermic reaction
  2. temperaturewas then cooled to approximately −10° C

Sources & evidence

ORD record
ord-da45a32bb11c40cdadadff6e0878b48b
Source dataset
uspto-grants-2007_03
Patent number
US07186861B2

Reaction notes

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