Hydrazine → ethyl (5-oxo-2,5-dihydro-1H-pyrazol-3-yl)acetate
Reaction equation
O=[C:2]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:3][C:4](OCC)=[O:5].[NH2:15][NH2:16]>CCO>[O:5]=[C:4]1[NH:16][NH:15][C:2]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:3]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
To a solution of diethyl 3-oxopentanedioate (26.0 g, 129 mmol) in EtOH (250 mL) was added hydrazine (4.38 g, 129 mmol) at room temperature, and the mixture was stirred at 80° C. for 3 hr. The reaction mixture was concentrated under reduced pressure, and the residue was crystallized from diethyl ether-hexane to give the title compound as a white powder (9.79 g, 45%).
Workup
- concentrationThe reaction mixture was concentrated under reduced pressure
- customthe residue was crystallized from diethyl ether-hexane
Sources & evidence
- ORD record
- ord-9afd592fc70c4c1188bf37f1705bcb17
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07915267B2
Reaction notes
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