Hydrazine hydrate (1:1) → 1H-Pyrazole, 4,5-dihydro-3-methyl-5-phenyl-
Reaction equation
O.[NH2:2][NH2:3].[C:4]1(/[CH:10]=[CH:11]/[C:12](=O)[CH3:13])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO>[CH3:13][C:12]1[CH2:11][CH:10]([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:3][N:2]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
17.1 g (342 mmol) of hydrazine monohydrate was dissolved in 500 ml of methanol. Then, 50 g (342 mmol) of trans-4-phenyl-3-buten-2-one dissolved in 100 ml of methanol was gradually dropwise added thereto under stirring within a range of from 5° C. to 15° C. Then, the mixture was stirred at room temperature for 30 hours, and methanol was distilled off under reduced pressure. The residue was distilled under reduced pressure to obtain 41.0 g of the desired 3-methyl-5-phenyl-2-pyrazoline.
Workup
- additionwas gradually dropwise added
- stirringThen, the mixture was stirred at room temperature for 30 hours
- distillationmethanol was distilled off under reduced pressure
- distillationThe residue was distilled under reduced pressure
Sources & evidence
- ORD record
- ord-e86188219a69483abe7df20cec0e3550
- Source dataset
- uspto-grants-1992_10
- Patent number
- US05152824
Reaction notes
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