Hydrazine hydrate (1:1) → 4-Hydrazinyl-1-propylquinolin-2(1H)-one
Reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][CH2:13][CH3:14])[C:4](=[O:15])[CH:3]=1.O.[NH2:17][NH2:18]>C(O)C>[NH:17]([C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][CH2:13][CH3:14])[C:4](=[O:15])[CH:3]=1)[NH2:18]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In 140 ml of ethanol was dissolved 6.02 g (27 mmol) of 4-chloro-1-propylquinolin-2(1H)-one, and 140 ml of hydrazine monohydrate was added thereto, followed by refluxing for 3 hours. The reaction mixture was concentrated to an about half of its original volume and then allowed to cool to obtain 5.53 g (94%) of the titled compound as a pale yellow crystal.
Workup
- additionwas added
- temperatureby refluxing for 3 hours
- concentrationThe reaction mixture was concentrated to an about half of its original volume
- temperatureto cool
Sources & evidence
- ORD record
- ord-86f595d44bdf469db6e11a574e53c22e
- Source dataset
- uspto-grants-1993_03
- Patent number
- US05192768
Reaction notes
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