Hydrazine hydrate (1:1) → 6-Methyl-5-propyl-4,5-dihydropyridazin-3(2H)-one
Reaction equation
[C:1]([CH:4]([CH2:9][CH2:10][CH3:11])[CH2:5][C:6](O)=[O:7])(=O)[CH3:2].[NH2:12][NH2:13].O>CCO>[CH3:2][C:1]1[CH:4]([CH2:9][CH2:10][CH3:11])[CH2:5][C:6](=[O:7])[NH:12][N:13]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 85 °C
Procedure
To a solution of 3-acetyl-hexanoic acid (18.8 g, 119 mmol) in EtOH (150 ml) is added NH2NH2—H2O (6.94 ml, 143 mmol) and the mixture is refluxed (oil bath 85° C.) for 4 hours. solvent is removed in vacuo and to the residue is added water (100 ml) and EtOAc (100 ml). The layers are separated and the aqueous layer is extracted with EtOAc (3×100 ml). The combined extracts are washed with brine (150 ml), dried (Na2SO4) and evaporated. The resulting light yellow oil is used without further purification in the next step.