Methyl Ethyl Ketone → 4-[2-(Butan-2-ylidene)hydrazinyl]pyridin-2(1H)-one
Reaction equation
[NH:1]([C:3]1[CH:8]=[CH:7][NH:6][C:5](=[O:9])[CH:4]=1)[NH2:2].[CH3:10][C:11](=O)[CH2:12][CH3:13]>C(O)C>[C:11](=[N:2][NH:1][C:3]1[CH:8]=[CH:7][NH:6][C:5](=[O:9])[CH:4]=1)([CH2:12][CH3:13])[CH3:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
4-hydrazino-1H-pyridin-2-one (20.1 g, 161.0 mmol) prepared in Step 1 and 2-butanone (21.6 ml, 241.0 mmol) were added to ethanol (400 ml). The reaction mixture was refluxed under stirring for 4 hours and cooled to 0° C. The resulting precipitate was filtered and then washed with cooled ethanol to give the titled compound as a white solid. (Yield: 75.0%)
Workup
- temperatureThe reaction mixture was refluxed
- filtrationThe resulting precipitate was filtered
- washwashed with cooled ethanol
Sources & evidence
- ORD record
- ord-a6183902262e465cb02c104c445331a1
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08148529B2
Reaction notes
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