Acetic Acid → Isonicotinaldehyde methyl(phenyl)hydrazone
Reaction equation
[CH3:1][N:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[NH2:3].C(O)(=O)C.[N:14]1[CH:19]=[CH:18][C:17]([CH:20]=O)=[CH:16][CH:15]=1>C(O)C>[CH3:1][N:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[N:3]=[CH:20][C:17]1[CH:18]=[CH:19][N:14]=[CH:15][CH:16]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
One equivalent of methyl phenylhydrazine (58.76 g; 0.4809 mol, compound 2) was diluted in 50 ml of ethanol and 1.5 ml of acetic acid in a three-necked flask on which was mounted a condenser. The reaction medium was then stirred at 0° C. Using a dropping funnel, 1 equivalent of 4-pyridinecarboxaldehyde (51.5 g; 0.4808 mol, compound 1) was added. After addition of the aldehyde, the reaction medium was heated at 65° C. (oilbath temperature) for 13 hours.
Workup
- temperaturethe reaction medium was heated at 65° C. (oilbath temperature) for 13 hours
Sources & evidence
- ORD record
- ord-d23cf5267d6f4496b01b1328a3664da7
- Source dataset
- uspto-grants-2008_08
- Patent number
- US07410506B2
Reaction notes
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