Hydrazine hydrate (1:1) → 4-(2-Methoxyphenyl)-1H-pyrazole
Reaction equation
C[N:2](C)[CH:3]=[C:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:13][CH3:14])[CH:5]=O.O.[NH2:17]N>C(O)C>[CH3:14][O:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[C:4]1[CH:3]=[N:2][NH:17][CH:5]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 3-dimethylamino-2-(2-methoxyphenyl)propenal (4.68 g, 22.8 mmol) and hydrazine hydrate (6.7 ml) in ethanol (100 ml) is heated at reflux for 30 minutes. The solvent is removed in vacuo and the residue is chromatographed (silica gel, dichloromethane/ethanol 95:5) to give 2.69 g of 4-(2-methoxyphenyl)pyrazole (68%).
Workup
- temperatureat reflux for 30 minutes
- customThe solvent is removed in vacuo
- customthe residue is chromatographed (silica gel, dichloromethane/ethanol 95:5)
Sources & evidence
- ORD record
- ord-5eed3c7b1660419eb4b7d03afb07a3e3
- Source dataset
- uspto-grants-2004_05
- Patent number
- US06730792B2
Reaction notes
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