Ethanol → 1-(2-methoxyphenyl)-1H-pyrazole

HRID 337331

Reaction equation

HRID 337331 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][NH2:11].O.[C:13](=O)([O-])[O-].[Na+].[Na+].[CH2:19](O)[CH3:20]>>[CH3:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH:20]=[CH:19][CH:13]=[N:11]1

Participants

5

Reactant 4

HCID 702EthanolHCID 962WaterHCID 10340Sodium CarbonateHCID 28494452-Methoxyphenylhydrazine Hydrochloride

Product 1

HCID 112867471-(2-methoxyphenyl)-1H-pyrazole

Procedure

200 mg of 2-methoxyphenyl hydrazine hydrochloride was dissolved in 5 ml of ethanol, and 189 μl of malonaldehyde bisdimethylacetal was added and heated at reflux for 2 hours. To the reaction mixture was added 50 ml of water, neutralized with a saturated aqueous solution of sodium carbonate, and extracted with 60 ml of ethyl acetate. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to yield 179.4 mg of the title compound.

Workup

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. extractionextracted with 60 ml of ethyl acetate
  4. dry with materialAfter the organic layer was dried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-f40f54081c424eedbe16a9367a5ae4ae
Source dataset
uspto-grants-2014_11
Patent number
US08889727B2

Linked notes

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