Methylhydrazine → 3-(4-Chlorophenyl)-1-Methyl-1H-Pyrazol-5-Amine

HRID 1295093

Reaction equation

HRID 1295093 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][C:10]#[N:11])=[CH:4][CH:3]=1.[CH3:13][NH:14][NH2:15]>CCO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([NH2:11])[N:14]([CH3:13])[N:15]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 1383084-Chlorobenzoylacetonitrile

Product 1

HCID 27353043-(4-Chlorophenyl)-1-Methyl-1H-Pyrazol-5-AmineYield 46%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-(4-Chloro-phenyl)-3-oxo-propionitrile (1.8 g, 10 mmol) and N-Methylhydrazine (1 mL, excess) in EtOH (30 mL) was stirred to reflux 3 hours. After cooling the precipitate was filtered off, to give the title compound (950 mg, 4.6 mmol) as white crystals in a 46% yield.

Workup

  1. temperatureto reflux 3 hours
  2. temperatureAfter cooling the precipitate
  3. filtrationwas filtered off

Sources & evidence

ORD record
ord-5b329b88a7da4a85ba665c7e2a106894
Source dataset
uspto-grants-2007_07
Patent number
US07241793B2

Linked notes

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