3-Amino-1-phenylpyrazole → 1-phenyl-1H-pyrazol-3-amine

HRID 26274

Reaction equation

HRID 26274 reaction equation
[C:1]1([N:7]2[CH2:11][CH2:10][C:9]([NH2:12])=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)(O)[O-].[Na+]>C(O)(=O)C.Cl[Cu]>[C:1]1([N:7]2[CH:11]=[CH:10][C:9]([NH2:12])=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 987363-Amino-1-phenylpyrazoleHCID 516892Sodium Bicarbonate

Product 1

HCID 5943201-phenyl-1H-pyrazol-3-amineYield 30.4%

Reagents, catalysts & solvents 2

HCID 62652Cuprous chlorideCatalystHCID 176Acetic AcidSolvent2×

Procedure

Using the same apparatus as in Example 1 and following the same modalites, 5 g (0.031 mole) of 1-phenyl-3-amino-2-pyrazoline were dissolved in 15 ml of acetic acid with addition of 0.2 g (0.00201 mole) of CuCl, under an oxygen head. Oxidation was completed after about 5 hours. Acetic acid was neutralized with sodium bicarbonate, it was filtered and the precipitate was extracted with ether. By evaporating the ethereal solution, 1.5 g of 1-phenyl-3-aminopyrazole were obtained.

Workup

  1. filtrationwas filtered
  2. extractionthe precipitate was extracted with ether
  3. customBy evaporating the ethereal solution

Sources & evidence

ORD record
ord-7d675656b0164059bb07db0ee5f118df
Source dataset
uspto-grants-1979_04
Patent number
US04149005

Linked notes

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