Sodium Carbonate → 1-pyridyl-3-phenyl-5-aminopyrazole

HRID 982583Notes

Reaction equation

HRID 982583 reaction equation
[NH:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][N:4]=1)[NH2:2].[C:9]([CH2:17][C:18]#[N:19])(=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C([O-])([O-])=O.[Na+].[Na+]>Cl>[N:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[N:1]1[C:18]([NH2:19])=[CH:17][C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:2]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 64799BenzoylacetonitrileHCID 786452-Hydrazinopyridine

Product 1

HCID 122881361-pyridyl-3-phenyl-5-aminopyrazoleYield 80.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To a solution of 1.09 g 2-hydrazinopyridine in 10 ml 5N hydrochloric acid was added 1.45 g benzoylacetonitrile (from Example 2) under stirring. The mixture was refluxed for 3 hrs. After cooling, the solution was neutralized with Na2CO3. The yellow precipitate was filtrated, washed with H2O, and dried to get 1.9 g 1-pyridyl-3-phenyl-5-aminopyrazole.

Workup

  1. temperatureThe mixture was refluxed for 3 hrs
  2. temperatureAfter cooling
  3. filtrationThe yellow precipitate was filtrated
  4. washwashed with H2O
  5. customdried

Sources & evidence

ORD record
ord-7c96b55dfb784c90af3c147605115390
Source dataset
uspto-grants-2005_03
Patent number
US06861162B2

Reaction notes

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