Hydrazine → 1,3-Diphenyl-1H-pyrazol-5-amine

HRID 982582Notes

Reaction equation

HRID 982582 reaction equation
[NH2:1][NH2:2].[C:3]([CH2:11][C:12]#[N:13])(=O)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C([O-])([O-])=O.[Na+].[Na+]>Cl>[C:4]1([N:1]2[C:12]([NH2:13])=[CH:11][C:3]([C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)=[N:2]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 9321HydrazineHCID 10340Sodium CarbonateHCID 64799Benzoylacetonitrile

Product 1

HCID 1999691,3-Diphenyl-1H-pyrazol-5-amineYield 178.7%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To a solution of 1.08 g hydrazine in 10 ml 5N hydrochloric acid was added 1.45 g benzoylacetonitrile (prepared according to the procedure of 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 2.1 g 1,3-diphenyl-5-aminopyrazole.

Workup

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

Sources & evidence

ORD record
ord-c4e64e6ac2aa45f0a4b002036f78dcb6
Source dataset
uspto-grants-2005_03
Patent number
US06861162B2

Reaction notes

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