Hydrazine hydrate (1:1) → 4-(4-Fluorophenyl)-1H-pyrazole

HRID 222241Notes

Reaction equation

HRID 222241 reaction equation
C[N:2](C)[CH:3]=[C:4]([C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1)[CH:5]=O.O.[NH2:16]N>C(O)C>[F:13][C:10]1[CH:11]=[CH:12][C:7]([C:4]2[CH:3]=[N:2][NH:16][CH:5]=2)=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 54517698HCID 54517698, compound

Product 1

HCID 153764824-(4-Fluorophenyl)-1H-pyrazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3-(dimethylamino)-2-(4-fluorophenyl)acrylaldehyde (3.0 g) in ethanol (30 mL) was added hydrazine monohydrate (0.90 mL), followed by heating and refluxing for 3 hours. After leaving to be cooled, the solvent was evaporated under reduced pressure until the amount of the reaction liquid was reduced to about a half. Water (20 mL) was added thereto, and the resulting solid was collected by filtration and dried under reduced pressure to obtain 4-(4-fluorophenyl)-1H-pyrazole (2.44 g) as a yellow solid.

Workup

  1. temperatureby heating
  2. temperaturerefluxing for 3 hours
  3. customAfter leaving
  4. temperatureto be cooled
  5. customthe solvent was evaporated under reduced pressure until the amount of the reaction liquid
  6. additionWater (20 mL) was added
  7. filtrationthe resulting solid was collected by filtration
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-a55d38e5f6024b1196e1f3b99f18f842
Source dataset
uspto-grants-2012_06
Patent number
US08207199B2

Reaction notes

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