(4-Fluorophenyl)hydrazine → HCID 3654436, compound

HRID 1744465Notes

Reaction equation

HRID 1744465 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][NH2:9])=[CH:4][CH:3]=1.C(O[CH:13]=[C:14]([C:20]([CH3:22])=O)[C:15]([O:17][CH2:18][CH3:19])=[O:16])C>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:20]([CH3:22])=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:13]=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 69982(4-Fluorophenyl)hydrazineHCID 97734Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl ester

Product 1

HCID 3654436HCID 3654436, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Fluorophenylhydrazine (15.5 g) and ethyl 2-ethoxymethyleneacetoacetate (22.9 g) synthesized according to the method described in J. Chem. Soc. Perkin trans. I, p. 1875, 1988 were stirred in ethanol (200 ml) at a refluxing temperature for 2 h. After the evaporation of the solvent, the residue was recrystallized from a mixed solvent of ethyl acetate-n-hexane to give ethyl 1-(4-fluorophenyl)-5-methylpyrazole-4-carboxylate (17.7 g), melting point: 48–49° C.

Workup

  1. customAfter the evaporation of the solvent
  2. customthe residue was recrystallized from a mixed solvent of ethyl acetate-n-hexane

Sources & evidence

ORD record
ord-fb434f48774b40aca9668d131c74b84e
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

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