(4-Fluorophenyl)hydrazine → HCID 178469981, compound

HRID 1744473Notes

Reaction equation

HRID 1744473 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][NH2:9])=[CH:4][CH:3]=1.C([O:12][CH:13]=[C:14]([C:20]([O-])=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:13]([OH:12])=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:20]=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 69982(4-Fluorophenyl)hydrazineHCID 858292113-Ethoxy-2-ethoxycarbonylprop-2-enoate

Product 1

HCID 178469981HCID 178469981, compoundYield 74.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To ethanol (30 ml) were added 4-fluorophenylhydrazine (7.75 g) and ethyl ethoxymethylenemalonate (2.5 g), and the mixture was refluxed for 3 h. The solvent was evaporated under reduced pressure and diisopropyl ether was added to the residue to allow crystallization. The crystals were recrystallized from a mixed solvent of ethyl acetate-diisopropyl ether to give the title compound (2.5 g), melting point: 127–128° C.

Workup

  1. temperaturethe mixture was refluxed for 3 h
  2. customThe solvent was evaporated under reduced pressure and diisopropyl ether
  3. additionwas added to the residue
  4. customcrystallization
  5. customThe crystals were recrystallized from a mixed solvent of ethyl acetate-diisopropyl ether

Sources & evidence

ORD record
ord-e8f175e53e9842beb167a5cb721f3bda
Source dataset
uspto-grants-2006_03
Patent number
US07015218B1

Reaction notes

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