3,4,4-Trifluoro-3-butene-1-amine → HCID 178518876, compound

HRID 274791Notes

Reaction equation

HRID 274791 reaction equation
[F:1][C:2](=[C:6]([F:8])[F:7])[CH2:3][CH2:4][NH2:5].[O:9]=[C:10]1[NH:14][N:13]=[CH:12][CH:11]1[CH:15]=O>C(O)C>[F:1][C:2](=[C:6]([F:8])[F:7])[CH2:3][CH2:4][NH:5][CH:15]=[C:11]1[CH:12]=[N:13][NH:14][C:10]1=[O:9]

Participants

4

Reactant 2

HCID 152391453,4,4-Trifluoro-3-butene-1-amineHCID 197042724,5-dihydro-5-oxo-1H-pyrazole-4-carboxaldehyde

Product 1

HCID 178518876HCID 178518876, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3,4,4-trifluoro-3-butene-1-amine (2.25 g, 0.018 mole) and 4,5-dihydro-5-oxo-1H-pyrazole-4-carboxaldehyde (1.12 g 0.01 mole) in absolute ethanol (30 mL) is heated at reflux for 15 min. The solution is concentrated and the residue is recrystallized from ether/dichloromethane to give 1.49 g of the title compound as an yellow solid, a 68% yield. m.p. 126°-130° C.

Workup

  1. temperatureat reflux for 15 min
  2. concentrationThe solution is concentrated
  3. customthe residue is recrystallized from ether/dichloromethane

Sources & evidence

ORD record
ord-081e57efec3e4011b8da8222be6ba17d
Source dataset
uspto-grants-1995_02
Patent number
US05389680

Reaction notes

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