1H-1,2,4-Triazole → 1-(3,4,4-trifluoro-1-oxo-3-butenyl)-1H-1,2,4-triazole

HRID 1739688

Reaction equation

HRID 1739688 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[F:6][C:7](=[C:12]([F:14])[F:13])[CH2:8][C:9](Cl)=[O:10]>C(OCC)(=O)C>[F:6][C:7](=[C:12]([F:14])[F:13])[CH2:8][C:9]([N:1]1[CH:5]=[N:4][CH:3]=[N:2]1)=[O:10]

Participants

4

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 109207893,4,4-Trifluoro-3-butenoyl chloride

Product 1

HCID 218364821-(3,4,4-trifluoro-1-oxo-3-butenyl)-1H-1,2,4-triazoleYield 94.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 1,2,4-triazole (1.38 g, 20 mmol) in ethyl acetate (100 mL) was added 3,4,4-trifluoro-3-butenoyl chloride (1.59 g, 10 mmol) at r.t. with stirring. The mixture was stirred for 30 min and filtered. The residue obtained after evaporation of the solvent was redissolved in dichloromethane (25 mL) and filtered Evaporation of the solvent gave 1.8 g (94%) of the desired product as a clear oil.

Workup

  1. stirringThe mixture was stirred for 30 min
  2. filtrationfiltered
  3. customThe residue obtained
  4. customafter evaporation of the solvent
  5. dissolutionwas redissolved in dichloromethane (25 mL)
  6. filtrationfiltered
  7. customEvaporation of the solvent

Sources & evidence

ORD record
ord-1297cd1140294f6c92b0f0d134040ba3
Source dataset
uspto-grants-1999_10
Patent number
US05968916

Linked notes

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