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

HRID 1779355Notes

Reaction equation

HRID 1779355 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 end filtered. The residue obtained after evaporation of the solvent was redissolved in dichloromethane (25 mL) end 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 end
  2. filtrationfiltered
  3. customThe residue obtained
  4. customafter evaporation of the solvent
  5. dissolutionwas redissolved in dichloromethane (25 mL) end
  6. filtrationfiltered
  7. customEvaporation of the solvent

Sources & evidence

ORD record
ord-7f91cbce116745c3b57a1eb0e93d9c0a
Source dataset
uspto-grants-1997_05
Patent number
US05627174

Reaction notes

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