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

HRID 1940841

Reaction equation

HRID 1940841 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-601f7b9a41fe44f198135b9b05c3860d
Source dataset
uspto-grants-1997_12
Patent number
US05700840

Linked notes

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