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

HRID 2394974

Reaction equation

HRID 2394974 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-1532d45a86fc4234960aa087756cbefd
Source dataset
uspto-grants-1998_09
Patent number
US05811578

Linked notes

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