1H-1,2,4-Triazole → HCID 12848951, compound

HRID 2296335Notes

Reaction equation

HRID 2296335 reaction equation
[F:1][CH2:2][C:3]([CH2:20][F:21])([CH3:19])[C:4](=[O:18])[CH:5](Br)[O:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=1.[NH:22]1[CH:26]=[N:25][CH:24]=[N:23]1>C(#N)C>[F:1][CH2:2][C:3]([CH2:20][F:21])([CH3:19])[C:4](=[O:18])[CH:5]([N:22]1[CH:26]=[N:25][CH:24]=[N:23]1)[O:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=1

Participants

4

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 12848949HCID 12848949, compound

Product 1

HCID 12848951HCID 12848951, compoundYield 82.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

100 g (0.267 mole) of 3,3-bis fluoromethyl-1-bromo-1-(3-trifluoromethylphenoxy)-butan-2-one and 37.2 g (0.54 mole) of 1,2,4-triazole in 600 ml of acetonitrile were heated to 65° C. for 6 hours, while stirring. The solvent was then distilled off under a waterpump vacuum, the residue was taken up in 800 ml of methylene chloride and the mixture was washed twice with 1,000 ml of water each time. The organic phase was dried over sodium sulphate and concentrated. The oily residue was distilled under a high vacuum. 80 g (82.4% of theory) of 3,3-bisfluoromethyl-1-(1,2,4-triazol-1-yl)-1-(3-trifluoromethylphenoxy)-butan-2-one of boiling point 136°-41° C./0.1 mm Hg were obtained.

Workup

  1. distillationThe solvent was then distilled off under a waterpump vacuum
  2. washthe mixture was washed twice with 1,000 ml of water each time
  3. dry with materialThe organic phase was dried over sodium sulphate
  4. concentrationconcentrated
  5. distillationThe oily residue was distilled under a high vacuum

Sources & evidence

ORD record
ord-8225b12c54e44379bf40097cd992debf
Source dataset
uspto-grants-1984_01
Patent number
US04428949

Reaction notes

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