1H-1,2,4-Triazole → HCID 22712542, compound

HRID 1721060Notes

Reaction equation

HRID 1721060 reaction equation
Br[CH2:2][C:3](Br)([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:7]=1[F:13])[CH2:4]Br.[NH:15]1[CH:19]=[N:18][CH:17]=[N:16]1.C([O-])([O-])=O.[K+].[K+]>O>[F:13][C:7]1[CH:8]=[C:9]([F:12])[CH:10]=[CH:11][C:6]=1[CH:3]([CH2:4][N:15]1[CH:19]=[N:18][CH:17]=[N:16]1)[CH2:2][N:15]1[CH:19]=[N:18][CH:17]=[N:16]1

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 11036628HCID 11036628, compound

Product 1

HCID 22712542HCID 22712542, compoundYield 23.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 1,2,3-Tribromo-2-(2,4-difluorophenyl)propane (5 g, 12.7 mmol) and water (25 ml), 1,2,4-Triazole (3.5 g, 50.8 mmol) and K2CO3 (3.5 g, 25.5 mmol) were added. The mixture was heated to reflux for 15-18 hours with vigorous stirring. The reaction mixture was cooled to room temperature and the product was extracted with EtOAc (3×100 ml). The combined EtOAc phase was washed with water and dried (Na2SO4). Evaporation of the solvent in vacuo and purification of the residue on a silica gel column with EtOAc and EtOH:EtOAc (1:19) as the elements, furnished the title compound (0.88 g, 23%).

Workup

  1. additionwere added
  2. temperatureThe mixture was heated
  3. temperatureto reflux for 15-18 hours with vigorous stirring
  4. extractionthe product was extracted with EtOAc (3×100 ml)
  5. washThe combined EtOAc phase was washed with water
  6. dry with materialdried (Na2SO4)
  7. customEvaporation of the solvent
  8. customin vacuo and purification of the residue on a silica gel column with EtOAc and EtOH:EtOAc (1:19) as the elements

Sources & evidence

ORD record
ord-5a39a6f6c9794f079c9498b367669b69
Source dataset
uspto-grants-1996_04
Patent number
US05508423

Reaction notes

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