Phosphorus oxychloride → HCID 14624324, compound

HRID 1650767Notes

Reaction equation

HRID 1650767 reaction equation
O[C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([Cl:14])=[CH:9][C:8]=2[Cl:15])[N:5]=[C:4]([C:16]([CH3:19])([CH3:18])[CH3:17])[N:3]=1.P(Cl)(Cl)([Cl:22])=O>>[Cl:22][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([Cl:14])=[CH:9][C:8]=2[Cl:15])[N:5]=[C:4]([C:16]([CH3:19])([CH3:18])[CH3:17])[N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178441880HCID 178441880, compound

Product 1

HCID 14624324HCID 14624324, compoundYield 84.3%

Procedure

4.8 g (0.015 mol) of 5-hydroxy-3-(tert-butyl)-1-(2,4,6-trichlorophenyl)-1H-1,2,4-triazole was added to 20 ml of phosphorus oxychloride, and stirred under reflux for 24 hours. The reaction mixture was cooled, and excess phosphorus oxychloride was distilled off under reduced pressure. To the residue, 100 ml of dichloromethane was added, and the mixture was washed with water. Then, the dichloromethane layer was dried, and the solvent was distilled off. The residue thereby obtained was purified by silica gel column chromatography to obtain 4.3 g (yield: 84.3%) of the desired compound as white needle like crystals. Melting point 98°-98.5° C.

Workup

  1. temperatureunder reflux for 24 hours
  2. temperatureThe reaction mixture was cooled
  3. distillationexcess phosphorus oxychloride was distilled off under reduced pressure
  4. additionTo the residue, 100 ml of dichloromethane was added
  5. washthe mixture was washed with water
  6. dry with materialThen, the dichloromethane layer was dried
  7. distillationthe solvent was distilled off
  8. customThe residue thereby obtained
  9. customwas purified by silica gel column chromatography

Sources & evidence

ORD record
ord-e5a0c344750548179727f517dfd5da84
Source dataset
uspto-grants-1990_05
Patent number
US04925864

Reaction notes

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