Phosphorus pentachloride → HCID 70276105, compound

HRID 1737861Notes

Reaction equation

HRID 1737861 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([N:20]2[CH:24]=[N:23][CH:22]=[N:21]2)[CH:10](O)[CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:5][CH:4]=1)#[N:2].P(Cl)(Cl)(Cl)(Cl)Cl>C(#N)C>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([N:20]2[CH:24]=[N:23][CH:22]=[N:21]2)=[CH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 21843576HCID 21843576, compound

Product 1

HCID 70276105HCID 70276105, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1-[1-(4-cyanophenyl)-2-hydroxy4-phenylbutyl]-1,2,4-triazole (0.42 g, 0.00132 mol) is dissolved into acetonitrile. Phosphorous pentachloride (0.27 g, 0.0013 mol) is added into the solution and the mixture is refluxed for 2 hours. Acetonitrile is evaporated, the residue is dissolved with 2 M aqueous sodium hydroxide and extracted with methylene chloride. Methylene chloride is dried and the product is crystallized from ethyl acetate as hydrogen chloride salt (isomer a).

Workup

  1. temperaturethe mixture is refluxed for 2 hours
  2. customAcetonitrile is evaporated
  3. dissolutionthe residue is dissolved with 2 M aqueous sodium hydroxide
  4. extractionextracted with methylene chloride
  5. dry with materialMethylene chloride is dried
  6. customthe product is crystallized from ethyl acetate as hydrogen chloride salt (isomer a)

Sources & evidence

ORD record
ord-50c627c844ac46a69027ea45da61dc3f
Source dataset
uspto-grants-1999_10
Patent number
US05962495

Reaction notes

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