Phosphorus oxychloride → 5-tert-butyl-7-chloro[1,2,4]triazolo[1,5-a]pyrimidine

HRID 1583274Notes

Reaction equation

HRID 1583274 reaction equation
O[C:2]1[N:3]2[C:7]([N:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)=[N:6][CH:5]=[N:4]2.P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:2]1[N:3]2[C:7]([N:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)=[N:6][CH:5]=[N:4]2

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178441199HCID 178441199, compound

Product 1

HCID 167682715-tert-butyl-7-chloro[1,2,4]triazolo[1,5-a]pyrimidine

Procedure

A mixture of 20 g of 4-hydroxy-6-t-butyl-1,3,3a,7-tetrazaindene and 80 ml of phosphorus oxychloride was refluxed for 3 to 4 hours at a temperature kept at 140° to 150° C. by means of an oil bath. After excess phosphorus oxychloride was distilled away under reduced pressure, the reaction mixture was poured into ice water. The reaction product was extracted with methylene chloride and dried over anhydrous sodium sulfate. After the removal of methylene chloride by distillation, pale yellow crystals were obtained. Yield 16 g.

Workup

  1. temperaturewas refluxed for 3 to 4 hours at a temperature
  2. customkept at 140° to 150° C. by means of an oil bath
  3. distillationAfter excess phosphorus oxychloride was distilled away under reduced pressure
  4. additionthe reaction mixture was poured into ice water
  5. extractionThe reaction product was extracted with methylene chloride
  6. dry with materialdried over anhydrous sodium sulfate
  7. customAfter the removal of methylene chloride
  8. distillationby distillation
  9. custompale yellow crystals were obtained

Sources & evidence

ORD record
ord-d73d8a4a7d19444cbf0108de2d7e423f
Source dataset
uspto-grants-1985_11
Patent number
US04551419

Reaction notes

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