Phosphorus oxychloride → 35202-29-0

HRID 274578Notes

Reaction equation

HRID 274578 reaction equation
O[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)=[CH:6][N:5]=[CH:4][N:3]=1.P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)=[CH:6][N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178423875HCID 178423875, compound

Product 1

HCID 2009303235202-29-0Yield 71%

Procedure

A mixture of 4-hydroxy-5-(p-tolyl)pyrimidine (9 g, 48 mmol) and phosphorous oxychloride (44 ml) was heated under reflux for 2 hours. After the reaction mixture was concentrated to dryness, the residue was poured into iced water to precipitate crystals which were extraced with methylene chloride. The extract was washed with water, dried and concentrated to dryness. The residue was purified by column chromatography on silica gel to afford colorless powders (7 g, 71%), m.p. 67°-70° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. concentrationAfter the reaction mixture was concentrated to dryness
  4. additionthe residue was poured into iced water
  5. customto precipitate crystals which
  6. washThe extract was washed with water
  7. customdried
  8. concentrationconcentrated to dryness
  9. customThe residue was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-676a0fad813844709279e9a036027c45
Source dataset
uspto-grants-1995_02
Patent number
US05389641

Reaction notes

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