Phosphorus oxychloride → 4-Chloro-6-phenylpyrimidine

HRID 1605694Notes

Reaction equation

HRID 1605694 reaction equation
O[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[CH:4][N:3]=1.P(Cl)(Cl)([Cl:16])=O>>[Cl:16][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178515560HCID 178515560, compound

Product 1

HCID 5934294-Chloro-6-phenylpyrimidine

Procedure

4-Hydroxy-6-phenylpyrimidine (2.1 g.) is added to phosphorous oxychloride (60 ml.) and refluxed for 1.5 hours. Excess phosphorous oxychloride is removed in vacuo, and the dark oil poured over concentrated ammonium hydroxide/ice. The precipitate which forms is filtered, washed with water and dried, 2.1 g., m.p. 95°-98° C.

Workup

  1. temperaturerefluxed for 1.5 hours
  2. customExcess phosphorous oxychloride is removed in vacuo
  3. additionthe dark oil poured over concentrated ammonium hydroxide/ice
  4. filtrationThe precipitate which forms is filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-f4a57952cdd24a1085ca769b94908689
Source dataset
uspto-grants-1976_04
Patent number
US03950525

Reaction notes

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