Phenylphosphonic dichloride → 4-Chloro-6-(trifluoromethyl)pyrimidine

HRID 861394Notes

Reaction equation

HRID 861394 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[N:4]=[CH:5][NH:6][C:7](=O)[CH:8]=1.C1(P(Cl)([Cl:20])=O)C=CC=CC=1>>[Cl:20][C:7]1[CH:8]=[C:3]([C:2]([F:11])([F:10])[F:1])[N:4]=[CH:5][N:6]=1

Participants

3

Reactant 2

HCID 69990Phenylphosphonic dichlorideHCID 1354586204-Hydroxy-6-(trifluoromethyl)pyrimidine

Product 1

HCID 115428814-Chloro-6-(trifluoromethyl)pyrimidine

Procedure

Phenylphosphonic dichloride (107 ml) and 4-trifluoromethylpyrimidin-6-one (103 g) were heated at 130° C. under nitrogen for 30 minutes. The reaction was cooled to room temperature and the reaction flask was equipped with a short path distillation head. The bath temperature was raised to about 200° C. and the product distilled out of the reaction mixture. Fractional distillation of this material gave 80.8 g of 4-chloro-6-trifluoromethylpyrimidine as a colorless liquid (b.p.=134°-136° C. @ 760 mm Hg).

Workup

  1. customthe reaction flask was equipped with a short path distillation head
  2. temperatureThe bath temperature was raised to about 200° C.
  3. distillationthe product distilled out of the reaction mixture
  4. distillationFractional distillation of this material

Sources & evidence

ORD record
ord-4581c012ebd148e58553c53f1b24d2b5
Source dataset
uspto-grants-1998_02
Patent number
US05714438

Reaction notes

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