Phosphorus oxychloride → 4-Chloro-6-(methoxymethyl)pyrimidine

HRID 1031881Notes

Reaction equation

HRID 1031881 reaction equation
O[C:2]1[N:7]=[CH:6][N:5]=[C:4]([CH2:8][O:9][CH3:10])[CH:3]=1.P(Cl)(Cl)([Cl:13])=O>>[Cl:13][C:2]1[N:7]=[CH:6][N:5]=[C:4]([CH2:8][O:9][CH3:10])[CH:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178494553HCID 178494553, compound

Product 1

HCID 143061714-Chloro-6-(methoxymethyl)pyrimidine

Procedure

50 g of 6-hydroxy-4-methoxymethylpyrimidine were heated in 375 ml of phosphorus oxychloride until a clear solution had been produced. The excess phosphorus oxychloride was removed by distillation in vacuo, and the residue was poured into ice-water. Extraction with dichloromethane and drying over sodium sulfate were followed by concentration of the solution in vacuo. 58 g of 6-chloro-4-methoxymethylpyrimidine were obtained as an oil which was used without further purification in the next stage.

Workup

  1. customhad been produced
  2. customThe excess phosphorus oxychloride was removed by distillation in vacuo
  3. additionthe residue was poured into ice-water
  4. extractionExtraction with dichloromethane
  5. dry with materialdrying over sodium sulfate

Sources & evidence

ORD record
ord-6227747314ad4cb0baf7502982d78395
Source dataset
uspto-grants-1990_09
Patent number
US04956366

Reaction notes

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