1,2-Dichloroethane → 4-Chloro-6-ethylpyrimidine

HRID 2293995Notes

Reaction equation

HRID 2293995 reaction equation
[CH2:1]([C:3]1[N:8]=[CH:7][N:6]=[C:5](O)[CH:4]=1)[CH3:2].[Cl:10]CCCl.P(Cl)(Cl)(Cl)=O>O>[Cl:10][C:5]1[CH:4]=[C:3]([CH2:1][CH3:2])[N:8]=[CH:7][N:6]=1

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 24813Phosphorus oxychlorideHCID 178436949HCID 178436949, compound

Product 1

HCID 111372714-Chloro-6-ethylpyrimidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 12.4 g (0.1 mole) of 6-ethyl-4-hydroxypyrimidine was added 50 ml of 1,2-dichloroethane, and 18.4 g (0.12 mole) of phosphorus oxychloride was added thereto. The mixture was refluxed by heating for 3 hours. After cooling, water was added to the reaction mixture, and the mixture was extracted with chloroform. The chloroform layer was washed with water and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to obtain 10.38 g of 4-chloro-6-ethylpyrimidine as slightly red liquid.

Workup

  1. additionwas added
  2. temperatureThe mixture was refluxed
  3. temperatureby heating for 3 hours
  4. temperatureAfter cooling
  5. extractionthe mixture was extracted with chloroform
  6. washThe chloroform layer was washed with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-f869e1951ec74966838186c8dd56d581
Source dataset
uspto-grants-1997_11
Patent number
US05688791

Reaction notes

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