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

HRID 440250Notes

Reaction equation

HRID 440250 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-2f8a20d7c608420bb34ca0e47436f0e4
Source dataset
uspto-grants-1996_05
Patent number
US05519016

Reaction notes

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