Phosphorus oxychloride → 4-Chloro-6-ethylpyrimidine

HRID 129471Notes

Reaction equation

HRID 129471 reaction equation
O[C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[N:5]=[CH:4][N:3]=1.P(Cl)(Cl)([Cl:12])=O>>[Cl:12][C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178436949HCID 178436949, compound

Product 1

HCID 111372714-Chloro-6-ethylpyrimidine

Procedure

12.4 g (0.10 mol) of 4-hydroxy-6-ethylpyrimidine, prepared according to EP 326 389, are introduced into 25 ml of phosphorus oxychloride, the temperature rising spontaneously to 70° C. A clear solution is formed, which is kept at 70° C. for a further 2 hours and, after cooling, is stirred into ice-water. Extraction with ether yields 12.0 g of liquid crude product which is distilled in a bulb tube at 105° C. under a pressure of 26 mbar to give 11.0 g of pure substance. Analysis: C6H7ClN2 (M=142.59).

Workup

  1. customrising spontaneously to 70° C
  2. customA clear solution is formed
  3. temperatureafter cooling
  4. extractionExtraction with ether

Sources & evidence

ORD record
ord-dc7048ad3e8949068c530d767f074194
Source dataset
uspto-grants-1995_11
Patent number
US05468751

Reaction notes

Loading…