Phosphorus oxychloride → 2-chloro-3-phenylpyrazine

HRID 1995059Notes

Reaction equation

HRID 1995059 reaction equation
[C:1]1([C:7]2[C:8](=O)[NH:9][CH:10]=[CH:11][N:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)([Cl:16])=O>>[Cl:16][C:8]1[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[N:12][CH:11]=[CH:10][N:9]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1559663-Phenylpyrazin-2(1H)-one

Product 1

HCID 8246672-chloro-3-phenylpyrazine

Procedure

A 0.01 mol. sample of 3-phenylpyrazin-2(1H)one is mixed with 9.0 ml. of phosphorous oxychloride (POCl3) and refluxed for 5-6 hr. The excess phosphorous oxychloride is removed by distillation at reduced pressure and 25 ml. of methylene chloride added to the residue. The resultant solution is stirred with a few milliliters of ice water, dried, evaporated and the residue recrystallized to yield the title compound.

Workup

  1. customThe excess phosphorous oxychloride is removed by distillation at reduced pressure and 25 ml
  2. additionof methylene chloride added to the residue
  3. customdried
  4. customevaporated
  5. customthe residue recrystallized

Sources & evidence

ORD record
ord-370af20a5193473586928eff3cc9b7e5
Source dataset
uspto-grants-1983_09
Patent number
US04402958

Reaction notes

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