Phosphorus oxychloride → 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine

HRID 972483Notes

Reaction equation

HRID 972483 reaction equation
O[C:2]1[N:7]=[CH:6][N:5]=[C:4]2[NH:8][N:9]=[CH:10][C:3]=12.P(Cl)(Cl)([Cl:13])=O>>[Cl:13][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[NH:8][N:9]=[CH:10][C:3]=12

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178518059HCID 178518059, compound

Product 1

HCID 2210954-Chloro-1H-pyrazolo[3,4-d]pyrimidine

Procedure

31.1 g. of 4-hydroxypyrazolo[3,4-d]pyrimidine are heated at reflux with 200 ml. of phosphorous oxychloride for 12 hours. The excess phosphorous oxychloride is distilled off and the residue is boiled with benzene. After distilling off the benzene and trituration with petroleum ether, there remain 15.8 g. of 4-chloropyrazolo[3,4-d]pyrimidine as light yellow crystals, m.p. 94°-96°. This product is pure enough for further use.

Workup

  1. temperatureat reflux with 200 ml
  2. distillationThe excess phosphorous oxychloride is distilled off
  3. distillationAfter distilling off the benzene and trituration with petroleum ether, there

Sources & evidence

ORD record
ord-34a3b416778c4333961260ac12ff1bd3
Source dataset
uspto-grants-1977_10
Patent number
US04053474

Reaction notes

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