Phosphorus oxychloride → 5-Chloro-8-ethyl-8H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]-triazolo[1,5-a]pyrimidine

HRID 1704756Notes

Reaction equation

HRID 1704756 reaction equation
[CH2:1]([N:3]1[C:7]2[N:8]=[CH:9][C:10]3[C:11](=O)[NH:12][C:13]4[N:14]([N:16]=[CH:17][N:18]=4)[C:15]=3[C:6]=2[CH:5]=[N:4]1)[CH3:2].P(Cl)(Cl)([Cl:22])=O>>[Cl:22][C:11]1[C:10]2[CH:9]=[N:8][C:7]3[N:3]([CH2:1][CH3:2])[N:4]=[CH:5][C:6]=3[C:15]=2[N:14]2[N:16]=[CH:17][N:18]=[C:13]2[N:12]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1355938528-Ethyl-4H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]-triazolo[1,5-a]pyrimidin-5(8H)-one

Product 1

HCID 227584865-Chloro-8-ethyl-8H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]-triazolo[1,5-a]pyrimidineYield 92%

Procedure

25.5 g. of 8-ethyl-4H-pyrazolo[4',3':5,6]pyrido[3,4-e]-[1,2,4]triazolo[1,5-a]pyrimidin-5(8H)-one (0.1 mol.) are refluxed in 100 ml. of phosphorus oxychloride for 12 hours. After this time, the excess phosphorus oxychloride is distilled off in vacuo, the residue is treated with dry acetone and filtered off. 25 g. of 5-chloro-8-ethyl-8H-pyrazolo[4',3':5,6]pyrido[3,4-e][1,2,4]triazolo[1,5-a]-pyrimidine are obtained, yield 92%; m.p. 196°-197°.

Workup

  1. distillationAfter this time, the excess phosphorus oxychloride is distilled off in vacuo
  2. additionthe residue is treated with dry acetone
  3. filtrationfiltered off

Sources & evidence

ORD record
ord-91ec2055ac8d45e6bf775cdde7bdeb7e
Source dataset
uspto-grants-1978_11
Patent number
US04127655

Reaction notes

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