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 2420577Notes

Reaction equation

HRID 2420577 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-d3ea6e41bf6f49b1b8ac5bf4f5a1204d
Source dataset
uspto-grants-1978_08
Patent number
US04110454

Reaction notes

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