Phosphorus oxychloride → HCID 20370802, compound

HRID 616008Notes

Reaction equation

HRID 616008 reaction equation
O[C:2]1[CH:14]=[C:5]2[N:6]=[CH:7][C:8]3[CH:13]=[CH:12][CH:11]=[N:10][C:9]=3[N:4]2[N:3]=1.P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:7]1[C:8]2[CH:13]=[CH:12][CH:11]=[N:10][C:9]=2[N:4]2[N:3]=[CH:2][CH:14]=[C:5]2[N:6]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178515400HCID 178515400, compound

Product 1

HCID 20370802HCID 20370802, compound

Procedure

75 g. of hydroxypyrazolo[1,5-a]pyrido[3,2-e]pyrimidine are refluxed in 200 ml. of phosphorus oxychloride for 12 hours with stirring. The excess phosphorus oxychloride is removed in vacuo and the remaining oil poured onto ice. The aqueous solution is neutralized with sodium hydroxide and evaporated in vacuo to about 100 ml. The product, 5-chloropyrazolo[1,5-a]pyrido[3,2-e]pyrimidine, crystallizes and is filtered off, yield: 60 g. (73%); m.p. 159.8° (ethyl acetate).

Workup

  1. customThe excess phosphorus oxychloride is removed in vacuo
  2. additionthe remaining oil poured onto ice
  3. customevaporated in vacuo to about 100 ml
  4. customThe product, 5-chloropyrazolo[1,5-a]pyrido[3,2-e]pyrimidine, crystallizes
  5. filtrationis filtered off

Sources & evidence

ORD record
ord-2853a310dc964ae49abdff7178e99fdc
Source dataset
uspto-grants-1978_02
Patent number
US04072680

Reaction notes

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