Phosphorus oxychloride → HCID 178463015, compound

HRID 1763256Notes

Reaction equation

HRID 1763256 reaction equation
P(Cl)(Cl)(Cl)=[O:2].Cl[C:7]1[C:12]2[CH:13]=[N:14][N:15]([CH2:16][CH3:17])[C:11]=2[N:10]=[C:9]2[C:18](=[O:27])[C:19]3[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=3[CH2:21][CH2:22][C:8]=12>C(O)C>[CH2:16]([N:15]1[C:11]2[N:10]=[C:9]3[C:18](=[O:27])[C:19]4[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=4[CH2:21][CH2:22][C:8]3=[C:7]([OH:2])[C:12]=2[CH:13]=[N:14]1)[CH3:17]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 203820734-chloro-1-ethyl-5,6-dihydrobenzo[5,6]-cyclohepta[1,2-b]pyrazolo[4,3-e]pyridin-11(1H)-one

Product 1

HCID 178463015HCID 178463015, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

41 g. of 1-ethyl-5,6-dihydro-4-hydroxybenzo[5,6-cyclophepta[1,2-b]pyrazolo[4,3-e]pyridin-11(1H)-one (0.14 mol.) and 350 ml. of phosphorus oxychloride are refluxed for 4.5 hours. After cooling, the solution is filtered, the excess phosphorus oxychloride is removed in vacuo and the residue treated with water and extracted with chloroform. The chloroform extract is washed with water, dried with Na2SO4, treated with charcoal and then evaporated in vacuo to give 38 g. (87%) of 4-chloro-1-ethyl-5,6-dihydrobenzo[5,6]cyclohepta[1,2-b]pyrazolo[4,3-e]pyridin-11(1H)-one; m.p. 156°-159° (ethanol; refrigerator).

Workup

  1. temperatureAfter cooling
  2. filtrationthe solution is filtered
  3. customthe excess phosphorus oxychloride is removed in vacuo
  4. additionthe residue treated with water
  5. extractionextracted with chloroform
  6. extractionThe chloroform extract
  7. washis washed with water
  8. dry with materialdried with Na2SO4
  9. additiontreated with charcoal
  10. customevaporated in vacuo
  11. customto give 38 g

Sources & evidence

ORD record
ord-0f0050b0a6a44eb48af15267c355488c
Source dataset
uspto-grants-1978_09
Patent number
US04111940

Reaction notes

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