Phosphorus oxychloride → HCID 20038769, compound

HRID 1904266Notes

Reaction equation

HRID 1904266 reaction equation
O=[C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[NH:5][C:4]2[CH:12]=[N:13][NH:14][C:3]1=2.P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[N:5]=[C:4]2[CH:12]=[N:13][NH:14][C:3]=12

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 20038775HCID 20038775, compound

Product 1

HCID 20038769HCID 20038769, compoundYield 88%

Procedure

4,5,6,7,8,9-Hexahydro-9-oxo-1H-pyrazolo[4,3-b]quinoline (5.0 g, 0.026 mole) was treated with phosphoryl chloride (40 ml) and the mixture heated under reflux for 30 minutes. The excess reagent was evaporated off and the residue treated with water (30 ml) and then made basic by the addition of sodium carbonate solution. The solid was filtered off, washed with water, dried and recrystallised from ethyl acetate to give the title compound as a yellow solid (4.85 g, 88%), m.p. 190°-193° C. Found: C, 57.85; H, 4.95; N, 20.00; Cl, 16.95% C10H10ClN3 requires C, 57.85; H, 4.85; N, 20.25; Cl, 17.20%

Workup

  1. temperaturethe mixture heated
  2. temperatureunder reflux for 30 minutes
  3. customThe excess reagent was evaporated off
  4. additionthe residue treated with water (30 ml)
  5. additionmade basic by the addition of sodium carbonate solution
  6. filtrationThe solid was filtered off
  7. washwashed with water
  8. customdried
  9. customrecrystallised from ethyl acetate

Sources & evidence

ORD record
ord-32696c9d6cc84ec281897c60c5aad80c
Source dataset
uspto-grants-1989_06
Patent number
US04837238

Reaction notes

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