Phosphorus oxychloride → HCID 18415924, compound

HRID 990984Notes

Reaction equation

HRID 990984 reaction equation
[NH:1]1[C:9]2[C:8]3[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=3[CH2:6][CH2:5][C:4]=2[C:3]([C:14]2[CH:19]=[CH:18][N+:17]([O-])=[CH:16][CH:15]=2)=[N:2]1.P(Cl)(Cl)([Cl:23])=O>>[Cl:23][C:18]1[CH:19]=[C:14]([C:3]2[C:4]3[CH2:5][CH2:6][C:7]4[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=4[C:9]=3[NH:1][N:2]=2)[CH:15]=[CH:16][N:17]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178526246HCID 178526246, compound

Product 1

HCID 18415924HCID 18415924, compound

Procedure

The N-oxide product from Example 14 (150 mg) was dissolved in phosphorus oxychloride (6 ml). The mixture was boiled under reflux for 4 hours. Excess phosphorus oxychloride was removed under reduced pressure and the residue was washed with saturated sodium carbonate solution and the product was extracted into chloroform, washed, dried and evaporated to give 3-(2-chloro-4-pyridyl)-4,5-dihydro-1H-benzo[g]indazole.

Workup

  1. temperatureunder reflux for 4 hours
  2. customExcess phosphorus oxychloride was removed under reduced pressure
  3. washthe residue was washed with saturated sodium carbonate solution
  4. extractionthe product was extracted into chloroform
  5. washwashed
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-963ae5a5fe034c929c437a11c7e1b266
Source dataset
uspto-grants-2002_10
Patent number
US06462036B1

Reaction notes

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