Phosphorus oxychloride → HCID 15896327, compound

HRID 566715Notes

Reaction equation

HRID 566715 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:15]3[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=3)=[CH:10][C:11](=O)[NH:12][N:13]=2)=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:23])=O>>[Cl:23][C:11]1[N:12]=[N:13][C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)=[C:9]([C:15]2[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=2)[CH:10]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 15896326HCID 15896326, compound

Product 1

HCID 15896327HCID 15896327, compound

Procedure

A stirred mixture of 6-(4-fluorophenyl)-5-(4-pyridyl)-2H-pyridazin-3-one (105 mg, 0.40 mmol) and phosphorus oxychloride (2 ml) was heated at reflux for 2 h. It was evaporated, followed by co-evaporation with toluene and drying of the resultant product in an oil pump vacuum for several hours. Then dichloromethane was added and dil. ammonium hydroxide to neutrality with cooling. The organic solution was washed with water, dried and evaporated to leave the title compound. MS (m/z): 286.0 (M)+; C15H9ClFN3 requir. 285.7.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 h
  3. customIt was evaporated
  4. dry with materialdrying of the resultant product in an oil pump vacuum for several hours
  5. additionThen dichloromethane was added
  6. temperaturedil. ammonium hydroxide to neutrality with cooling
  7. washThe organic solution was washed with water
  8. customdried
  9. customevaporated

Sources & evidence

ORD record
ord-8c048932581345d8abac4e3e308364e4
Source dataset
uspto-grants-2001_01
Patent number
US06174901B1

Reaction notes

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