Phosphorus oxychloride → HCID 57793939, compound

HRID 1678398Notes

Reaction equation

HRID 1678398 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[C:14]([CH3:15])=[N:13][NH:12][C:11](=O)[C:10]=2[C:17]2[C:22]([F:23])=[CH:21][C:20]([F:24])=[CH:19][C:18]=2[F:25])[CH:5]=[CH:6][C:7]=1[Cl:8].P(Cl)(Cl)([Cl:28])=O>>[Cl:28][C:11]1[N:12]=[N:13][C:14]([CH3:15])=[C:9]([C:4]2[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=2)[C:10]=1[C:17]1[C:22]([F:23])=[CH:21][C:20]([F:24])=[CH:19][C:18]=1[F:25]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 57793912HCID 57793912, compound

Product 1

HCID 57793939HCID 57793939, compound

Conditions

Temperature
110 °C

Procedure

1.75 g of 5-(3,4-dichlorophenyl)-6-methyl-4-(2,4,6-trifluorophenyl)-2H-pyridazin-3-one and 6 ml of phosphorus oxychloride were mixed and stirred at 110° C. for 1 hour. The reaction mixture was allowed to cool down to room temperature and concentrated under reduced pressure. To the residue was added ethyl acetate and ice water, and was separated to two layer. The organic layer was washed sequentially with water and saturated brine, and dried over anhydrous sodium sulfate, then, concentrated under reduced pressure, to obtain 1.80 g of 3-chloro-5-(3,4-dichlorophenyl)-6-methyl-4-(2,4,6-trifluoro phenyl)pyridazine (hereinafter, referred to as compound (xxiii) of the present invention).

Workup

  1. temperatureto cool down to room temperature
  2. concentrationconcentrated under reduced pressure
  3. additionTo the residue was added ethyl acetate and ice water
  4. customwas separated to two layer
  5. washThe organic layer was washed sequentially with water and saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b6886aeed4a8477fbaaa074b27f583c1
Source dataset
uspto-grants-2011_08
Patent number
US08008512B2

Reaction notes

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