Phosphorus oxychloride → 6-Chloro-4-methyl-3-phenylpyridazine

HRID 372712Notes

Reaction equation

HRID 372712 reaction equation
[CH3:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:6][NH:5][C:4](=O)[CH:3]=1.P(Cl)(Cl)([Cl:17])=O>>[CH3:1][C:2]1[CH:3]=[C:4]([Cl:17])[N:5]=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 27838415-methyl-6-phenyl-3(2H)-Pyridazinone

Product 1

HCID 64097906-Chloro-4-methyl-3-phenylpyridazine

Procedure

A 24.4 g. portion of 5-methyl-6-phenyl-3(2H)-pyridazinone (prepared as described above) and 250 ml. of phosphorus oxychloride are heated on a steam bath for 6 hours. The reaction mixture is concentrated free of phosphorus oxychloride in vacuo and the concentrate is triturated with cold water. The resulting solid is filtered, washed with water, recrystallized twice from methanol and dried giving a white solid, m.p. 125°-126° C.

Workup

  1. concentrationThe reaction mixture is concentrated free of phosphorus oxychloride in vacuo
  2. customthe concentrate is triturated with cold water
  3. filtrationThe resulting solid is filtered
  4. washwashed with water
  5. customrecrystallized twice from methanol
  6. customdried
  7. customgiving a white solid, m.p. 125°-126° C.

Sources & evidence

ORD record
ord-9fd75c5662fa444195c5a2e5cfc980b0
Source dataset
uspto-grants-1978_05
Patent number
US04092311

Reaction notes

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