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

HRID 904128Notes

Reaction equation

HRID 904128 reaction equation
[CH3:1][C:2]1[C:3](=O)[NH:4][N:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:7]=1.P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:3]1[N:4]=[N:5][C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:7][C:2]=1[CH3:1]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 833194-Methyl-6-phenylpyridazin-3(2H)-one

Product 1

HCID 1199993-Chloro-4-methyl-6-phenylpyridazine

Procedure

A mixture of 13.2 g. of 4-methyl-6-phenyl-3(2H)-pyridazinone and 200 ml. of phosphorus oxychloride is heated on a steam bath for 18 hours. The reaction mixture is filtered. The filtrate is concentrated free of excess phosphorus oxychloride. The residue is stirred with ice water and filtered. The solid is washed with water and air dried giving 3-chloro-4-methyl-6-phenylpyridazine as a cream colored solid.

Workup

  1. additionA mixture of 13.2 g
  2. filtrationThe reaction mixture is filtered
  3. concentrationThe filtrate is concentrated free of excess phosphorus oxychloride
  4. filtrationfiltered
  5. washThe solid is washed with water and air
  6. customdried

Sources & evidence

ORD record
ord-9321a85787724d45844918e9993f8e52
Source dataset
uspto-grants-1980_10
Patent number
US04230705

Reaction notes

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