Phosphorus oxychloride → 3-Chloro-6-(3-chlorophenyl)-4-methylpyridazine

HRID 1763596Notes

Reaction equation

HRID 1763596 reaction equation
P(Cl)(Cl)([Cl:3])=O.[Cl:6][C:7]1[CH:8]=[C:9]([C:13]2[CH:14]=[C:15]([CH3:20])[C:16](=O)[NH:17][N:18]=2)[CH:10]=[CH:11][CH:12]=1>>[Cl:3][C:16]1[N:17]=[N:18][C:13]([C:9]2[CH:10]=[CH:11][CH:12]=[C:7]([Cl:6])[CH:8]=2)=[CH:14][C:15]=1[CH3:20]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 14450231HCID 14450231, compound

Product 1

HCID 144502203-Chloro-6-(3-chlorophenyl)-4-methylpyridazine

Procedure

A mixture of 25 ml. of phosphorus oxychloride and 3.0 g. of 6-(m-chlorophenyl)-4-methyl-3(2H)-pyridazinone is refluxed for 6 hrs. The mixture is concentrated to dryness under vacuum and water added to the residue. Filtration gives 3.28 g. of crystals, m.p. 138°-140° C. Recrystallized from ethanol gives 2.80 g. of crystals, m.p. 138°-141° C.

Workup

  1. additionA mixture of 25 ml
  2. concentrationThe mixture is concentrated to dryness under vacuum and water
  3. additionadded to the residue
  4. filtrationFiltration
  5. customgives 3.28 g
  6. customRecrystallized from ethanol
  7. customgives 2.80 g

Sources & evidence

ORD record
ord-d55bb93a2bf449e9a2198d153e79c920
Source dataset
uspto-grants-1978_09
Patent number
US04112095

Reaction notes

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