Phosphorus oxychloride → 3,4,5-Trichloropyridazine

HRID 1351523Notes

Reaction equation

HRID 1351523 reaction equation
[Cl:1][C:2]1[C:3](=O)[NH:4][N:5]=[CH:6][C:7]=1[Cl:8].O=P(Cl)(Cl)[Cl:12]>>[Cl:12][C:3]1[N:4]=[N:5][CH:6]=[C:7]([Cl:8])[C:2]=1[Cl:1]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 732474,5-Dichloro-3-hydroxypyridazine

Product 1

HCID 701113,4,5-Trichloropyridazine

Procedure

A stirred solution of 4,5-dichloro-2,3-dihydro-3-pyridazinone (15.00 g, 90.92 mmol) in POCl3 (100 mL) was refluxed for 1.5 h, then concentrated in vacuo. The residue was dissolved in CH2Cl2 (400 mL), washed with water (100 mL), dried over Na2SO4, filtered and concentrated to give 3,4,5-trichloropyridazine.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in CH2Cl2 (400 mL)
  3. washwashed with water (100 mL)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-287667a72d7a49b49de9b9738dc71f36
Source dataset
uspto-grants-2007_05
Patent number
US07217716B2

Reaction notes

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