Phosphorus oxychloride → HCID 22240145, compound

HRID 891872Notes

Reaction equation

HRID 891872 reaction equation
[N:1]1([CH2:6][C:7]2[NH:12][N:11]=[CH:10][C:9](=O)[CH:8]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.P(Cl)(Cl)([Cl:16])=O>>[Cl:16][C:9]1[CH:8]=[C:7]([CH2:6][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[N:12]=[N:11][CH:10]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 22240238HCID 22240238, compound

Product 1

HCID 22240145HCID 22240145, compound

Conditions

Temperature
60 °C

Procedure

6-(imidazol-1-yl-methyl)-1H-pyridazin-4-one (X) is taken in phosphorus oxychloride under argon. The mixture is stirred in a 60° C. oilbath for 1.5 hour. The solvent is removed in vacuo and the residue is dissolved in water under icebath cooling. The solution is neutralized with solid NaHCO3 and the aqueous layer is extracted with MeCl2 to provide the corresponding 5-chloro-3-(imidazol-1-yl-methyl)-pyridazine (IV A).

Workup

  1. customThe solvent is removed in vacuo
  2. dissolutionthe residue is dissolved in water under icebath
  3. temperaturecooling
  4. extractionthe aqueous layer is extracted with MeCl2

Sources & evidence

ORD record
ord-b207fe33321742b7bcbcb4a2df29e193
Source dataset
uspto-grants-2006_02
Patent number
US07005432B2

Reaction notes

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