Carbon Tetrachloride → 3,6-Dichloroimidazo[1,2-b]pyridazine

HRID 465935Notes

Reaction equation

HRID 465935 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1.C(Cl)(Cl)(Cl)[Cl:12]>>[Cl:12][C:8]1[N:6]2[N:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]2=[N:10][CH:9]=1

Participants

3

Reactant 2

HCID 5943Carbon TetrachlorideHCID 138828Imidazo(1,2-b)pyridazine, 6-chloro-

Product 1

HCID 152710143,6-Dichloroimidazo[1,2-b]pyridazine

Procedure

6-Chloroimidazo[1,2-b]pyridazine (7.68 g) was added to 150 ml of carbon tetrachloride, to which 7.0 g of N-chlorossuccinimide were added and refluxed for 2 hours. After cooling, the precipitated crystals were filtered off. The filtrate was washed in turn with 1N-sodium hydroxide aqueous solution, 1N-hydrochloric acid and water, dried over anhydrous magnesium sulfate and distilled to remove the solvent. The residue was washed with diethyl ether to obtain 7.13 g of 3.6-dichloroimidazo[1,2-b]pyridazine.

Workup

  1. additionwere added
  2. temperaturerefluxed for 2 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitated crystals were filtered off
  5. washThe filtrate was washed in turn with 1N-sodium hydroxide aqueous solution, 1N-hydrochloric acid and water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationdistilled
  8. customto remove the solvent
  9. washThe residue was washed with diethyl ether

Sources & evidence

ORD record
ord-83584322bd08479580cbc27258334274
Source dataset
uspto-grants-1992_10
Patent number
US05155108

Reaction notes

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