Imidazo(1,2-b)pyridazine, 6-chloro- → HCID 178527712, compound

HRID 1885537Notes

Reaction equation

HRID 1885537 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1.C[O-].[Na+].CO.C(O)(=[S:18])C>CO>[SH:18][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1

Participants

5

Conditions

Temperature
150 °C

Procedure

6-Chloroimidazo[1,2-b]pyridazine (13.5 g), 28 W/W% sodium methoxide-methanol solution (17.5 g) and thioacetic acid (7.0 g) were dissolved in 70 ml of methanol and this solution was heated at 150° C. in a sealed tube for 6 hours. The reaction mixture was cooled to room temperature and distilled to remove the organic solvent. The residue was washed three times with chloroform (50 ml), and the insoluble material was extracted six times with 50 ml of chloroform-methanol (1:1) solution. The combined extracts were distilled to remove the organic solvent. The precipitated crystals were collected by filtration, thereby obtaining 6-mercaptoimidazo[1,2-b]pyridazine (3.7 g).

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. distillationdistilled
  3. customto remove the organic solvent
  4. washThe residue was washed three times with chloroform (50 ml)
  5. extractionthe insoluble material was extracted six times with 50 ml of chloroform-methanol (1:1) solution
  6. distillationThe combined extracts were distilled
  7. customto remove the organic solvent
  8. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-a6a1c0f8af0e4b1493a9e8e9af546d40
Source dataset
uspto-grants-1992_09
Patent number
US05145850

Reaction notes

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