Imidazo(1,2-b)pyridazine, 6-chloro- → HCID 178527712, compound
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]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
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
- temperatureThe reaction mixture was cooled to room temperature
- distillationdistilled
- customto remove the organic solvent
- washThe residue was washed three times with chloroform (50 ml)
- extractionthe insoluble material was extracted six times with 50 ml of chloroform-methanol (1:1) solution
- distillationThe combined extracts were distilled
- customto remove the organic solvent
- 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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