6-[3-(2-Chloromethyl-3-methylpyridin-4-ylsulfanyl)propylsulfanyl]-3-nitroimidazo[1,2-b]pyridazine → HCID 178431909, compound

HRID 1637633Notes

Reaction equation

HRID 1637633 reaction equation
[Cl:1][CH2:2][C:3]1[C:8]([CH3:9])=[C:7]([S:10][CH2:11][CH2:12][CH2:13][S:14][C:15]2[CH:16]=[CH:17][C:18]3[N:19]([C:21]([N+:24]([O-:26])=[O:25])=[CH:22][N:23]=3)[N:20]=2)[CH:6]=[CH:5][N:4]=1.[S:27]1[CH:31]=[CH:30][N:29]=[C:28]1[C:32]1[CH:33]=[CH:34][C:35]2[N:39]=[C:38]([SH:40])[NH:37][C:36]=2[CH:41]=1>C(O)(C)C.CN(C)C=O>[ClH:1].[CH3:9][C:8]1[C:3]([CH2:2][S:40][C:38]2[NH:39][C:35]3[CH:34]=[CH:33][C:32]([C:28]4[S:27][CH:31]=[CH:30][N:29]=4)=[CH:41][C:36]=3[N:37]=2)=[N:4][CH:5]=[CH:6][C:7]=1[S:10][CH2:11][CH2:12][CH2:13][S:14][C:15]1[CH:16]=[CH:17][C:18]2[N:19]([C:21]([N+:24]([O-:26])=[O:25])=[CH:22][N:23]=2)[N:20]=1

Participants

5

Reactant 2

HCID 187993836-[3-(2-Chloromethyl-3-methylpyridin-4-ylsulfanyl)propylsulfanyl]-3-nitroimidazo[1,2-b]pyridazineHCID 178527768HCID 178527768, compound

Product 1

HCID 178431909HCID 178431909, compoundYield 62.2%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 6228DimethylformamideSolvent

Procedure

0.77 g (1.87 mmol) of 6-[3-(2-chloromethyl-3-methylpyridin-4-ylsulfanyl)propylsulfanyl]-3-nitro-imidazo[1,2-b]pyridazine and 0.35 g (1.5 mmol) of 6-thiazol-2-yl-1H-benzimidazole-2-thiol in 25 ml of isopropanol and 20 ml of dimethylformamide are reacted as described in Example 2. 0.60 g (62%) of the title compound of m.p. 232-234° C. is isolated.

Sources & evidence

ORD record
ord-f76827dc312d4a3d81664feb5379e718
Source dataset
uspto-grants-2000_03
Patent number
US06043242

Reaction notes

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