6-[3-(2-Chloromethyl-3-methylpyridin-4-ylsulfanyl)propylsulfanyl]-3-nitroimidazo[1,2-b]pyridazine → 6-{3-[3-Methyl-2-(pyridin-4-ylsulfanylmethyl)-pyridin-4-ylsulfanyl]propylsulfanyl}-3-nitro-imidazo[1,2-b]pyridazine hydrochloride

HRID 1637631Notes

Reaction equation

HRID 1637631 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.[SH:27][C:28]1[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=1>C(O)(C)C>[ClH:1].[CH3:9][C:8]1[C:3]([CH2:2][S:27][C:28]2[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=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

4

Reactant 2

HCID 187993836-[3-(2-Chloromethyl-3-methylpyridin-4-ylsulfanyl)propylsulfanyl]-3-nitroimidazo[1,2-b]pyridazineHCID 178418431pyridine-4-thiol

Product 1

HCID 702722926-{3-[3-Methyl-2-(pyridin-4-ylsulfanylmethyl)-pyridin-4-ylsulfanyl]propylsulfanyl}-3-nitro-imidazo[1,2-b]pyridazine hydrochlorideYield 87.1%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

0.53 g (1.3 mmol) of 6-[3-(2-chloromethyl-3-methylpyridin-4-ylsulfanyl)propylsulfanyl]-3-nitro-imidazo[1,2-b]pyridazine and 0.15 g (1.3 mmol) of 4-mercaptopyridine in 30 ml of isopropanol are reacted as described in Example 2. 0.59 g (87%) of the title compound of m.p. 174-178° C. is isolated.

Sources & evidence

ORD record
ord-75c605af579649edb505f05da2c41d4b
Source dataset
uspto-grants-2000_03
Patent number
US06043242

Reaction notes

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