Sodium Methoxide → HCID 18799447, compound

HRID 1637642Notes

Reaction equation

HRID 1637642 reaction equation
[CH3:1][O-:2].[Na+].Cl[CH2:5][C:6]1[C:11]([CH3:12])=[C:10]([S:13][CH2:14][CH2:15][CH2:16][S:17][C:18]2[CH:19]=[CH:20][C:21]3[N:22]([C:24]([N+:27]([O-:29])=[O:28])=[CH:25][N:26]=3)[N:23]=2)[CH:9]=[CH:8][N:7]=1>CO>[CH3:1][O:2][CH2:5][C:6]1[C:11]([CH3:12])=[C:10]([S:13][CH2:14][CH2:15][CH2:16][S:17][C:18]2[CH:19]=[CH:20][C:21]3[N:22]([C:24]([N+:27]([O-:29])=[O:28])=[CH:25][N:26]=3)[N:23]=2)[CH:9]=[CH:8][N:7]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 187993836-[3-(2-Chloromethyl-3-methylpyridin-4-ylsulfanyl)propylsulfanyl]-3-nitroimidazo[1,2-b]pyridazine

Product 1

HCID 18799447HCID 18799447, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of sodium methanolate (0.69 ml of a 30% strength solution) is added to a suspension of 6-[3-(2-chloromethyl-3-methylpyridin-4-ylsulfanyl)-propylsulfanyl]-3-nitroimidazo[1,2-b]pyridazine (1.23 g, 3 mmol) in methanol (75 ml). After heating under reflux for 16 h and cooling to room temperature the solvent is evaporated in vacuo. The residue is chromatographed (silica, toluene/dioxane 5:1) and crystallized from diisopropylether/ethyl acetate to give the title compound as off-white crystals, 0.34 g (28 %). M.p. 107-110° C.

Workup

  1. temperatureAfter heating
  2. temperatureunder reflux for 16 h
  3. customis evaporated in vacuo
  4. customThe residue is chromatographed (silica, toluene/dioxane 5:1)
  5. customcrystallized from diisopropylether/ethyl acetate

Sources & evidence

ORD record
ord-6b8409dc76414eebbd1169074320df0a
Source dataset
uspto-grants-2000_03
Patent number
US06043242

Reaction notes

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