Water → HCID 11637775, compound

HRID 1581487Notes

Reaction equation

HRID 1581487 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:8][C:9]2[N:10]=[N:11][C:12]([O:15][CH3:16])=[CH:13][CH:14]=2)[CH:5]=[CH:6][CH:7]=1.ClC1C=CC=C(C(OO)=[O:25])C=1.C(Cl)(Cl)Cl.[OH2:32]>S([O-])([O-])(=O)=S.[Na+].[Na+]>[Cl:1][C:2]1[CH:3]=[C:4]([S:8]([C:9]2[N:10]=[N:11][C:12]([O:15][CH3:16])=[CH:13][CH:14]=2)(=[O:25])=[O:32])[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6212ChloroformHCID 70297m-Chloroperbenzoic acidHCID 11499797HCID 11499797, compound

Product 1

HCID 11637775HCID 11637775, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 24477Sodium ThiosulfateSolvent

Procedure

A mixture of 3-(3-chloro-phenylsulfanyl)-6-methoxy-pyridazine (529 mg), m-chloroperbenzoic acid (MCPBA) (760 mg) and chloroform (20 mL) was prepared and stirred at room temperature for two hours. The reaction mixture was diluted with 5% sodium thiosulfate (20 mL) followed by water (30 mL). The chloroform layer was collected, dried over anhydrous sodium sulfate, filtered and the dried chloroform portion was evaporated to dryness. The resulting solid residue was purified by silica gel chromatography (3:1 hexane/ethyl acetate as eluent) to obtain 3-(3-chloro-benzenesulfonyl)-6-methoxy-pyridazine (29%, 173 mg); mass spectrum, M+, 285.

Workup

  1. customwas prepared
  2. customThe chloroform layer was collected
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. customthe dried chloroform portion was evaporated to dryness
  6. customThe resulting solid residue was purified by silica gel chromatography (3:1 hexane/ethyl acetate as eluent)

Sources & evidence

ORD record
ord-3d100808f37345ff959566bf3f497e60
Source dataset
uspto-grants-2004_05
Patent number
US06730674B2

Reaction notes

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