Sodium Thiosulfate → HCID 66707749, compound

HRID 1890221Notes

Reaction equation

HRID 1890221 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[C:6]([C:9]2[C:14]([CH2:15][CH3:16])=[CH:13][C:12]([CH2:17][CH3:18])=[CH:11][C:10]=2[CH2:19][CH3:20])=[C:5]([O:21][CH2:22][S:23][CH3:24])[C:4]([CH3:25])=[N:3]1.ClC1C=CC=C(C(OO)=[O:34])C=1.S([O-])([O-])(=O)=S.[Na+].[Na+]>ClCCl>[CH3:1][N:2]1[C:7](=[O:8])[C:6]([C:9]2[C:14]([CH2:15][CH3:16])=[CH:13][C:12]([CH2:17][CH3:18])=[CH:11][C:10]=2[CH2:19][CH3:20])=[C:5]([O:21][CH2:22][S:23]([CH3:24])=[O:34])[C:4]([CH3:25])=[N:3]1

Participants

5

Reactant 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 66707556HCID 66707556, compound

Product 1

HCID 66707749HCID 66707749, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 0.30 g of 2,6-dimethyl-5-methylthiomethoxy-4-(2,4,6-triethylphenyl)-3(2H)-pyridazinone [compound (I-2-2)] and 4 mL of dichloromethane, 77 mg of m-chloroperbenzoic acid was added, followed by stirring at room temperature for 30 minutes. To the reaction mixture, an aqueous saturated sodium thiosulfate solution (10 mL) was added, followed by extraction with chloroform (10 mL×2). The organic layers was washed with an aqueous saturated sodium bicarbonate solution (10 mL), dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (ethyl acetate) to obtain 0.16 g of 2,6-dimethyl-5-methylsulfinylmethoxy-4-(2,4,6-triethylphenyl)-3(2H)-pyridazinone [compound (I-3-1)].

Workup

  1. additionwas added
  2. extractionfollowed by extraction with chloroform (10 mL×2)
  3. washThe organic layers was washed with an aqueous saturated sodium bicarbonate solution (10 mL)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4a036dbd017d4027bfa6bde9dbb76850
Source dataset
uspto-grants-2013_08
Patent number
US08507410B2

Reaction notes

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