Sodium Thiosulfate → HCID 66707627, compound

HRID 1890222Notes

Reaction equation

HRID 1890222 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]SC)[C:4]([CH3:25])=[N:3]1.Cl[C:27]1C=CC=C(C(OO)=O)C=1.[S:37]([O-:41])([O-])(=[O:39])=S.[Na+].[Na+]>ClCCl>[CH3:1][N:2]1[C:7](=[O:8])[C:6]([C:9]2[C:10]([CH2:19][CH3:20])=[CH:11][C:12]([CH2:17][CH3:18])=[CH:13][C:14]=2[CH2:15][CH3:16])=[C:5]([O:21][CH2:22][S:37]([CH3:27])(=[O:41])=[O:39])[C:4]([CH3:25])=[N:3]1

Participants

5

Reactant 3

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

Product 1

HCID 66707627HCID 66707627, compound

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, 205 mg of m-chloroperbenzoic acid was added, followed by stirring at room temperature for 16 hours. To the reaction mixture, an aqueous saturated sodium thiosulfate solution (10 mL) was added, followed by extraction with chloroform (10 mL×2). The organic layer was washed with an aqueous saturated sodium bicarbonate solution (10 mL), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:1) to obtain 0.23 g of 2,6-dimethyl-5-methylsulfonylmethoxy-4-(2,4,6-triethylphenyl)-3(2H)-pyridazinone [compound (I-4-1)]. Melting point: 142 to 143° C.

Workup

  1. additionwas added
  2. extractionfollowed by extraction with chloroform (10 mL×2)
  3. washThe organic layer 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-54626310688541a08c24fc5587a0e3f3
Source dataset
uspto-grants-2013_08
Patent number
US08507410B2

Reaction notes

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