Peracetic Acid → 6-(5-Chloro-3-methyl-benzofuran-2-sulfinyl)-2H-pyridazin-3-one

HRID 2101467Notes

Reaction equation

HRID 2101467 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([S:10][C:11]3[CH:12]=[CH:13][C:14](=[O:17])[NH:15][N:16]=3)=[C:7]([CH3:18])[C:6]=2[CH:19]=1.C(OO)(=[O:22])C>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([S:10]([C:11]3[CH:12]=[CH:13][C:14](=[O:17])[NH:15][N:16]=3)=[O:22])=[C:7]([CH3:18])[C:6]=2[CH:19]=1

Participants

4

Reactant 2

HCID 6585Peracetic AcidHCID 98572586-(5-chloro-3-methyl-benzofuran-2-sulfenyl)-2H-pyridazin-3-one

Product 1

HCID 99226606-(5-Chloro-3-methyl-benzofuran-2-sulfinyl)-2H-pyridazin-3-oneYield 73%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 6-(5-chloro-3-methyl-benzofuran-2-sulfenyl)-2H-pyridazin-3-one (prepared according to the method of Example 2, Step B) (5.0 g, 17.0 mmol), peracetic acid (1.9 g, 25.0 mmol) and acetic acid (20 mL) was stirred at room temperature for two hours. The reaction mixture was quenched with ice-cold water (30 mL) and the precipitated solid was filtered. The solid residue was washed with water (2×10 mL) and then air-dried to obtain the title compound of Example 50 (3.55 g, 73%); mp 234° C.-236° C.

Workup

  1. customprepared
  2. customThe reaction mixture was quenched with ice-cold water (30 mL)
  3. filtrationthe precipitated solid was filtered
  4. washThe solid residue was washed with water (2×10 mL)
  5. customair-dried

Sources & evidence

ORD record
ord-b2e65eb06ab340bf9487f9c419965880
Source dataset
uspto-grants-2009_08
Patent number
US07572910B2

Reaction notes

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