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

HRID 22758Notes

Reaction equation

HRID 22758 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-83e862b504694081bf44d5ca5523bdda
Source dataset
uspto-grants-2005_02
Patent number
US06849629B2

Reaction notes

Loading…