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

HRID 1369490Notes

Reaction equation

HRID 1369490 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-f762ce33ed5e47f7b3fe13ab869dd78a
Source dataset
uspto-grants-2003_06
Patent number
US06579879B2

Reaction notes

Loading…