Isopropanol → 6-(3-Trifluoromethyl-benzenesulfonyl)-2H-pyridazin-3-one

HRID 1581483Notes

Reaction equation

HRID 1581483 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5](Cl)=[CH:6][CH:7]=1.[Na+].[F:10][C:11]([F:22])([F:21])[C:12]1[CH:13]=[C:14]([S:18]([O-:20])=[O:19])[CH:15]=[CH:16][CH:17]=1.C([OH:26])(C)C>O>[F:22][C:11]([F:10])([F:21])[C:12]1[CH:13]=[C:14]([S:18]([C:2]2[CH:7]=[CH:6][C:5](=[O:26])[NH:4][N:3]=2)(=[O:20])=[O:19])[CH:15]=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 673313,6-DichloropyridazineHCID 23677070Sodium 3-(trifluoromethyl)benzene-1-sulfinate

Product 1

HCID 98149486-(3-Trifluoromethyl-benzenesulfonyl)-2H-pyridazin-3-oneYield 25%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 3,6-dichloropyridazine (4.44 g), 3-trifluoromethylphenyl sulfinic acid sodium salt (6.93 g), isopropanol (30 mL), and water (1 mL) was prepared and refluxed for 18 hours. The reaction mixture was then cooled, diluted with water (100 mL) and the precipitated solid was collected. The solid was triturated with n-propanol and the solid was collected to obtain the title compound (25%, 2.3 g).

Workup

  1. customwas prepared
  2. temperaturerefluxed for 18 hours
  3. temperatureThe reaction mixture was then cooled
  4. customthe precipitated solid was collected
  5. customThe solid was triturated with n-propanol
  6. customthe solid was collected

Sources & evidence

ORD record
ord-fc9bcf3322d74756910a49132f064806
Source dataset
uspto-grants-2004_05
Patent number
US06730674B2

Reaction notes

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