Thionyl Chloride → HCID 86759082, compound

HRID 1358910Notes

Reaction equation

HRID 1358910 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][C:6]1[C:7](=[CH:11][C:12](=[S:23](=[O:25])=[O:24])[CH:13]([CH3:22])[C:14]=1[C:15]1[CH2:19][CH:18]([CH2:20][Cl:21])[O:17][N:16]=1)[C:8](O)=[O:9]>CN(C)C=O.C1(C)C=CC=CC=1>[CH3:5][C:6]1[C:7](=[CH:11][C:12](=[S:23](=[O:25])=[O:24])[CH:13]([CH3:22])[C:14]=1[C:15]1[CH2:19][CH:18]([CH2:20][Cl:21])[O:17][N:16]=1)[C:8]([Cl:3])=[O:9]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 86759083HCID 86759083, compound

Product 1

HCID 86759082HCID 86759082, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 1140TolueneSolvent

Procedure

3.23 g (27.2 mmol) of thionyl chloride were added dropwise to a mixture of 4.5 g (13.6 mmol) of 2-methyl-3-(5-chloromethyl-4,5-dihydroisoxazol-3-yl)-4-methyl-sulfonylbenzoic acid, 100 ml of toluene and three drops of N,N-dimethylformamide. The mixture was refluxed for 4 hours and then cooled, and the solvent was removed. The residue was then taken up in methylene chloride and once more concentrated to dryness. This gave 4.74 g (100% of theory) of the title compound in the form of a pale powder.

Workup

  1. temperatureThe mixture was refluxed for 4 hours
  2. temperaturecooled
  3. customthe solvent was removed
  4. concentrationonce more concentrated to dryness

Sources & evidence

ORD record
ord-2b10a6d6040945fab558ea7363d89c02
Source dataset
uspto-grants-2003_07
Patent number
US06599860B1

Reaction notes

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