HCID 9826187, compound → HCID 9935328, compound

HRID 2116569Notes

Reaction equation

HRID 2116569 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][S:16]([C:19]3[CH:24]=[CH:23][C:22]([S:25][CH3:26])=[CH:21][CH:20]=3)(=[O:18])=[O:17])=[CH:11][C:10]=2[C:27]([F:30])([F:29])[F:28])[CH:7]=1.[OH:31]OS([O-])=O.[K+]>CC(C)=O.O>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][S:16]([C:19]3[CH:20]=[CH:21][C:22]([S:25]([CH3:26])=[O:31])=[CH:23][CH:24]=3)(=[O:17])=[O:18])=[CH:11][C:10]=2[C:27]([F:28])([F:30])[F:29])[CH:7]=1

Participants

5

Reactant 2

HCID 9826187HCID 9826187, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 9935328HCID 9935328, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

To a solution of 2-(3-chloro-5-pyridyloxy)-5-(4-methylthiobenzenesulfonamido)benzotrifluoride (0.21 g) in acetone (5 mL) was added Oxone™ (0.136 g) in water (1 mL). After 5 hr, the reaction mixture is filtered, and the filtrate is diluted in methylene chloride and extracted with water. The solids from the organic extract were purified by silica chromatography. Trituration with hexane gave the title sulfoxide (0.144 g) as a white solid. mp 156-159° C.

Workup

  1. filtrationthe reaction mixture is filtered
  2. additionthe filtrate is diluted in methylene chloride
  3. extractionextracted with water
  4. extractionThe solids from the organic extract
  5. customwere purified by silica chromatography

Sources & evidence

ORD record
ord-14e6af97c7b142ab98fd4a1c1359eb78
Source dataset
uspto-grants-2008_10
Patent number
US07439242B2

Reaction notes

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