HCID 68817418, compound → HCID 86068765, compound

HRID 734732Notes

Reaction equation

HRID 734732 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([CH2:9][OH:10])=[CH:4][C:3]=1[S:11]([NH2:14])(=[O:13])=[O:12]>CC(C)=O.O=[Mn]=O>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([CH:9]=[O:10])=[CH:4][C:3]=1[S:11]([NH2:14])(=[O:12])=[O:13]

Participants

4

Reactant 1

HCID 68817418HCID 68817418, compound

Product 1

HCID 86068765HCID 86068765, compoundYield 60.1%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 180AcetoneSolvent

Procedure

A solution of 2-chloro-4-fluoro-5-(hydroxymethyl)benzenesulfonamide (440 mg, 1.84 mmol) in acetone (18 mL) was added to a round bottom flask containing MnO2 (1.60 g, 18.4 mmol). The mixture was stirred for 50 hours until the starting material was gone, then filtered though a pad of celite. The filtrate was evaporated to afford the product (263 mg, 60%) as a white solid. MS (ES+) m/z 238 [M+H]+.

Workup

  1. filtrationfiltered though a pad of celite
  2. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-400fce3e29ec4fe1807fbf20fa15f281
Source dataset
uspto-grants-2009_09
Patent number
US07592357B2

Reaction notes

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