3-(Hydroxymethyl)benzene-1-sulfonamide → 3-Formylbenzene-1-sulfonamide

HRID 734738Notes

Reaction equation

HRID 734738 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1>CC(C)=O.O=[Mn]=O>[CH:2]([C:3]1[CH:4]=[C:5]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1)=[O:1]

Participants

4

Reactant 1

HCID 231337993-(Hydroxymethyl)benzene-1-sulfonamide

Product 1

HCID 184617343-Formylbenzene-1-sulfonamideYield 76.4%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 180AcetoneSolvent

Procedure

A solution of 3-(hydroxymethyl)benzenesulfonamide (307 mg, 1.64 mmol) in acetone (16 mL) was added to a round bottom flask containing MnO2 (1.43 g, 16.4 mmol). The mixture was stirred for 50 hours until the starting material was consumed, then filtered though a pad of celite. The filtrate was evaporated to afford the product (232 mg, 76%) as a white solid. MS (ES+) m/z 186 [M+H]+.

Workup

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

Sources & evidence

ORD record
ord-5ab43bce45cb42a79d0effbec96b38bc
Source dataset
uspto-grants-2009_09
Patent number
US07592357B2

Reaction notes

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