HCID 67043922, compound → HCID 86652198, compound

HRID 1944458Notes

Reaction equation

HRID 1944458 reaction equation
[CH3:1][N:2]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[S:3]([C:6]1[C:11]([CH2:12][OH:13])=[CH:10][CH:9]=[CH:8][N:7]=1)(=[O:5])=[O:4]>[O-2].[Mn+4].[O-2].C(Cl)(Cl)Cl>[CH3:1][N:2]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[S:3]([C:6]1[C:11]([CH:12]=[O:13])=[CH:10][CH:9]=[CH:8][N:7]=1)(=[O:5])=[O:4]

Participants

4

Reactant 1

HCID 67043922HCID 67043922, compound

Product 1

HCID 86652198HCID 86652198, compoundYield 40.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalyst2×HCID 6212ChloroformSolvent

Procedure

A mixture of 3-hydroxymethylpyridine-2-sulfonic acid methylphenylamide (0.25 g), chloroform (20 mL) and manganese (IV) oxide (3.9 g) was stirred at room temperature for 2 hours. The mixture was treated with additional manganese (IV) oxide (1.6 g) and stirred at room temperature for a further 2 hours. The mixture was filtered through hyflo and the filtrate was concentrated under reduced pressure to afford the title compound (0.10 g).

Workup

  1. stirringstirred at room temperature for a further 2 hours
  2. filtrationThe mixture was filtered through hyflo
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-739c644610b24ffdb0cffeb4d359e4fe
Source dataset
uspto-grants-2013_03
Patent number
US08394836B2

Reaction notes

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