HCID 57901756, compound → HCID 57901650, compound

HRID 1851456Notes

Reaction equation

HRID 1851456 reaction equation
[OH:1][CH2:2][C:3]1[NH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[NH:12][S:13]([C:16]1[S:17][CH:18]=[CH:19][CH:20]=1)(=[O:15])=[O:14]>[O-2].[O-2].[Mn+4].O1CCCC1>[CH:2]([C:3]1[NH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][C:6]=2[NH:12][S:13]([C:16]1[S:17][CH:18]=[CH:19][CH:20]=1)(=[O:14])=[O:15])=[O:1]

Participants

4

Reactant 1

HCID 57901756HCID 57901756, compound

Product 1

HCID 57901650HCID 57901650, compoundYield 9.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of N-[2-(hydroxymethyl)-1H-indol-7-yl]thiophene-2-sulfonamide (1.30 g), activated manganese dioxide (8.0 g) and tetrahydrofuran (30 mL) was stirred at room temperature for 5 hr. The reaction mixture was filtrated, and the filtrate was concentrated. The residue was subjected to silica gel column chromatography, and the title compound (0.12 g, yield 9%) was obtained as yellow crystals from a fraction eluted with tetrahydrofuran-hexane (2:1, volume ratio). melting point>226° C. (decomposition).

Workup

  1. filtrationThe reaction mixture was filtrated
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-f79df25f89af4b9981d28e12c5604138
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

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