6-Fluoroindole → Sodium 6-Fluoro-1H-indole-2-sulfonate

HRID 41066Notes

Reaction equation

HRID 41066 reaction equation
[S:1](=[O:4])([OH:3])[O-:2].[Na+:5].[F:6][C:7]1[CH:15]=[C:14]2[C:10]([CH:11]=[CH:12][NH:13]2)=[CH:9][CH:8]=1>O.C(O)C>[F:6][C:7]1[CH:15]=[C:14]2[C:10]([CH:11]=[C:12]([S:1]([O-:3])(=[O:2])=[O:4])[NH:13]2)=[CH:9][CH:8]=1.[Na+:5]

Participants

5

Reactant 2

HCID 3512786-FluoroindoleHCID 23665763Sodium Bisulfite

Product 1

HCID 86634332Sodium 6-Fluoro-1H-indole-2-sulfonateYield 29.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 23.4 g sodium bisulfite in 80 ml water a solution of 13.5 g 6-fluoro indole in ethanol is added drop wise. The obtained suspension is stirred at room temperature over night. The precipitate is filtered and washed with cold water, cold methanol and diethyl ether. 7.0 g (29%) of the title compound are obtained as a colourless solid.

Workup

  1. filtrationThe precipitate is filtered
  2. washwashed with cold water, cold methanol and diethyl ether

Sources & evidence

ORD record
ord-524347121123467c90bcf38b3fc5d8c2
Source dataset
uspto-grants-2013_09
Patent number
US08530493B2

Reaction notes

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