Indole → HCID 71772328, compound

HRID 1841827Notes

Reaction equation

HRID 1841827 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[S:10](=[O:13])([OH:12])[O-:11].[Na+:14]>C(O)C.O>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[S:10]([O-:13])(=[O:12])=[O:11].[Na+:14]

Participants

5

Reactant 2

HCID 798IndoleHCID 23665763Sodium Bisulfite

Product 1

HCID 71772328HCID 71772328, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 5 g indole in 10 mL ethanol was added to a solution of 8.8 g sodium bisulfite in 30 mL water. The mixture was stirred at room temperature for 12 hrs. The solid precipitate was filtered, washed with ether, and dried to yield sodium indole-2-sulfonate (7.8 g, 91%) as a white solid. The product was used in the next step without further purification. MP>320° C.; IR (KBr, cm−1) 3470, 3250, 1650, 1600, 1490, 1460, 1210, 1170, 1040, 760, 750.

Workup

  1. filtrationThe solid precipitate was filtered
  2. washwashed with ether
  3. customdried

Sources & evidence

ORD record
ord-49b99bfefa674cd9b3a40c69c4d5f673
Source dataset
uspto-grants-2015_02
Patent number
US08945397B2

Reaction notes

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