Indole → HCID 71772328, compound

HRID 1841825Notes

Reaction equation

HRID 1841825 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, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

FIG. 1b shows the synthesis of 5,6,7-trichlorogramine. A solution of indole (AA) in ethanol is added to a solution of sodium bisulfite in water. The mixture is stirred at room temperature for 12 hrs. The solid precipitate is filtered, washed with ether, and dried to yield sodium indole-2-sulfonate (BB) as a white solid. The sodium indole-2-sulfonate product (BB) is 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. customthe synthesis of 5,6,7-trichlorogramine
  2. filtrationThe solid precipitate is filtered
  3. washwashed with ether
  4. customdried

Sources & evidence

ORD record
ord-6b6a8d56fcc64573a14ccd70eed873f9
Source dataset
uspto-grants-2015_02
Patent number
US08945397B2

Reaction notes

Loading…