HCID 86614812, compound → HCID 86614818, compound

HRID 1686157Notes

Reaction equation

HRID 1686157 reaction equation
[CH3:1][C:2]1[C:10]([CH3:19])([CH2:11][CH2:12][CH2:13][CH2:14][S:15]([O-:18])(=[O:17])=[O:16])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([S:20]([O-:23])(=[O:22])=[O:21])[CH:8]=2)[N:3]=1.[Na+:24].[Na+]>C1COS(=O)(=O)CC1>[CH3:1][C:2]1[C:10]([CH3:19])([CH2:11][CH2:12][CH2:13][CH2:14][S:15]([O-:18])(=[O:16])=[O:17])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([S:20]([O-:23])(=[O:21])=[O:22])[CH:8]=2)[N+:3]=1[CH2:11][CH2:12][CH2:13][CH2:14][S:15]([O-:18])(=[O:17])=[O:16].[Na+:24].[Na+:24]

Participants

3

Reactant 1

HCID 86614812HCID 86614812, compound

Product 1

HCID 86614818HCID 86614818, compoundYield 217.1%

Reagents, catalysts & solvents 1

HCID 154111,4-Butane sultoneSolvent

Conditions

Temperature
150 °C

Procedure

Disodium 2,3-dimethyl-3-(4-sulphonatobutyl)-3H-indole-5-sulphonate (1.0 g) and 1,4-butanesultone (10 ml) were mixed and heated under nitrogen at 150° C. for 52 hrs to give a dark purple slurry. After cooling, the mixture was triturated with ethyl acetate: the solid portion was collected by filtration, washed with ethyl acetate and diethyl ether, then dried under high vacuum over phosphorus pentoxide to give the title product (1.45 g), which was used directly without purification.

Workup

  1. customto give a dark purple slurry
  2. temperatureAfter cooling
  3. customthe mixture was triturated with ethyl acetate
  4. filtrationthe solid portion was collected by filtration
  5. washwashed with ethyl acetate and diethyl ether
  6. dry with materialdried under high vacuum over phosphorus pentoxide

Sources & evidence

ORD record
ord-b865b0f68dc94353ac068be4a51a97f3
Source dataset
uspto-grants-2012_04
Patent number
US08148539B2

Reaction notes

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