Ethanol → Sodium 8-aminonaphthalene-1,3,5-trisulfonate

HRID 2052466Notes

Reaction equation

HRID 2052466 reaction equation
[NH2:1][C:2]1[C:11]2[C:10]([S:12]([OH:15])(=[O:14])=[O:13])=[CH:9][C:8]([S:16]([OH:19])(=[O:18])=[O:17])=[CH:7][C:6]=2[C:5]([S:20]([OH:23])(=[O:22])=[O:21])=[CH:4][CH:3]=1.C(O)C.[OH-].[Na+:28]>O>[Na+:28].[Na+:28].[Na+:28].[NH2:1][C:2]1[C:11]2[C:10]([S:12]([O-:15])(=[O:14])=[O:13])=[CH:9][C:8]([S:16]([O-:19])(=[O:17])=[O:18])=[CH:7][C:6]=2[C:5]([S:20]([O-:23])(=[O:22])=[O:21])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 873558-Aminonaphthalene-1,3,5-trisulfonic acid

Product 1

HCID 10343683Sodium 8-aminonaphthalene-1,3,5-trisulfonate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a warm solution of 106.4 g of (80.5%) 8-amino-1,3,5-naphthalenetrisulfonic acid in 100 ml of water and 45.0 ml of 5 N sodium hydroxide is slowly added 500 ml of absolute ethanol with vigorous stirring for 30 minutes. The mixture is cooled to room temperature and filtered. The precipitate is washed with 80% aqueous ethanol, ethanol and ether and is dried in vacuo at 110° C. for 16 hours to give 103.7 g of 8-amino-1,3,5-naphthalenetrisulfonic acid trisodium salt.

Workup

  1. filtrationfiltered
  2. washThe precipitate is washed with 80% aqueous ethanol, ethanol and ether
  3. customis dried in vacuo at 110° C. for 16 hours

Sources & evidence

ORD record
ord-44d98239c89d4c55b3f5e4f931f790e4
Source dataset
uspto-grants-1980_01
Patent number
US04185033

Reaction notes

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