Sodium Hydroxide → Sodium 8-aminonaphthalene-1,6-disulphonate

HRID 66029Notes

Reaction equation

HRID 66029 reaction equation
[CH:1]1[CH:10]=[C:9]([S:11]([OH:14])(=[O:13])=[O:12])[C:8]2[C:3](=[CH:4][C:5]([S:16]([OH:19])(=[O:18])=[O:17])=[CH:6][C:7]=2[NH2:15])[CH:2]=1.[OH-].[Na+:21]>O.C(O)C>[Na+:21].[Na+:21].[NH2:15][C:7]1[CH:6]=[C:5]([S:16]([O-:19])(=[O:18])=[O:17])[CH:4]=[C:3]2[C:8]=1[C:9]([S:11]([O-:14])(=[O:13])=[O:12])=[CH:10][CH:1]=[CH:2]2

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 672171,6-Naphthalenedisulfonic acid, 8-amino-

Product 1

HCID 81424Sodium 8-aminonaphthalene-1,6-disulphonateYield 87%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 25.0 g of 1-naphthylamine-3,8-disulfonic acid in 100 ml of water is added 20 ml of 5N sodium hydroxide with stirring. The mixture is warmed on a steambath and diluted with absolute ethyl alcohol to yield a crystalline precipitate. The solid is collected at room temperature and is washed with 75% aqueous ethyl alcohol, ethyl alcohol and ether. The product is dried in vacuo at 110° C. overnight to yield 22.8 g of (87%) 8-amino-1,6-naphthalenedisulfonic acid disodium salt.

Workup

  1. temperatureThe mixture is warmed on a steambath
  2. customto yield a crystalline precipitate
  3. customThe solid is collected at room temperature
  4. washis washed with 75% aqueous ethyl alcohol, ethyl alcohol and ether
  5. customThe product is dried in vacuo at 110° C. overnight

Sources & evidence

ORD record
ord-e0383623a6c148d193189a1873261ffc
Source dataset
uspto-grants-1978_12
Patent number
US04129590

Reaction notes

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