Methane → Disodium 4-aminonaphthalene-2,7-disulfonate

HRID 65902Notes

Reaction equation

HRID 65902 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([S:12]([OH:15])(=[O:14])=[O:13])=[CH:9][CH:10]=2)[CH:5]=[C:4]([S:16]([OH:19])(=[O:18])=[O:17])[CH:3]=1.[OH-].[Na+:21].C>O>[Na+:21].[Na+:21].[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([S:12]([O-:15])(=[O:14])=[O:13])=[CH:9][CH:10]=2)[CH:5]=[C:4]([S:16]([O-:19])(=[O:18])=[O:17])[CH:3]=1

Participants

5

Reactant 3

HCID 297MethaneHCID 14798Sodium HydroxideHCID 803972,7-Naphthalenedisulfonic acid, 4-amino-

Product 1

HCID 20382911Disodium 4-aminonaphthalene-2,7-disulfonate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Approximately 76 g. of 1-amino-3,6-naphthalenedisulfonic acid is added to a solution of 22 g of sodium hydroxide in 100 ml of water. This solution is treated with charcoal filtered through diatomaceous earth and washed with sufficient water to bring the combined filtrate and washings to 200 ml. The filtrate is diluted to 1000 ml with ethanol and after standing the resulting solid is filtered and washed with absolute ethanol and twice with ether. The product is dried overnight giving 1-amino-3,6-naphthalenedisulfonic acid disodium salt.

Workup

  1. filtrationfiltered through diatomaceous earth
  2. washwashed with sufficient water
  3. additionThe filtrate is diluted to 1000 ml with ethanol
  4. filtrationis filtered
  5. washwashed with absolute ethanol and twice with ether
  6. customThe product is dried overnight

Sources & evidence

ORD record
ord-dc563bf4a44e40a88a5578d8769af571
Source dataset
uspto-grants-1978_12
Patent number
US04129591

Reaction notes

Loading…