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

HRID 66028Notes

Reaction equation

HRID 66028 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

A 151.7 g portion of 1-amino-3,6-naphthalenedisulfonic acid is added with stirring to 200 ml of water containing 44 g of sodium hydroxide. This solution is treated with activated charcoal and filtered. To the filtrate is added ethyl alcohol with the formation of a precipitate which is allowed to stand. The solid is collected by filtration and set aside. More ethyl alcohol is added to the filtrate with the formation of additional product. This product is collected after standing and is combined with the material previously set aside. The combined product is dissolved in water, treated with activated charcoal and is recrystallized from ethyl alcohol. The product is collected by filtration, washed with absolute ethyl alcohol and is dried to give 1-amino-3,6-naphthalenedisulfonic acid disodium salt.

Workup

  1. filtrationfiltered
  2. additionTo the filtrate is added ethyl alcohol with the formation of a precipitate which
  3. filtrationThe solid is collected by filtration
  4. additionMore ethyl alcohol is added to the filtrate with the formation of additional product
  5. customThis product is collected
  6. dissolutionThe combined product is dissolved in water
  7. additiontreated with activated charcoal
  8. customis recrystallized from ethyl alcohol
  9. filtrationThe product is collected by filtration
  10. washwashed with absolute ethyl alcohol
  11. customis dried

Sources & evidence

ORD record
ord-17eb6c2a06a946098873628ca62a3912
Source dataset
uspto-grants-1978_12
Patent number
US04129590

Reaction notes

Loading…