Sulfuric Acid → 4,4'-diamino-2,2'-stilbenedisulfonic acid, disodium salt

HRID 1870588

Reaction equation

HRID 1870588 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([S:25]([O-:28])(=[O:27])=[O:26])[C:7]([CH:10]=[CH:11][C:12]2[C:13]([S:21]([O-:24])(=[O:23])=[O:22])=[CH:14][C:15]([N+:18]([O-])=O)=[CH:16][CH:17]=2)=[CH:8][CH:9]=1)([O-])=O.[Na+:29].[Na+].OS(O)(=O)=O>[Pt].O>[NH2:1][C:4]1[CH:5]=[C:6]([S:25]([O-:28])(=[O:27])=[O:26])[C:7]([CH:10]=[CH:11][C:12]2[C:13]([S:21]([O-:24])(=[O:23])=[O:22])=[CH:14][C:15]([NH2:18])=[CH:16][CH:17]=2)=[CH:8][CH:9]=1.[Na+:29].[Na+:29]

Participants

5

Reactant 2

HCID 1118Sulfuric AcidHCID 194584,4'-Dinitro-2,2'-stilbene disulfonate disodium salt

Product 1

HCID 28374734,4'-diamino-2,2'-stilbenedisulfonic acid, disodium salt

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 962WaterSolvent

Procedure

A 300 ml steel autoclave is charged with 48 g of sodium 4,4'-dinitrostilbene-2,2'-disulfonate, 174 g of water, 0.15 ml of 0.5 M H2SO4, 1.4 g of activated carbon, 64 mg of 5% Pt/C and 12 mg of NH4VO3. The autoclave is closed and flushed with nitrogen. The hydrogenation is carried out at 70° C. with the controlled addition of hydrogen of 2.5 NI/h (max. 4-5 bar hydrogen). After the hydrogenation is terminated, the autoclave is rendered inert, the catalyst is filtered off and the reaction mixture is analysed with HPLC. The results are listed in Table 3.

Workup

  1. customThe autoclave is closed
  2. customflushed with nitrogen
  3. additionThe hydrogenation is carried out at 70° C. with the controlled addition of hydrogen of 2.5 NI/h (max. 4-5 bar hydrogen)
  4. customAfter the hydrogenation is terminated
  5. filtrationthe catalyst is filtered off

Sources & evidence

ORD record
ord-d5a6cd6fc00847c1ad73d9cb85e52aab
Source dataset
uspto-grants-2000_08
Patent number
US06096924

Linked notes

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