Aniline → 2-Aminobenzenesulfonic acid

HRID 1073354

Reaktionsgleichung

Reaktionsgleichung von HRID 1073354
[S:1]([O-:5])([OH:4])(=[O:3])=[O:2].[NH3+:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>[OH-].[Na+]>[NH2:6][C:7]1[C:8]([S:1]([OH:5])(=[O:3])=[O:2])=[CH:9][CH:10]=[CH:11][CH:12]=1.[NH2:13][C:14]1[C:19]([S:1]([OH:4])(=[O:3])=[O:2])=[CH:18][C:17]([S:1]([OH:5])(=[O:4])=[O:3])=[CH:16][CH:15]=1

Komponenten

5

Edukt 2

HCID 6115AnilineHCID 69584289Anilinium hydrogen sulphate

Produkt 2

HCID 69262-Aminobenzenesulfonic acidAusbeute 0,7 %HCID 673044-Amino-1,3-benzenedisulfonic acidAusbeute 0,02 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

439.7 g of powdered anilinium hydrogensulphate were heated for 7 hours at 200° C. in a closed autoclave. After cooling, the autoclave was opened and the solid was dissolved in 1N NaOH (pH 7.2), deposited aniline was separated off, residual aniline was removed by extraction with methylene chloride (2×100 ml) and the aqueous phase was evaporated to dryness. The analysis of the powdery product showed a yield of p-sulphanilic acid Na salt of 68.5%, based on employed aniline. 0.7% of aniline-2-sulphonic acid and 0.02% of aniline-2,4-disulphonic acid were formed.

Aufarbeitung

  1. temperatureAfter cooling
  2. customwas separated off
  3. customresidual aniline was removed by extraction with methylene chloride (2×100 ml)
  4. customthe aqueous phase was evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-9ab542f1b293423bb2ec286125977690
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04968835

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