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Hydrochloric Acid → Styrenesulfonic acid

HRID 484555
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 484555
N[C:2]1[C:3]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:5]=[CH:6][CH:7]=1.Cl.N([O-])=O.[Na+].[C:17]([O-])(=O)[CH3:18].[Na+]>[OH-].[Na+].[Pd].CO>[CH2:17]=[CH:18][C:2]1[C:3]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:5]=[CH:6][CH:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 69262-Aminobenzenesulfonic acidHCID 517045Sodium AcetateHCID 23668193Sodium Nitrite

Produkt 1

HCID 168625Styrenesulfonic acidAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938Palladium
Katalysator
HCID 887MethanolLösungsmittel
HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

10.1 g of aniline-2-sulphonic acid (85%) were dissolved in 40 ml of sodium hydroxide solution (6%) and treated with 40 ml of conc. HCl. 12 ml of aqueous NaNO2 solution were added dropwise to the resulting suspension at a temperature of 0° to 5° C. and the mixture was stirred at this temperature for 30 minutes. 50 g of sodium acetate, 300 ml of methanol and 0.5 g of bis(dibenzylideneacetone-2,2'-disulphonic acid disodium salt)palladium(0) were added successively and the mixture was stirred for 3 hours at 20° C. under an ethylene pressure of 20 bar. It was then filtered and evaporated to dryness, and the residue was stirred with ethanol. The mixture was again filtered and evaporated. 7.4 g (72%) of styrene-2-sulphonic acid, Na salt, were obtained.

Aufarbeitung

  1. stirringthe mixture was stirred for 3 hours at 20° C. under an ethylene pressure of 20 bar
  2. filtrationIt was then filtered
  3. customevaporated to dryness
  4. stirringthe residue was stirred with ethanol
  5. filtrationThe mixture was again filtered
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-a5f53cc6049841da99bde5ea89d32326
Quelldatensatz
uspto-grants-1993_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05231223

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