Sulfuric Acid → 2-{[Ethyl(phenyl)amino]methyl}benzene-1-sulfonic acid

HRID 1583630

Reaktionsgleichung

Reaktionsgleichung von HRID 1583630
[S:1](=[O:5])(=O)([OH:3])[OH:2].[CH2:6]([N:13]([CH2:20][CH3:21])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.OS(O)(=O)=O.O=S(=O)=O>O>[CH2:20]([N:13]([CH2:6][C:7]1[C:8]([S:1]([OH:3])(=[O:5])=[O:2])=[CH:9][CH:10]=[CH:11][CH:12]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:21]

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 7098N-Ethyl-N-benzylanilineHCID 24681Fuming sulfuric acid

Produkt 1

HCID 201467222-{[Ethyl(phenyl)amino]methyl}benzene-1-sulfonic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To 30.0 g. of 100% sulfuric acid is added N-benzyl-N-ethylaniline (30.0 g.) dropwise below about 50° C. To this solution is added, at 50°-60° C., 60% oleum (30.0 g.) with good stirring. The mixture is stirred and heated at about 60° C. for three hours and then drowned into 200 ml. of water. The free sulfonic acid (Coupler 1) which is mostly the meta isomer with a small amount of para, precipitates on standing and is collected by filtration, washed with water, and dried. N-Benzylanilines containing groups such as alkyl, alkoxy, and halogen in the ortho, meta, or para positions of the benzyl group may also be sulfonated by this procedure. The exact location of the sulfonic acid group in these cases is often not known and mixtures usually are produced.

Aufarbeitung

  1. additionTo this solution is added, at 50°-60° C.
  2. customprecipitates on standing
  3. filtrationis collected by filtration
  4. washwashed with water
  5. customdried
  6. custommixtures usually are produced

Quellen und Nachweise

ORD-Eintrag
ord-2be740f6a22643c792eeeb4fe17d3288
Quelldatensatz
uspto-grants-1985_11
Patentnummer
US04552952

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