Hydrochloric Acid → 2',6'-Diethyl-p-toluenesulfonanilide

HRID 26022

Reaktionsgleichung

Reaktionsgleichung von HRID 26022
[CH2:1]([C:3]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][CH3:11])[C:4]=1[NH2:5])[CH3:2].[C:12]1([CH3:22])[CH:17]=[CH:16][C:15]([S:18](Cl)(=[O:20])=[O:19])=[CH:14][CH:13]=1.Cl>N1C=CC=CC=1>[CH2:1]([C:3]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][CH3:11])[C:4]=1[NH:5][S:18]([C:15]1[CH:16]=[CH:17][C:12]([CH3:22])=[CH:13][CH:14]=1)(=[O:20])=[O:19])[CH3:2]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 113692,6-Diethylaniline

Produkt 1

HCID 7315352',6'-Diethyl-p-toluenesulfonanilide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

To a solution of 149.0 g (1.0 mole) of 2,6-diethylaniline in pyridine (500 ml) is added in portions at 0° C. 209.6 g (1.1 moles) of p-toluenesulfonyl chloride. The reaction mixture is allowed to come to room temperature and stir for three hours. The mixture is poured into cold aqueous 10% HCl and the crude sulfonamide solidified. The sulfonamide is filtered, washed with water and crystallized from acetic acid to give N-(2,6-diethylphenyl)-p-toluenesulfonamide m.p. 130°-131° C.

Aufarbeitung

  1. customto come to room temperature
  2. filtrationThe sulfonamide is filtered
  3. washwashed with water
  4. customcrystallized from acetic acid

Quellen und Nachweise

ORD-Eintrag
ord-47ef70dd64294179ac889db47ce91d30
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04147804

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