4-Methoxybenzenesulfonyl chloride → N-benzyl-4-methoxybenzenesulfonamide

HRID 264311

Reaktionsgleichung

Reaktionsgleichung von HRID 264311
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([S:17](Cl)(=[O:19])=[O:18])=[CH:13][CH:12]=1>C(Cl)(Cl)Cl>[CH3:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([S:17]([NH:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)(=[O:19])=[O:18])=[CH:15][CH:16]=1

Komponenten

4

Edukt 2

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 7504Benzylamine

Produkt 1

HCID 741351N-benzyl-4-methoxybenzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Benzylamine (16.0 mL, 145.2 mmol) is dissolved in chloroform (110 mL), and the solution is cooled to 0° C. To this solution is added 4-methoxybenzenesulfonyl chloride (10.0 g, 48.4 mmol). The reaction is stirred at room temperature for 1 hour, and then refluxed for 1 hour. After cooling back to room temperature, the reaction is washed three times with 4N hydrochloric acid (200 mL), twice with water (100 mL), once with brine (50 mL), then dried (Na2SO4), and the solvent is evaporated to give N-[4-methoxybenzenesulfonyl]-benzylamine.

Aufarbeitung

  1. temperaturerefluxed for 1 hour
  2. temperatureAfter cooling back to room temperature
  3. washthe reaction is washed three times with 4N hydrochloric acid (200 mL)
  4. dry with materialtwice with water (100 mL), once with brine (50 mL), then dried (Na2SO4)
  5. customthe solvent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-480680a942d14e20afb3ab5e47cdfdb3
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05646167

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