o-Toluenesulfonyl chloride → HCID 22099729, Verbindung

HRID 1457647Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1457647
[CH2:1]([O:3][C:4](=[O:19])[CH2:5][CH2:6][CH2:7][NH:8][C:9]1[CH:18]=[CH:17][CH:16]=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12])[CH3:2].[CH3:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[S:27](Cl)(=[O:29])=[O:28]>N1C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:19])[CH2:5][CH2:6][CH2:7][N:8]([C:9]1[CH:18]=[CH:17][CH:16]=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12])[S:27]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[CH3:20])(=[O:29])=[O:28])[CH3:2]

Komponenten

4

Edukt 2

HCID 8623o-Toluenesulfonyl chlorideHCID 266836Methyl 2-[(4-ethoxy-4-oxobutyl)amino]benzoate

Produkt 1

HCID 22099729HCID 22099729, VerbindungAusbeute 90,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A mixture of 2.65 g of methyl 2-[(4-ethoxy-4-oxobutyl)amino]benzoate, 2.0 g of 2-methylphenylsulfonyl chloride and pyridine is heated on a steam bath for 16 hours. The mixture is concentrated under a vacuum (remove pyridine) and 1N HCl added. The mixture is extracted with dichloromethane and the extract washed with 1NHCl, H2O, 1M NaHCO3, brine and dried (Na2SO4). The solution is filtered through a thin pad of hydrons magnesium silicate and the filtrate evaporated to give 3.8 g of solid which is crystallized from ethanol to give crystals, m.p. 100°-102° C.

Aufarbeitung

  1. temperatureis heated on a steam bath for 16 hours
  2. concentrationThe mixture is concentrated under a vacuum (remove pyridine) and 1N HCl
  3. additionadded
  4. extractionThe mixture is extracted with dichloromethane
  5. washthe extract washed with 1NHCl, H2O, 1M NaHCO3, brine
  6. dry with materialdried (Na2SO4)
  7. filtrationThe solution is filtered through a thin pad of hydrons magnesium silicate
  8. customthe filtrate evaporated

Quellen und Nachweise

ORD-Eintrag
ord-8fef0a5ed1474e2fb06b85677cec9daf
Quelldatensatz
uspto-grants-1998_12
Patentnummer
US05849735

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