Water → N-Allyl-2-nitro-N-(2-oxo-1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide

HRID 23574Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 23574
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([NH:13][C@@H:14]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:15](=[O:21])[N:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1)(=[O:12])=[O:11])([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].[CH2:34](Br)[CH:35]=[CH2:36].O>CN(C)C=O>[CH2:36]([N:13]([C@@H:14]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:15](=[O:21])[N:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1)[S:10]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])(=[O:11])=[O:12])[CH:35]=[CH2:34]

Komponenten

6

Edukt 4

HCID 962WaterHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 69732096HCID 69732096, Verbindung

Produkt 1

HCID 69731465N-Allyl-2-nitro-N-(2-oxo-1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-benzenesulfonamideAusbeute 96,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-nitro-N-(2-oxo-1-(S)-phenyl-2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide (62.4 g, 160 mmol) in anhydrous dimethylformamide (300 cm3) was added potassium carbonate (44.3 g, 320 mmol). The mixture was stirred at ambient temperature for 10 minutes and allyl bromide (18.0 cm3, 208 mmol) was added dropwise over 10 minutes. The mixture was stirred for 16 hours at ambient temperature and poured into water (2000 cm3) to afford a white precipitate. The mixture was vacuum filtered, washed with water (3×200 cm3) and vacuum dried at 50° C. to constant weight to afford the title compound as a white solid (66.2 g, 96.2%) with a positive ion ESI (M−H)+430.2.

Aufarbeitung

  1. stirringThe mixture was stirred for 16 hours at ambient temperature
  2. customto afford a white precipitate
  3. filtrationfiltered
  4. washwashed with water (3×200 cm3) and vacuum
  5. customdried at 50° C. to constant weight

Quellen und Nachweise

ORD-Eintrag
ord-e3b418ab0ff2431a887b8293345ee482
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06852713B2

Notizen zur Reaktion

Wird geladen…