Acryloyl chloride → N-[4-(2-Morpholin-4-yl-ethylsulfamoyl)-phenyl]-acrylamide

HRID 1841952

Reaktionsgleichung

Reaktionsgleichung von HRID 1841952
C(N(C(C)C)CC)(C)C.[NH2:10][C:11]1[CH:16]=[CH:15][C:14]([S:17]([NH:20][CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)(=[O:19])=[O:18])=[CH:13][CH:12]=1.[C:29](Cl)(=[O:32])[CH:30]=[CH2:31]>C1COCC1>[N:23]1([CH2:22][CH2:21][NH:20][S:17]([C:14]2[CH:13]=[CH:12][C:11]([NH:10][C:29](=[O:32])[CH:30]=[CH2:31])=[CH:16][CH:15]=2)(=[O:19])=[O:18])[CH2:24][CH2:25][O:26][CH2:27][CH2:28]1

Komponenten

5

Edukt 3

HCID 13140Acryloyl chlorideHCID 81531DiisopropylethylamineHCID 120569Benzenesulfonamide, 4-amino-N-[2-(4-morpholinyl)ethyl]-

Produkt 1

HCID 67194942N-[4-(2-Morpholin-4-yl-ethylsulfamoyl)-phenyl]-acrylamideAusbeute 5,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Diisopropylethylamine (0.09 ml, 0.5 mmol) was added in one portion to a stirred solution of 4-amino-N-(2-morpholin-4-yl-ethyl)-benzenesulfonamide (0.1 g, 0.35 mmol) in THF (3 ml) at room temperature. To this mixture was added acryloyl chloride (0.03 ml, 0.38 mmol) in one portion and the mixture was stirred at room temperature under a nitrogen atmosphere for 1 hour. After this time, the mixture was concentrated under vacuum and the resulting residue purified by Prep HPLC to give the title compound (6 mg, 5% yield) as a white solid.

Aufarbeitung

  1. concentrationAfter this time, the mixture was concentrated under vacuum
  2. customthe resulting residue purified by Prep HPLC

Quellen und Nachweise

ORD-Eintrag
ord-fbc6602e838844ea8049e8f1cc4695df
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946197B2

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