N,N-Dimethylethylenediamine → N-[4-(2-Dimethylamino-ethylamino)-quinolin-8-yl]-benzenesulfonamide

HRID 513753Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 513753
[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][NH2:5].CCN(C(C)C)C(C)C.Cl[C:17]1[C:26]2[C:21](=[C:22]([NH:27][S:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)(=[O:30])=[O:29])[CH:23]=[CH:24][CH:25]=2)[N:20]=[CH:19][CH:18]=1>C(O)CCC>[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][NH:5][C:17]1[C:26]2[C:21](=[C:22]([NH:27][S:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)(=[O:29])=[O:30])[CH:23]=[CH:24][CH:25]=2)[N:20]=[CH:19][CH:18]=1

Komponenten

5

Edukt 3

HCID 66053N,N-DimethylethylenediamineHCID 81531DiisopropylethylamineHCID 68183402N-(4-Chloro-quinolin-8-yl)-benzenesulfonamide

Produkt 1

HCID 68183363N-[4-(2-Dimethylamino-ethylamino)-quinolin-8-yl]-benzenesulfonamideAusbeute 34 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

N,N-dimethylethylenediamine (0.10 ml, 0.95 mmol) and DIPEA (0.11 ml, 0.63 mmol) were added to a solution of N-(4-chloro-quinolin-8-yl)-benzenesulfonamide 224 (100 mg, 0.32 mmol) in n-butanol (1 ml) and the reaction was heated in a sealed tube at 100° C. for 16 h. After cooling, the mixture was concentrated in vacuo. The crude residue was purified by column chromatography with chloroform/MeOH (97:3) as the eluent to give the title compound (40 mg, 34%).

Aufarbeitung

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated in vacuo
  3. customThe crude residue was purified by column chromatography with chloroform/MeOH (97:3) as the eluent

Quellen und Nachweise

ORD-Eintrag
ord-f892b101069d4a2da70b47fd248d9cdb
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09102688B2

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