p-Bromobenzenesulfonyl chloride → HCID 69206070, Verbindung

HRID 901960Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 901960
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH3:12][NH:13][CH2:14][C:15]1[S:16][CH:17]=[C:18]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:19]=1.C(N(CC)CC)C>ClCCl.C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:13]([CH2:14][C:15]2[S:16][CH:17]=[C:18]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:19]=2)[CH3:12])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 45117596Ethyl 2-(methylaminomethyl)thiazole-4-carboxylate

Produkt 1

HCID 69206070HCID 69206070, VerbindungAusbeute 67 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

4-Bromobenzenesulfonyl chloride (2.1 g, 8.2 mmol) was added to a solution of ethyl 2-(methylaminomethyl)thiazole-4-carboxylate (1.5 g, 7.5 mmol) and triethylamine (2.1 ml, 1.5 g, 15 mmol) in dichloromethane (30 ml) and the mixture was stirred for 18 h. The mixture was diluted with ethyl acetate and washed with 1N potassium hydrogen sulphate, water and brine, dried and reduced. Chromatography (35% EtOAc/65% hexanes) afforded ethyl 2-(N-(4-bromobenzenesulphonyl)-N-methylaminomethyl)thiazole-4-carboxylate (2.1 g, 67%) as a white solid.

Aufarbeitung

  1. washwashed with 1N potassium hydrogen sulphate, water and brine
  2. customdried

Quellen und Nachweise

ORD-Eintrag
ord-757e8e0983414520884302abbbbb2205
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07365065B2

Notizen zur Reaktion

Wird geladen…