Water → HCID 68778575, Verbindung

HRID 2263198Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2263198
Br[C:2]1[S:3][C:4]([CH2:13][CH3:14])=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.[N:15]1([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH2:13]([C:4]1[S:3][C:2]([N:18]2[CH2:17][CH2:16][N:15]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:20][CH2:19]2)=[N:6][C:5]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:14]

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 143452tert-Butyl piperazine-1-carboxylateHCID 687783792-Bromo-5-ethyl-4-phenyl-1,3-thiazole

Produkt 1

HCID 68778575HCID 68778575, VerbindungAusbeute 42,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 2-bromo-5-ethyl-4-phenyl-1,3-thiazole (4.00 g, 14.9 mmol), tert-butyl piperazine-1-carboxylate (8.33 g, 44.7 mmol) and potassium carbonate (2.06 g, 14.9 mmol) in dimethylformamide (50 ml) was stirred at 120° C. for 13 hours. Water was poured into the reaction solution, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1) to give the desired product (2.35 g, 42.2%) as an oil.

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1)

Quellen und Nachweise

ORD-Eintrag
ord-e47f9f336b8c432ca359f7280bfbfba8
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07851473B2

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