HCID 18408501, Verbindung → HCID 18408502, Verbindung

HRID 992993Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 992993
[OH:1][CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:13]=[C:12]([O:14][CH3:15])[C:11]([O:16][CH3:17])=[C:10]([O:18][CH3:19])[CH:9]=2)[S:6][CH:7]=1>CS(C)=O.C(N(CC)CC)C.C(OCC)(=O)C>[CH3:19][O:18][C:10]1[CH:9]=[C:8]([C:5]2[S:6][CH:7]=[C:3]([CH:2]=[O:1])[N:4]=2)[CH:13]=[C:12]([O:14][CH3:15])[C:11]=1[O:16][CH3:17]

Komponenten

5

Edukt 1

HCID 18408501HCID 18408501, Verbindung

Produkt 1

HCID 18408502HCID 18408502, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 679Dimethyl SulfoxideLösungsmittelHCID 8471TriethylamineLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

4-Hydroxymethyl-2-(3,4,5-trimethoxyphenyl)thiazole (1.53 g) was dissolved in a mixed solvent of DMSO (5 mL) and triethylamine (2.3 mL), and sulfur trioxide pyridine complex (98%, 3.09 g) was added portionwise to the solution at room temperature. After 1 hour, the reaction mixture was diluted with ethyl acetate, washed with water and saturated brine and dried over anhydrous sodium sulfate. After concentrating the reaction mixture under reduced pressure, the residue was purified by column chromatography on silica gel (hexane:ethyl acetate=2:1 to 1:2) to obtain the title compound.

Aufarbeitung

  1. additionwas added portionwise to the solution at room temperature
  2. washwashed with water and saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationAfter concentrating the reaction mixture under reduced pressure
  5. customthe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=2:1 to 1:2)

Quellen und Nachweise

ORD-Eintrag
ord-1a288c7dbe3041a2a3d1430f9432c02b
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06472386B1

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