2-Bromothiazole → NoName_3303

HRID 1919173Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1919173
Br[C:2]1[S:3][CH:4]=[CH:5][N:6]=1.C([Sn](CCCC)(CCCC)[C:12]1[S:13][CH:14]=[CH:15][N:16]=1)CCC>C1(C)C=CC=CC=1>[S:3]1[CH:4]=[CH:5][N:6]=[C:2]1[C:12]1[S:13][CH:14]=[CH:15][N:16]=1

Komponenten

4

Edukt 2

HCID 764302-BromothiazoleHCID 27632592-(Tributylstannyl)-1,3-thiazole

Produkt 1

HCID 819109NoName_3303Ausbeute 93,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
125 °C

Versuchsvorschrift

A solution of 2-bromothiazole (2.85 g, 17.4 mmol), 2-(tributylstannyl)thiazole (5.00 g, 13.4 mmol) and tetrakistriphenylphosphine palladium (0.77 g, 0.67 mmol) in toluene (120 mL) was degassed under vacuum for several minutes, backfilled with nitrogen and heated in a sealed pressure vessel at 125° C. for 48 h. The crude reaction mixture was concentrated and the residue was purified by column chromatography (0 to 30% ethyl acetate/hexanes) to yield 2,2′-bithiazole (2.21 g, 12.5 mmol, 93% yield) as a white solid.

Aufarbeitung

  1. customThe crude reaction mixture
  2. concentrationwas concentrated
  3. customthe residue was purified by column chromatography (0 to 30% ethyl acetate/hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-89e147f52cfd481fbeed44238bd0bba6
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08618153B2

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