Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 643644Erstellt: 25. Oktober 2026

Cesium carbonate → 6-Methoxy-2-(4-nitrophenyl) benzothiazole

https://huagongshe.com/reaction/643644

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt1-Iodo-4-nitrobenzeneHCID 12495—
EduktTributylphosphineHCID 13831—
Edukt2-Bromo-6-methoxy-1,3-benzothiazoleHCID 11218765—
KatalysatorCopper bromide (CuBr2)HCID 24611—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethylformamideHCID 6228—
Produkt6-Methoxy-2-(4-nitrophenyl) benzothiazoleHCID 1066085281,9%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

Under N2, in a sealed tube, to 22 (19.7 mmol) in DMF 50 ml, 1-iodo-4-nitrobenzene (21.6 mmol), cesium carbonate (19.6 mmol), palladium acetate (0.98 mmol), copper bromide (0.2 mmol) and tributylphosphine (1.9 mmol) were added. The reaction was stirred at 150° C. overnight and, after cooling to room temperature, the mixture was extracted with ethyl acetate. The organic layer was then washed (3 times) with water, dried over Na2SO4 and the solvent removed via a rotary evaporator. The residue was purified by chromatography on silica gel using 9:1 hexane/ethyl acetate as the eluent to yield 4.62 g (81%) of 23 as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07700616B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-71638f10d91c4d9fa9472f05e98690d4
Quellennotizuspto-grants-2010_04