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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 916740Erstellt: 25. Oktober 2026

Toluene → 3-(4,6-Dimethoxypyrimidine-2-yl)-5-methoxy-2-methylindole

https://huagongshe.com/reaction/916740

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktEthyl AcetateHCID 8857—
Edukt4-Methoxyphenylhydrazine hydrochlorideHCID 2723904—
Edukt1-(4,6-Dimethoxypyrimidin-2-yl)propan-2-oneHCID 11264052—
KatalysatorZincchlorideHCID 3007855—
LösungsmittelWaterHCID 962—
Produkt3-(4,6-Dimethoxypyrimidine-2-yl)-5-methoxy-2-methylindoleHCID 1785676367%

Reaktionsschritte

To 80 ml of toluene were added 8.0 g (40 m moles) of 1-(4,6-dimethoxypyrimidine-2-yl)-2-propanone and 7.7 g (44 m moles) of 4-metoxyphenylhydrazine hydrochloride. Thereto was added 6.0 g (44 m moles) of zinc chloride. Refluxing was made for 2 hours with heating. The reaction mixture was allowed to cool. Thereto were added ethyl acetate and water to dissolve the whole reaction mixture. The oily layer was washed with water, separated and dried over Glauber's salt. The resulting organic layer was concentrated under reduced pressure using an rotary evaporator to obtain, as an orange solid, 8.0 g (26.7 m moles) of 3-(4,6-dimethoxypyrimidine-2-yl)-5-methoxy-2-methylindole. Yield: 67% Recrystallization from toluene was made. Melting point: 182 to 184° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07271263B2
Quelldatensatzuspto-grants-2007_09
ORD IDord-cf72215cfa2648609571ef9bf4e5602b
Quellennotizuspto-grants-2007_09