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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1785380Erstellt: 25. Oktober 2026

Water → 3-(4,6-Dimethoxypyrimidine-2-yl)-2,7-dimethylindole

https://huagongshe.com/reaction/1785380

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktEthyl AcetateHCID 8857—
Edukto-Tolylhydrazinium(1+) chlorideHCID 71554—
Edukt1-(4,6-Dimethoxypyrimidin-2-yl)propan-2-oneHCID 11264052—
KatalysatorZincchlorideHCID 3007855—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl acetate hexaneHCID 21226206—
Produkt3-(4,6-Dimethoxypyrimidine-2-yl)-2,7-dimethylindoleHCID 1297937034,2%

Reaktionsschritte

In 20 ml of toluene were dissolved 0.77 g (3.9 m moles) of 1-(4,6-dimethoxypyrimidine-2-yl)-2-propanone and 0.69 g (4.3 m moles) of 2-methylphenylhydrazine hydrochloride. Thereto was added 0.64 g (4.7 m moles) of zinc chloride, followed by refluxing for 2 hours. The reaction mixture was allowed to cool, and then ethyl acetate and water were added to dissolve the whole reaction mixture. The oily layer was washed with water, separated and dried over Glauber's salt. The resulting oily layer was concentrated under reduced pressure using a rotary evaporator, to obtain an orange solid. The solid was treated with ethyl acetate/n-hexane to obtain 0.38 g (1.34 m moles) of 3-(4,6-dimethoxypyrimidine-2-yl)-2,7-dimethylindole. Yield: 34% Melting point: 145 to 147° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07504503B2
Quelldatensatzuspto-grants-2009_03
ORD IDord-1a9c4ecc38a444a3819090779b3e6868
Quellennotizuspto-grants-2009_03