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HRID 1161449Erstellt: 27. Oktober 2026

Methyl chloroformate → [2-(3,4-Dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene]carbamic acid methyl ester

https://huagongshe.com/reaction/1161449

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl chloroformateHCID 6586—
Edukt2,4,6-TrimethylpyridineHCID 7953—
EduktEthyl AcetateHCID 8857—
Edukt2-(3,4-Dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]thioacetimidic acid methyl esterHCID 59516814—
KatalysatorSulfuric AcidHCID 1118—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produkt[2-(3,4-Dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene]carbamic acid methyl esterHCID 72312776—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a solution of 0.784 g of 2-(3,4-dimethoxyphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]thioacetimidic acid methyl ester in 21.1 ml of toluene there were added 0.393 ml of 2,4,6-collidine and 0.304 ml of methyl chloroformate under a nitrogen atmosphere, and the mixture was stirred at 80° C. for 15 hours. After cooling the reaction mixture, 150 ml of ethyl acetate and 50 ml of water were added and the pH was adjusted to 4 with a few drops of sulfuric acid. The organic layer was washed with 50 ml of water and 50 ml of saturated brine, and dried over anhydrous magnesium sulfate. The desiccating agent was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-heptane) to give the title compound (0.436 g) as a light yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07816522B2
Quelldatensatzuspto-grants-2010_10
ORD IDord-c58f7ead764c49d79f3b2e502150a1d1
Quellennotizuspto-grants-2010_10