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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 358989Erstellt: 24. Oktober 2026

Acetic Acid → 2-[2-(Pyrrolidin-1-yl)ethylthio]methyl-3,5-dicarboethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridine

https://huagongshe.com/de/reaction/358989

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
Edukt1-(2-Chloroethyl)pyrrolidine hydrochlorideHCID 81668—
EduktSodium ethoxideHCID 2723922—
Edukt2-Mercaptomethyl-3,5-dicarboetoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridineHCID 11675833—
LösungsmittelEthanolHCID 702—
Produkt2-[2-(Pyrrolidin-1-yl)ethylthio]methyl-3,5-dicarboethoxy-4-(m-nitrophenyl)-6-methyl-1,4-dihydropyridineHCID 1983118641,8%

Reaktionsschritte

A solution of 2-(pyrrolidin-1-yl)-1-chloroethane hydrochloride (2.8 g), 2-mercaptomethyl-3,5-dicarboethoxy-4-(m-nitrophenyl) -6-methyl-1,4-dihydropyridine (5.4 g) and sodium ethoxide (2 g) in ethanol (70 ml) is heated to the reflux temperature for 6 hours, then it is neutralized with AcOH and evaporated under reduced pressure. The residue, after the usual work-up, is purified by column-chromatography (SiO2 ; 210 g; eluent AcOH/MeOH 99/1) to give 2.8 g of 2-[2-(pyrrolidin-1-yl)ethylthio]methyl-3,5-dicarboethoxy-4-(m-nitrophenyl) -6-methyl-1,4-dihydropyridine, as an oil, that upon treatment with fumaric acid gives the corresponding salt, m.p. 192°-194° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04999362
Quelldatensatzuspto-grants-1991_03
ORD IDord-8228bc68d1484fdaa0c278a4d67104d6
Quellennotizuspto-grants-1991_03