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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1249066Erstellt: 26. Oktober 2026

Methyl iodide → Methyl (3RS)-2-[(methylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylate

https://huagongshe.com/reaction/1249066

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktCarbon DisulfideHCID 6348—
EduktTriethylamineHCID 8471—
Edukt2,3,4,9-Tetrahydro-1H-beta-carboline-3-carboxylic acid methyl esterHCID 177728—
LösungsmittelMethanolHCID 887—
ProduktMethyl (3RS)-2-[(methylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylateHCID 1356197865,6%

Reaktionsschritte

Methyl (3RS)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate (2.30 g) is dissolved in methanol (50 ml) and thereto are added triethylamine (1.21 g) and carbon disulfide (920 mg). The mixture is stirred at room temperature for 20 minutes and thereto is added dropwise methyl iodide (1.70 g). The mixture is stirred for 4 hours and distilled under reduced pressure to remove the solvent. The residue is dissolved in ethyl acetate, and the mixture is washed with water, dried and distilled to remove the solvent. The residue is recrystallized from ether-n-hexane to give the title compound (2.10 g, 65.6%) as colorless needles, m.p. 132°-134° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04628057
Quelldatensatzuspto-grants-1986_12
ORD IDord-836bbc67d48f436686a50a33da215470
Quellennotizuspto-grants-1986_12