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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5553Erstellt: 23. Oktober 2026

Triethylamine → 4-(2,4-Dimethoxyphenyl)pyridine-2,6-dicarboxylic Acid

https://huagongshe.com/de/reaction/5553

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt1,3,5-Tris(bromomethyl)benzeneHCID 530258—
Edukt2-((Triphenylmethyl)amino)ethanolHCID 3125608—
Edukt4-(5-Chlorosulfonyl-2,4-dimethoxyphenyl)-2,6-pyridine dicarboxylic acid dimethyl esterHCID 15001916—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelChloroform methanolHCID 21584188—
Produkt4-(2,4-Dimethoxyphenyl)pyridine-2,6-dicarboxylic AcidHCID 15001914—

Reaktionsschritte

To a suspension of 0.5 g (0.0008 mole) of the amine-hydrochloride 8 in 20 ml of CH2Cl2 was added all at once 1.4 ml (0.01 mole) of Et3N. The mixture was then cooled to 5°-10° C. and 1.4 g (0.0032 mole) of the sulfonyl chloride 39 in 20 ml of CH2Cl2 was slowly added in a dropwise fashion. The reaction was then allowed to stir at room temperature for 30 minutes after which a TLC was taken. Little of the sulfonyl chloride 9 had reacted by TLC so an additional 100 mg of the amine 8 was added and stirring continued overnight. The mixture was then poured into water and extracted with CH2Cl2. The extract was washed with water, dried (Na2SO4) and the solvent removed yielding crude 43. After column chromatography with SiO2 /5%MeOH/CHCl3, 1.55 g (93%) of the desired tetraamide 43 was obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05245038
Quelldatensatzuspto-grants-1993_09
ORD IDord-1c4af60950e34e5ba3caea2d9484da0b
Quellennotizuspto-grants-1993_09