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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2410403Erstellt: 25. Oktober 2026

Triethylamine → 3-{4-[(4S)-4-benzyl-2-oxo-1,3-thiazolidin-3-yl]-4-oxobutyl}-1,2,3-benzotriazin-4(3H)-one

https://huagongshe.com/reaction/2410403

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt4-(4-oxo-1,2,3-benzotriazin-3(4H)-yl)butanoic acidHCID 4736743—
Edukt(4S)-4-Benzyl-1,3-thiazolidin-2-oneHCID 25417901—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkt3-{4-[(4S)-4-benzyl-2-oxo-1,3-thiazolidin-3-yl]-4-oxobutyl}-1,2,3-benzotriazin-4(3H)-oneHCID 66715095—

Reaktionsschritte

To a solution of the compound obtained from step c above (2.1 g) in dichloromethane (25 mL) cooled to 0° C., 4-dimethylaminopridine (0.334 g) and triethylamine (5.7 mL) were added. After stirring the reaction mixture for 10 minutes, 1-(3-dimethylaminopropyl)-3-ethylcarbodimide hydrochloride (3.9 g) and 4-(4-oxo-1,2,3-benzotriazin-3(4H)-yl)butanoic acid (3 g) were added, and the reaction mixture was stirred at room temperature for 14 hours. Dichloromethane and water were added to the reaction mixture. The organic layer was separated, washed with water and brine solution, and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure to obtain a residue which was purified by column chromatography over silica gel using 25% ethyl acetate in hexane as eluant to afford the title compound (4.4 g). Mass (m/z): 409.16

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08816073B2
Quelldatensatzuspto-grants-2014_08
ORD IDord-6d1bdbd4ba4948f3b1206465d9d45076
Quellennotizuspto-grants-2014_08