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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 512567Erstellt: 26. Oktober 2026

Amino-6-ethoxybenzothiazole, 2- → N1-(6-ethoxy-1,3-benzothiazol-2-yl)-2-{2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxy phenyl)-1-propenyl]phenoxy}acetamide

https://huagongshe.com/reaction/512567

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmino-6-ethoxybenzothiazole, 2-HCID 7192—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt2-{2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxy phenyl)-1-propenyl]phenoxy}acetic acidHCID 56968190—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
ProduktN1-(6-ethoxy-1,3-benzothiazol-2-yl)-2-{2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxy phenyl)-1-propenyl]phenoxy}acetamideHCID 60151528781,2%

Reaktionsschritte

To a solution of 6-ethoxy-2-aminobenzothiazole (194 mg, 1.0 mmol) in dichloromethane (20 mL) was added 1-Ethyl-3-(3-Dimethylaminopropyl)carbodiimide (EDC) (191 mg, 1.0 mmol) and 1-hydroxy-1,2,3-benzotriazole (HOBt) (13.5 mg, 0.1 mmol). Then added 2-{2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxy phenyl)-1-propenyl]phenoxy}acetic acid (2) (402 mg, 0.1 mmol) and the reaction mixture was stirred at a temperature of 25° C. for 24 h and the reaction was monitored by TLC. Then to this water is added and extracted with dichloromethane. The solvent was evaporated under vacuum to afford the crude product. This was further purified by column chromatography using ethyl acetate and hexane as solvent system to obtain the pure product (9h) (452 mg, 80% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09102638B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-bb73fcd2d0154c4ab16d1a6f074696f8
Quellennotizuspto-grants-2015_08