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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 512564Erstellt: 25. Oktober 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N1-[6-(trifluoromethyl)-1,3-benzothiazol-2-yl]-2-2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)-1-ethenyl]phenoxyacetamide

https://huagongshe.com/reaction/512564

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt2-Amino-6-(trifluoromethyl)benzothiazoleHCID 2735955—
Edukt2-{2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)-1-ethenyl]phenoxy}acetic acidHCID 5466836—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
ProduktN1-[6-(trifluoromethyl)-1,3-benzothiazol-2-yl]-2-2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)-1-ethenyl]phenoxyacetamideHCID 60148077783,2%

Reaktionsschritte

To a solution of 6-(trifluoromethyl)-2-aminobenzothiazole (218 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-[(Z)-2-(3,4,5-trimethoxyphenyl)-1-ethenyl]phenoxy}acetic ac id (1) (374 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 (8i) (450 mg, 80% yield)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09102638B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-aca06b04d8254c9097b332cd39ecec11
Quellennotizuspto-grants-2015_08