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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | 2-Amino-6-(trifluoromethyl)benzothiazole | HCID 2735955 | — |
| Edukt | 2-{2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)-1-ethenyl]phenoxy}acetic acid | HCID 5466836 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N1-[6-(trifluoromethyl)-1,3-benzothiazol-2-yl]-2-2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)-1-ethenyl]phenoxyacetamide | HCID 60148077 | 783,2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09102638B2 |
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| Quelldatensatz | uspto-grants-2015_08 |
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| ORD ID | ord-aca06b04d8254c9097b332cd39ecec11 |
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| Quellennotiz | uspto-grants-2015_08 |
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