HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N'-[4-(Benzyloxy)phenyl]-2-chloropyridine-3-carbohydrazide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | 2-Chloronicotinic acid | HCID 76258 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 4-Benzyloxyphenylhydrazine | HCID 561392 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N'-[4-(Benzyloxy)phenyl]-2-chloropyridine-3-carbohydrazide | HCID 86704974 | 67,5% |
Reaktionsschritte
To a solution of 2-chloropyridine-3-carboxylic acid (3.30 g) in DMF (50 ml) were added [4-(benzyloxy)phenyl]hydrazine (5.0 g), HOBt (3.7 g), EDCI (4.6 g) and diisopropylethylamine (9.0 g), and the mixture was stirred at room temperature for 12 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layers were combined, dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (5.0 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09029388B2 |
| Quelldatensatz | uspto-grants-2015_05 |
| ORD ID | ord-bfd42e8e04b5403f81fb3b812034444f |
| Quellennotiz | uspto-grants-2015_05 |