HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 71181Erstellt: 27. Oktober 2026
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → benzyl N'-[6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carbonyl]hydrazinecarboxylate
https://huagongshe.com/reaction/71181
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | Benzyl carbazate | HCID 79242 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | sodium 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylate | HCID 66608446 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Sodium chloride; water | HCID 57417360 | — |
| Produkt | benzyl N'-[6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carbonyl]hydrazinecarboxylate | HCID 66608695 | 76,9% |
Reaktionsschritte
To a mixture of sodium 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylate (12.7 g), benzyl hydrazinecarboxylate (9.10 g) and HOBt (7.4 g) in DMF (250 mL) was added WSC (8.50 g) at 0° C., and the mixture was stirred at 0° C. for 1 hr. Saturated aqueous sodium hydrogen carbonate solution (200 mL), water (400 mL) and saturated brine solution (200 mL) were added to the reaction mixture at 0° C., and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous' magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was washed with ethyl acetate and dried to give the title compound (14.6 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08822699B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-eee2011ed9584e55be3b67295bb12adf |
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| Quellennotiz | uspto-grants-2014_09 |
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