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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktBenzyl carbazateHCID 79242—
EduktSodium BicarbonateHCID 516892—
Eduktsodium 6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carboxylateHCID 66608446—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelSodium chloride; waterHCID 57417360—
Produktbenzyl N'-[6-methoxy-5-(4-methyl-1H-imidazol-1-yl)pyridine-2-carbonyl]hydrazinecarboxylateHCID 6660869576,9%

Reaktionsbedingungen

Temperatur0 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822699B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-eee2011ed9584e55be3b67295bb12adf
Quellennotizuspto-grants-2014_09