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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 254251Erstellt: 25. Oktober 2026

4-Methylmorpholine → 6-Chloro-nicotinic Acid N'-[2-(2-methoxy-ethoxy)-acetyl]-hydrazide

https://huagongshe.com/reaction/254251

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-MethylmorpholineHCID 7972—
EduktSodium BicarbonateHCID 516892—
Edukt6-Chloropyridine-3-carbohydrazideHCID 2800177—
Edukt2-(2-Methoxyethoxy)acetyl chlorideHCID 7010338—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDichloromethaneHCID 6344—
Produkt6-Chloro-nicotinic Acid N'-[2-(2-methoxy-ethoxy)-acetyl]-hydrazideHCID 5899743051%

Reaktionsschritte

(2-Methoxy-ethoxy)-acetyl chloride (2.13 g, 13.99 mmol) was added to an ice-cold solution of 6-chloronicotinic acid hydrazide (2 g, 11.66 mmol) and N-methylmorpholine (1.92 mL, 17.49 mmol) in dichloromethane (60 mL) and the mixture was stirred at room temperature for 18 hours. The mixture was then treated with sodium hydrogen carbonate solution and concentrated in vacuo. The aqueous residue was extracted with dichloromethane (×2) and the combined organic solutions were washed with brine and dried over sodium sulfate and concentrated in vacuo to give a pale yellow residue. The residue was then stirred in diethyl ether for 2 hours, filtered and dried to afford the title compound as a pale yellow solid in 51% yield, 1.7 g.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07875615B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-3d8be728137444bebfe65289ba627e72
Quellennotizuspto-grants-2011_01