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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 413761Erstellt: 24. Oktober 2026

Pyridine → 3,5-dimethyl-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylic acid ethyl ester

https://huagongshe.com/de/reaction/413761

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
EduktEthyl 2-acetylacetoacetateHCID 79063—
Edukt(2-Nitrophenyl)hydrazineHCID 3314739—
LösungsmittelEthanolHCID 702—
LösungsmittelChloroformHCID 6212—
LösungsmittelHexaneHCID 8058—
Produkt3,5-dimethyl-1-(2-nitrophenyl)-1H-pyrazole-4-carboxylic acid ethyl esterHCID 9965764—

Reaktionsschritte

Similar to Example 1, o-nitrophenylhydrazine (20 mmol, 3.4 g) and 2-acetyl-3-oxo-butyric acid ethyl ester (20 mmol, 3.4 g) were mixed in a solution of 50% pyridine in ethanol and heated under reflux. The solvents then were removed under vacuum, and the residue was resuspended in chloroform. The resulting mixture was washed with water and dried over NaSO4. The solids then were filtered, and the solvents removed under vacuum. A precipitate formed when the oily solid was dissolved in a solution of 20% hexane in chloroform. The solid was collected and discarded, and the filtrate was purified over silica gel. The named product was contaminated, then was further purified by recrystallization from ethanol to yield a solid having a melting point of 128° C.-130° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06569885B1
Quelldatensatzuspto-grants-2003_05
ORD IDord-8016098bea064969ace3fca3079a3205
Quellennotizuspto-grants-2003_05