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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 744975Erstellt: 24. Oktober 2026

Pyridine → Cyclopropanecarboxamido-4-methyl-3-nitropyridine

https://huagongshe.com/de/reaction/744975

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
EduktChloroformHCID 6212—
EduktCyclopropanecarbonyl chlorideHCID 77637—
Edukt2-Amino-4-methyl-3-nitropyridineHCID 243166—
LösungsmittelWaterHCID 962—
ProduktCyclopropanecarboxamido-4-methyl-3-nitropyridineHCID 1538088575%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

A mixture comprising 5.0 g (32.6 mmol) of 2-amino-4-methyl-3-nitropyridine and 5.2 g of pyridine was heated at 110° C. in a nitrogen atmosphere. 3.8 g (36 mmol) of cyclopropanecarbonyl chloride was dropwise added thereto, followed by further stirring at 110° C. for 5 hours. The reaction mixture was brought to room temperature, followed by the addition of chloroform (50 ml) and water (50 ml). The organic phase was separated and the aqueous phase was further extracted with chloroform (50 ml) twice. The organic phases were combined and washed with water (20 ml) and a saturated aqueous solution (20 ml) of common salt, successively. The resultant organic phase was dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel column chromatography (a n-hexane/ethyl acetate system) to give 5.4 g of the title compound (yield 75%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05559236
Quelldatensatzuspto-grants-1996_09
ORD IDord-bd6cce84614a4c53bd5565dc68454204
Quellennotizuspto-grants-1996_09