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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 716012Erstellt: 24. Oktober 2026

Acetic Anhydride → 2-Chloro-3-(2-nitroethenyl)pyridine

https://huagongshe.com/de/reaction/716012

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AnhydrideHCID 7918—
EduktTriethylamineHCID 8471—
EduktEthylamine hydrochlorideHCID 11198—
EduktSodium HydroxideHCID 14798—
EduktSodium BicarbonateHCID 516892—
Edukt2-Chloro-3-pyridinecarboxaldehydeHCID 737607—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelEthanolHCID 702—
LösungsmittelNitromethaneHCID 6375—
Produkt2-Chloro-3-(2-nitroethenyl)pyridineHCID 86647802—

Reaktionsschritte

To 2-chloronicotinaldehyde (2.8 g, 19.8 mmol) in nitromethane (6.1 g) was added ethylamine hydrochloride (100 mg, 1.2 mmol) and NaOH (25 mg) in ethanol (1.5 mL). The mixture was stirred for 1 hour and concentrated. The crude was dissolved in CH2Cl2 (30 mL) and treated with triethylamine (2.8 g, 28 mmol), 4-(dimethylamino)pyridine (20 mg) and acetic anhydride (2.0 g, 20 mmol) at 0° C. The mixture was stirred for 15 minutes and concentrated saturated NaHCO3(aq) was added, and the precipitates were collected to afford the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09187483B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-04009455b9f14af6a61938db44567b12
Quellennotizuspto-grants-2015_11