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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 487915Erstellt: 25. Oktober 2026

Sodium hydride → 2-Chloro-5-[[2-(nitromethylene)-3-thiazolidinyl]methyl]pyridine

https://huagongshe.com/reaction/487915

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt2-Chloro-5-(chloromethyl)pyridineHCID 155479—
Edukt2-Nitromethylene-thiazolidineHCID 3835583—
EduktHCID 178418361HCID 178418361—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-Chloro-5-[[2-(nitromethylene)-3-thiazolidinyl]methyl]pyridineHCID 5456538529,8%

Reaktionsschritte

2-Nitromethylenethiazolidine (2.9 g) was dissolved in dry acetonitrile (30 ml), and 60% sodium hydride (0.9 g) was added at room temperature in a stream of nitrogen. Subsequently, the mixture was stirred at room temperature until the generation of hydrogen ceased. Then, a solution of 2-chloro-5-pyridylmethyl chloride (3.2 g) in dry acetonitrile (5 ml) was added at room temperature, and the mixture was stirred at room temperature for 1 day. Acetonitrile was then distilled off under reduced pressure, and dichloromethane was added to the residue. The mixture was then washed with water. Dichloromethane was distilled off from the dichloromethane layer. The remaining oil was purified by silica gel column chromatography to give the desired 3-(2-chloro-5 -pyridylmethyl)-2-nitromethylenethiazolidine (1.6 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05298507
Quelldatensatzuspto-grants-1994_03
ORD IDord-695d68ade5684dde95eafc1fe8a40cbe
Quellennotizuspto-grants-1994_03