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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1079418Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/1079418

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
PatentnummerUS05580889
Quelldatensatzuspto-grants-1996_12
ORD IDord-8cd5455ff9464cf2b4294db72d0b4ddb
Quellennotizuspto-grants-1996_12