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

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).

1. distillationAcetonitrile was then distilled off under reduced pressure, and dichloromethane
2. additionwas added to the residue
3. washThe mixture was then washed with water
4. distillationDichloromethane was distilled off from the dichloromethane layer
5. customThe remaining oil was purified by silica gel column chromatography

ORD-Eintrag

ord-731ccd25c58c4a64afeb4f07a9f6e306

Quelldatensatz

uspto-grants-2000_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06022967