3-(Chloromethyl)pyridine → 3-(3-Pyridylmethyl)2-nitromethylenethiazolidine

2-Nitromethylenethiazolidine (2.9 g) was suspended in dry acetonitrile (30 ml), and 60% sodium hydride (0.9 g) was added under a nitrogen stream. Then, the mixture was stirred at room temperature until the generation of hydrogen ceased. A solution of 3-picolyl chloride (3.2 g) in dry acetonitrile (5 ml) was added, and the mixture was stirred at room temperature for 3 hours. Acetonitrile was distilled off under reduced pressure. Dichloromethane was added to the residue, and the mixture was washed with water. Dichloromethane was then distilled off from the dichloromethane layer. The remaining oily product was purified by column chromatography to give the desired 3-(3-pyridylmethyl)2-nitromethylenethiazolidine (0.5 g).

1. distillationAcetonitrile was distilled off under reduced pressure
2. additionDichloromethane was added to the residue
3. washthe mixture was washed with water
4. distillationDichloromethane was then distilled off from the dichloromethane layer
5. customThe remaining oily product was purified by column chromatography

ORDレコード

ord-317d85161bc84df29e7177f6451668d2

出典データセット

uspto-grants-1995_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05428032