| Use | 1, 6-naphthyridine is one of the most widely studied naphthyridine compounds, it is a heterocyclic ring system composed of two nitrogen-containing heteroatoms, which has a special rigid planar structure and shows good photophysical and photochemical properties, fluorescent chemical sensors, organic molecular catalytic reactions and coordination chemistry have a wide range of applications. With the deepening of the research on 1, 6-naphthyridine, the derivatives formed by introducing a variety of different groups on the 1, 6-naphthyridine ring can interact with small biological molecules or metal ions, and has controllable photophysical properties. In particular, some 1, 6-naphthyridine derivatives have good physiological activity and have been clinically used in the treatment of certain diseases. |
| preparation | 1, 6-naphthyridine can be prepared by ring-closing reaction of triethyl substituted formate under basic conditions, it is then prepared by hydrogenation and reduction. Fig.1 reaction formula for synthesis of 2-chloro-5, 6,7, 8-tetrahydro-1, 6-naphthyridine hydrochloride 2-hydroxy-5, 6,7, 8-tetrahydro-1, 6-naphthyridine and excess phosphorus oxychloride, anhydrous ferric chloride or tetramethylpiperidine nitrogen oxide can be added as a free radical inhibitor, under the protection of nitrogen heating Reflux reaction, the reaction was started by dissolving phosphorus oxychloride and finally turned into black viscous liquid. The reaction progress was checked by thin layer chromatography. The reaction solution was cooled to room temperature, poured into a beaker with a small amount of crushed ice, adjusted to neutral pH with concentrated ammonia, precipitated a large amount of brown solid, filtered to remove the solution and dried to obtain a crude product. The crude product was separated and purified by column chromatography silica gel, and the eluent was V (dichloromethane): V (petroleum ether) = 1:10. The target product 2-chloro-5, 6,7, 8-tetrahydro-1, 6-naphthyridine hydrochloride. |
