Extracurricular laboratory: Synthetic route of 17965-71-8

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 17965-71-8, 3-Bromo-1,5-naphthyridine

17965-71-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Bromo-1,5-naphthyridine, cas is 17965-71-8,the naphthyridine compound, it is a common compound, a new synthetic route is introduced below.

Example 1.1.1 and Example 1.1.2: 3-Bromo-[1,5]naphthyridine-5-oxide and 3-bromo-1,5-naphthyridine-1-oxide [Show Image] [Show Image] 4.43 g (21.2 mmol, 1 eq) of 3-bromo-1,5-naphthyridine (W. Czuba, Recueil des Travaux Chimiques des Pays-Bas 1963, 82, 988-996) were introduced in 165 mL of methylene chloride. 5.23 g (21.2 mmol, 1 eq) of meta-chloroperbenzoic acid were then added portionwise at 0 C. The mixture was stirred at rt for 18 h. The mixture was washed with 1M aqueous NaOH solution and water. Organic layer was dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by column chromatography using methylene chloride and then methylene chloride /ethanol : 98/2 as eluent. The solvent was evaporated to dryness to afford 3.08 g of 3-bromo-1,5-naphthyridine-5-oxide (pale yellow powder) with 64% yield and 1.00 g of 3-bromo-1,5-naphthyridine-1-oxide (yellow powder) with 21 % yield.3-Bromo-[1,5]naphthyridine-5-oxide Yield: 3.08 g (64 % of theory). m.p.: 148-149 C. 1H-NMR (DMSO-d6, 400 MHz): delta.= 9,21 (d, 1H); 9,10 (d, 1H); 8,75 (d, 1H); 8,06 (d, 1H); 7,80 (dd, 1H) ppm. MS: m/z 226 (M+H+).3-Bromo-[1,5]naphthyridine-1-oxide Yield: 1.00 g (21 % of theory). m.p.: 153-154 C. 1H-NMR (DMSO-d6, 400 MHz): delta= 9,12 (d, 1H); 9,03 (s, 1H); 8,86 (d,1H); 8,36 (s, 1H); 7,94 (dd, 1H) ppm. MS: m/z 226 (M+H+).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 17965-71-8, 3-Bromo-1,5-naphthyridine

Reference£º
Patent; Aeterna Zentaris GmbH; EP2332939; (2011); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem