Synthesis Of Organic Azides And Its Application In Multicomponent Reaction

Organic azides were highly active chemical raw materials and intermediates. They were widely used in fine chemicals, aerospace, biotechnology and other fields. In this paper, many organic azides were synthesized on the basis of existing literature. The influences of reaction conditions such as materials ratio, temperature, catalyst, time were optimized. While unsym-metric bis(triazoles) were synthesized by1,3-dipolar cycloaddition reaction and multicompo-nent reactions using the organic azides prepared.Firstly, organic azide compounds were synthesized by different methods using four substrates as the raw materials. Phenyl azide was synthesized by diazotization and nucleophil-ic substitution reaction using aniline as the raw material, the optimum yield was89.2%; aro-matic azido acid compounds were synthesized using carboxyl group-containing aromatic amines as the raw materials, the yield was78.5-90.8%; aliphatic hydrazoic acid was synthesi-zed by diazo transfer reaction using aliphatic amino acids as raw materials, the optimum yield of2-azido-propionic acid was87.3%. Benzyl azide was synthesized by nucleophilic substitu-tion reaction using benzyl bromide as the raw material, the optimum yield was95.3%. p-Azi-debenzaldehyde was synthesized by nucleophilic substitution reaction using p-Nitrobenzalde-hyde as the raw material, the optimum yield was89.8%.4-azidocoumarin was synthesized by chlorination and nucleophilic substitution reaction using4-hydroxycoumarin as the raw mate-rial, the total yield was80.6%after the condition optimization.Secondly, a variety of unsymmetric bioactive bis(triazoles) were synthesized by1,3-dipol-ar cycloaddition reaction and multicomponent reactions using the organic azides prepared as raw materials, the total yield was73.6-78.2%after the condition optimization.