摘要
提出了两种高效的合成5-苯基-2H-1,2,3-三唑-4-羧酸的方法.首先利用三氯化铝催化的苯甲醛与硝基化合物及叠氮化钠的三组分反应高效合成含有甲基或酯基的4,5-二取代的NH-1,2,3-三唑,然后再利用两种方式得到最终目标化合物,一是利用酯基三唑水解后酸化;二是通过甲基三唑氧化,两种方法的总收率分别达到78%和61%.所得到的化合物及中间体都通过了核磁,质谱进行了表征,其波谱数据与化合物结构吻合.两种新的合成方法均具有原料易得、价格低廉、合成路线短、操作简单、总体收率高等特点,为后续该化合物的应用提供了研究基础.
Two high efficient methods of synthesis of 5-phenyl-2H-1, 2, 3-triazole-4-carboxylic acid were developed. Firstly, 4,5-substitued-NH-1,2,3-triazole bearing methyl or ester groups were synthesized by using AlCl3-catalyzed three-component reaction of benzaldehyde, nitroalkane and sodium azide, then the target products were obtained via two methods: one is the hydrolysis and acidification of ester-substituted 1, 2, 3-triazole, the other is the oxidation of methyl-substituted 1,2, 3-triazole, and the overall yields by these two methods were up to 78% and 61% respectively. The structures of the target compound and relative intermediates were confirmed by proton nuclear magnetic resonance spectroscopy, carbon-13 nuclear magnetic resonance spectroscopy and mass spectrometry. It is demonstrates that the methods have the characteristics of easy available raw materials, low cost, short synthetic route, simple operation and high overall yield, which provides the research basis for the application of this compound.
出处
《武汉工程大学学报》
CAS
2016年第6期527-531,543,共6页
Journal of Wuhan Institute of Technology
基金
武汉科技大学煤转化与新型炭材料湖北省重点实验室基金(WKDM201502)
武汉工程大学研究生创新基金(CX2015160)