微波辅助有机合成3-(D-葡萄糖戊糖醇-1-基)-1H-1,2,4-三唑
Microwave-assisted organic synthesis of 3-(D-Gluco-pentitol-1-yl)-1H-1,2,4-triazole.
作者信息
El Ashry E S H, Awad L F, Abdel Hamid H M, Atta A I
机构信息
Chemistry Department, Faculty of Science, Alexandria University, Alexandria, Egypt.
出版信息
Nucleosides Nucleotides Nucleic Acids. 2006 Mar;25(3):325-35. doi: 10.1080/15257770500544545.
The condensation of D-glucono- and D-galactono-1,5-lactone and thiocarbohydrazide to give 3-(D-alditol-1-yl)-4-amino-5-mercapto-1,2,4-triazoles 4 and 5 is accelerated by the use of microwave-assisted organic reaction (MAOS). The deamination and dethiolation of compound 4 to give 6 was also accelerated by the use of MAOS. Condensation of 4 and 5 with p-nitrobenzaldehyde afforded Schiff bases 8 and 9, respectively, within 4 min under microwave irradiation (MWI), whereas with ethyl chloroacetate the thioalkylated products 14 and 15 were obtained in 8 min. The structures of the synthesized compounds were confirmed by 1H NMR, 2D NMR, and mass spectra.
利用微波辅助有机反应（MAOS）可加速D-葡萄糖酸-1,5-内酯和D-半乳糖酸-1,5-内酯与硫代碳酰肼缩合生成3-(D-糖醇-1-基)-4-氨基-5-巯基-1,2,4-三唑4和5的反应。利用MAOS也可加速化合物4脱氨基和脱巯基生成6的反应。在微波辐射（MWI）下，4和5与对硝基苯甲醛缩合分别在4分钟内生成席夫碱8和9，而与氯乙酸乙酯反应在8分钟内得到硫烷基化产物14和15。通过1H NMR、2D NMR和质谱对合成化合物的结构进行了确证。
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