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2,3,6-三氨基-5-硝基吡啶的合成与应用

The synthesis and applications of 5-nitropyridine-2,3,6-triamine

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【作者】 洪旭明金宁人黄国传张清义

【Author】 HONG Xu-ming;JIN Ning-ren;HUANG Guo-chuan;ZHANG Qing-yi;College of Chemical Engineering and Materials Science,Zhejiang University of Technology;

【机构】 浙江工业大学化学工程与材料学院

【摘要】 以2,6-二氨基-3,5-二硝基吡啶(DADNP)为原料,选择性还原制得关键中间体2,3,6-三氨基-5-硝基吡啶,同时对其影响因素进行探究,并做稳定性分析.实验表明:以DADNP为底物,水合肼与自制多硫化钠为还原液,回流反应2h,得纯度为99.2%的目标产物,产品收率为58.4%.并将此化合物成功应用于AB型新单体前体4-(N-(2,6-二氨基-5-硝基吡啶3-基)氨基甲酰基)苯甲酸甲酯(ANPCB)的合成(粗品纯度95.12%,收率60.3%)及AB型单体骨架分子4-(5-氨基-6-硝基-1H-吡啶并[2,3-d]咪唑-2-基)苯甲酸甲酯(ANPIB)的探索研究中.所有产物结构经13 C-NMR、MS和FTIR分析表征确认.

【Abstract】 An important intermediates 5-nitropyridine-2,3,6-triamine(TANP),which was used as new AB-type monomer,was successfully synthesized using 3,5-dinitropyridine-2,6-diamine(DADNP)as raw material. After refluxing for 2h with hydrazine hydrate and sodium polysulfide,TANP was obtained with the purity of 99.2%and the yield of 58.4%.Further exploring for methyl 4-((2,6-diamino-5-nitropyridin-3-yl)carbamoyl)benzoate(ANPCB)and methyl 4-(5-amino-6-nitro-pyridino[2,3-d]imidazole-2-yl)benzoate(ANPIB)were smoothly done based on the successful synthesis of TANP,the purity and yield of ANPCB were 95.12% and60.3%.All the chemical structures of the products were identified and confirmed by 13C-NMR,MS and FTIR.

【基金】 江苏省科技支撑计划项目(BE 2011129)
  • 【文献出处】 浙江工业大学学报 ,Journal of Zhejiang University of Technology , 编辑部邮箱 ,2013年05期
  • 【分类号】TQ253.2
  • 【下载频次】88
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