5,6-二氨基苯并咪唑酮-2合成研究

Synthesis of 5,6-diaminobenzimidazolone-2

摘要:

以苯并咪唑酮-2为原料，经硫酸和硝酸硝化、催化加氢还原合成5,6-二氨基苯并咪唑酮-2，总收率62.1%。用单因素法优化了工艺条件，硝化反应：n(硝酸)∶n(苯并咪唑酮-2)=2.2，0℃反应6h，5,6-二硝基苯并咪唑酮-2收率为69%；催化加氢还原反应：m(Raney-Ni)∶m(5,6-二硝基苯并咪唑酮-2)=0.09，无水乙醇中100℃和2.5MPa下反应8h，5,6-二氨基苯并咪唑酮-2收率90%。中间体和目标产物用MS、HPLC、IR、1H-NMR、13C-NMR和元素分析等分析方法分析，确认了结构。

Abstract:

5,6-Diaminobenzimidazolone-2 is obtained in an overall yield of 62.1% by nitration of benzimidazolone-2 and followed with hydrogenation. Single-factor experiments were conducted to optimize the reaction condition. 5,6-Dinitrobenzimidazolone-2 was synthesized by Nitration of benzimidazolone-2 under 0℃,8h,n(nitric acid)∶n(benzimidazolone-2)=2.2 in 69% yield. 5,6-Diaminobenzimidazolone-2 was made in absolute alcohol in 90% yield by 8h of Raney-Ni catalytic hydrogenation of 5,6-dinitrobenzimidazolone-2 under the condition of 100℃、2.5MPa、m(catalyst)∶m(5,6-dinitrobenzimidazolone-2)=9%.MS、HPLC、IR、1H-NMR、13C-NMR and elemental analysis are properly used for characterization of the structures of the product.