Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (10): 2212-2217.DOI: 10.6023/cjoc201503028 Previous Articles     Next Articles



刘建超a, 任青云b, 贺红武a   

  1. a 华中师范大学化学学院 武汉 430079;
    b 广东东阳光药业研究院新药所抗感染原创部 东莞 523871
  • 收稿日期:2015-03-18 修回日期:2015-05-21 发布日期:2015-06-12
  • 通讯作者: 任青云, 贺红武;
  • 基金资助:

    国家自然科学基金(Nos. 21172090, 31000867)、教育部创新团队项目部分(No. IRT0953)资助项目.

Synthesis and Biological Activity of 4-Amino-5-cyano-6-alkylamino Pyridine Derivatives

Liu Jianchaoa, Ren Qingyunb, He Hongwua   

  1. a College of Chemistry, Central China Normal University, Wuhan 430079;
    b Anti-infection Innovation Department, New Drug Research Institute, Sunshine Lake Pharma Co., Ltd, Dongguan 523871
  • Received:2015-03-18 Revised:2015-05-21 Published:2015-06-12
  • Supported by:

    Project supported by the National Program on Key Basic Research Project (973 Program. No. 2010CB126100), the National Natural Science Fundation of China (No. 21172090; 31000867) and the Program for Changjiang Scholars and Innovatives Research Team in University (No. IRT0953).

A series of new 4-amino-5-cyano-6-alkylamino pyridine derivatives have been designed and synthesized from 2-cyano-3-alkylamino-3-amino acrylonitriles and β-dicarbonyl compounds using Zn(NO3)2 and C2H5ONa as catalysts in anhydrous ethanol. The structures of target compounds have been confirmed by 1H NMR, EI-MS, IR spectroscopy and elemental analysis. The structure of 2-methyl-4-amino-5-cyano-6-(2-hydroxyl ethylamino)-nicotinic ethyl ester has been determined by single crystal X-ray diffraction. The results of preliminary bioassay indicated that some compounds possess potential good fungicidal activities at a dosage of 5.0×10-5 g/mL, and some compounds also possess moderate herbicidal activities against the Rape and Barnyard grass.

Key words: multisubstituted pyridines, Zn(NO3)2·, 6H2O, β-dicarbonyl compound, fungicidal activity, herbicidal activity