Citation: Wen-Rui LIU, Xue-Wen HUA, Sha ZHOU, Feng-Ying YUAN, Gui-Qing WANG, Yi LIU, Xiao-Ran XING. Design, Synthesis and Biological Activity of N-Sulfonyl Aromatic Amide Derivatives[J]. Chinese Journal of Structural Chemistry, ;2021, 40(5): 666-674. doi: 10.14102/j.cnki.0254–5861.2011–2991 shu

Design, Synthesis and Biological Activity of N-Sulfonyl Aromatic Amide Derivatives

a.
College of Agriculture, Liaocheng University, Liaocheng 252000, China
b.
Collaborative Innovation Center of Zhejiang Province for Green Pesticide, School of Forestry and Bio-technology, Zhejiang A & F University, Hangzhou 311300, China
c.
Liaocheng Center for Disease Control and Prevention, Liaocheng 252000, China

Corresponding author: Xue-Wen HUA, huaxuewen@lcu.edu.cn Gui-Qing WANG, wangguiqing@lcu.edu.cn
Received Date: 24 September 2020
Accepted Date: 23 October 2020

Fund Project: the National Natural Science Foundation of China 32001929the Natural Science Foundation of Shandong Province ZR2017BC053the Innovation and Entrepreneurship Training Program for College Students of Liaocheng University CXCY2020Y116

Figures(4)

Fifteen novel N-sulfonyl aromatic amide derivatives were designed and synthesized, and the structures were characterized by ¹H- and ¹³C-NMR, EA and HRMS. The crystal structures of compounds I-8 and I-9 were obtained from X-ray diffraction: I-8 is of triclinic system, M_r = 372.35, space group P2₁/n with a = 7.9151(10), b = 8.5637(11), c = 12.2022(15) Å, β = 86.865(2)º, V = 807.09(18) Å³, Z = 2, F(000) = 384, D_c = 1.532 g/cm³, the final R = 0.0408 and wR = 0.1068 for 2836 unique reflections with 2435 observed ones (I > 2σ(I)). I-9 belongs to triclinic system, M_r = 407.39, space group P2₁/n, with a = 8.4911(8), b = 8.6053(9), c = 14.5808(15) Å, β = 77.1190(10)º, V = 995.44(17) Å³, Z = 2, F(000) = 416, D_c = 1.359 g/cm³, the final R = 0.0567 and wR = 0.1779 for 3475 unique reflections with 2392 observed ones (I > 2σ(I)). The preliminary bioassay results indicated that the target compounds showed weak nematicidal activity, while compound I-5 displayed good fungicidal activity against Colletotrichum capsici with the inhibition rate of 61.7%.
- heterocyclic amide,
- synthesis,
- crystal structure,
- fungicidal activity,
- nematicidal activity
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沈阳化工大学材料科学与工程学院沈阳 110142