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Chemistry and Industry of Forest Products ›› 2014, Vol. 34 ›› Issue (3): 73-81.doi: 10.3969/j.issn.0253-2417.2014.03.013

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Syntheses and Fungicidal Activities of N-Aminoethyl-terpinene- maleimide-based Sulfamide Compounds

LIN Zhi-duo1, DUAN Wen-gui1, LIN Gui-shan1, LIAO Jing-ni1, LAI Gang1, YIN Xian-long1, LEI Fu-hou2   

  1. 1. College of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, China;
    2. Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, Nanning 530006, China
  • Received:2013-05-07 Online:2014-06-25 Published:2014-06-25

Abstract: α-Pinene (1) was converted into α-terpinene(2) by Wagner-Meerwein rearrangement,followed by Diels-Alder cycloaddtion reaction of 2 with maleic anhydride to obtain α-terpinene-maleic anhydride adduct(3). Then, twelve novel N-aminoethyl-terpinene-maleimide-based sulfamide compounds(5a-5l) were synthesized by the reaction of compound 3 with N-aryl sulfonyl ethylenediamine(4). The target compounds were characterized by means of FT-IR, 1H NMR, 13C NMR, ESI-MS, and elemental analysis. The preliminary bioassay showed that the title compounds exhibited a certain fungicidal activities. Among then, compound 5c(R=3-CH3) had inhibition rates of 68.8%, 68.3%, 62.3% and 53.8% against Cercospora rachidicola, Alternaria solani, Physalospora piricola and Gibberella zeae at the concentration of 50 mg/L, respectively.

Key words: α-pinene, N-aminoethyl-terpinene-maleimide-based sulfamide, synthesis, fungicidal activities

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