Chinese Journal of Applied Chemistry ›› 2017, Vol. 34 ›› Issue (2): 158-162.DOI: 10.11944/j.issn.1000-0518.2017.02.160133

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Improved Synthesis, Crystal Structure and Fungicidal Activity of 2,2'-Dithiobisbenzanilide

ZHANG Dunlina,XIA Fangfanga,ZHOU Yefeib,LIU Guangxianga,XUE Mengweia*()   

  1. aSchool of Environmental Science Nanjing Xiaozhuang University,Nanjing 211171,China
    bSchool of Food Science,Nanjing Xiaozhuang University,Nanjing 211171,China
  • Received:2016-03-30 Accepted:2016-10-10 Published:2017-01-18 Online:2017-01-18
  • Contact: XUE Mengwei
  • Supported by:
    Supported by Jiangsu Student's Innovation and Entrepreneurship Training Program(No.201311460050X)

Abstract:

2,2'-Dithiobisbenzanilide was synthesized with a total yield of 80% via oxidative condensation and acylation reaction. The title compound was extensively characterized by HRMS, NMR and single crystal X-ray diffraction. The single crystal X-ray structural analysis reveals that the crystal packing of the compound was stabilized by intramolecular C—H••••O and C—H••••S, intermolecular N—H••••O and C—H••••O interactions, and even Van der Waals force. The results show that the novel method is suitable for scale-up production with the advantages of easily obtained raw materials, easily conducted procedure and relatively high yield. Moreover, the compound shows excellent inhibitory activity against Botrytis cinerea, Sclerotinia sclerotiorum and Rhizoctonia solani.

Key words: dithiobisbenzanilide, crystal structure, fungicidal activity