Chinese Journal of Applied Chemistry

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Synthesis and Fungicidal Activity of 2-(1,3,4-Thiadiazolylaminomethyl)phenols

TANG Zilong1,2*, CHANG Shuhong2,3, YAN Lin2, LIU Hanwen1,2   

  1. (1.Key Laboratory of Theoretical Chemistry and Molecular Simulation of
    Ministry of Education,Hunan University of Science and Technology,Xiangtan 411201,China;
    2.School of Chemistry and Chemical Engineering,Hunan University of Science and Technology,
    Hunan University of Science and Technology,Xiangtan 411201,China;
    3.Jiangxi Dongbang Pharmaceutical Co. Ltd.,Fengxin 330700,China)
  • Received:2011-09-13 Revised:2011-11-27 Published:2012-08-10 Online:2012-08-10

Abstract: A series of 2-(1,3,4-thiadiazolylaminomethyl)phenols was synthesized by reducing the C=N double bond of the intermediate Schiff bases prepared from the reaction of 2-amino-5-alkyl(aryl)-1,3,4-thiadiazoles and salicylaldehyde via either fractional step method or one-pot process. The yields of the products obtained from one-pot synthesis were higher and in the range of 56%~80%. The structures of the products were characterized by means of IR, 1H NMR, 13C NMR and MS. The fungicidal activity of the title compounds was evaluated preliminarily, some of which exhibited moderate activity against Alternaria alternata. The inhibitory rate of compound 3i was 76% at the concentration of 25 mg/L, and 70% for compounds 3f, 3h, 3k and 3l.

Key words: thiadiazolylaminomethylphenol, synthesis, fungicidal activity

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