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Syntheses and properties of new herbicidal 2-arylthio-1 ,2,4-triazolo[1,5-a] pyrimidine derivatives
Authors:YANG  Guang-Fu LU  Rong-Jian FEI  Xue-NingYANG  Hua-Zheng Institute of Pesticide Chemistry  Central China Normal University  Wuhan  Hubei  China Institute of Elements-Organic Chemistry  National Key Laboratory of Elemento-Organic Chemistry  Nankai University  Tianjin  China
Institution:YANG,Guang-Fu LU,Rong-Jian FEI,Xue-NingYANG,Hua-Zheng Institute of Pesticide Chemistry,Central China Normal University,Wuhan,Hubei 430079,China Institute of Elements-Organic Chemistry,National Key Laboratory of Elemento-Organic Chemistry,Nankai University,Tianjin 300071,China
Abstract:In search of novel herbicides with high activity, a series of 2-arylthio-1,2,4- triazolo 1, 5-a ] pyrimidines (3) were synthesized by cyclization of 5-amino-3-arylthio-1,2,4-triazoles with 1,3-diketones or by the nucleophilic substitution of substituted thiophenols with 2-methylsulfonyl-1, 2, 4-triazolo 1, 5-a]-pyrimidine. The structures of all compounds prepared were confirmed by 1H NMR and MS spectroscopy along with elemental analyses. Preliminary bioassays indicated that some of the compounds 3 had good herbicidal activity against rape. In addition, the regioselectivity in the reaction of 5-amino-3-sub-stituted arylthio-1,2,4-triazoles with benzoylacetone was studied.
Keywords:1  2  4-Triazolo[ 1  5-a] pyrimidine  cyclization reaction  regioselectivity  herbicidal activity
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