synthesis and herbicidal activity of substituted pyrazole isothiocyanates合成和除草活性的取代吡唑异硫氰酸酯.pdfVIP

Molecules 2012, 17, 12187-12196; doi:10.3390/molecules171012187 OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis and Herbicidal Activity of Substituted Pyrazole Isothiocyanates Hua Wu 1,2, Jun-Tao Feng 1,2, Kai-Chun Lin 3 and Xing Zhang 1,2,* 1 Research Development Center of Biorational Pesticide, Key Laboratory of Plant Protection Resources and Pest Management of Ministry of Education, Northwest AF University, Yangling 712100, Shaanxi, China 2 Shaanxi Research Center of Biopesticide Engineering Technology, Northwest AF University, Yangling 712100, Shaanxi, China 3 Hubei Green-Tiandi Bioengineering Co., Ltd, Wuhan 430070, Hubei, China * Author to whom correspondence should be addressed; E-Mail: Guoanzhan; Tel.: +86-029-8709-2122; Fax: +86-029-8709-3344. Received: 29 August 2012; in revised form: 8 October 2012 / Accepted: 9 October 2012 / Published: 17 October 2012 Abstract: Isothiocyanates and substituted pyrazoles were combined to form a series of novel isothiocyanates with highly effective herbicidal activity. The target compounds were analyzed by elemental analysis, 1H-NMR, EI-MS and IR spectroscopy. The synthesized compounds, particularly compounds 3-1 and 3-7, exhibited good herbicidal activities against four weeds. The EC50 values of compound 3-1 against Echinochloa crusgalli L., Cyperus iria L., Dactylis glomerata L., and Trifolium repens L. were 64.32, 65.83, 62.42, and 67.72 µg/mL, respectively. The EC50 values of compo