synthesis and herbicidal activity of 5-(4-hydroxybenzyl)-2-thioxoimidazolidin-4-one esters合成和除草活性的5 -(4-hydroxybenzyl)2-thioxoimidazolidin-4-one酯.pdfVIP

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synthesis and herbicidal activity of 5-(4-hydroxybenzyl)-2-thioxoimidazolidin-4-one esters合成和除草活性的5 -(4-hydroxybenzyl)2-thioxoimidazolidin-4-one酯.pdf

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synthesis and herbicidal activity of 5-(4-hydroxybenzyl)-2-thioxoimidazolidin-4-one esters合成和除草活性的5 -(4-hydroxybenzyl)2-thioxoimidazolidin-4-one酯

Molecules 2011, 16, 2833-2845; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis and Herbicidal Activity of 5-(4-Hydroxybenzyl)-2- Thioxoimidazolidin-4-one Esters Jintao Han 1, Jinmin Wang 1, Hongbo Dong 1, Jianping Lei 1, Mingan Wang 1,2,* and 2 Jianxin Fang 1 Department of Applied Chemistry, China Agricultural University, Beijing 100193, China 2 State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China * Author to whom correspondence should be addressed; E-Mail: wangma@; Tel.: +86-10 Received: 28 February 2011; in revised form: 16 March 2011/ Accepted: 25 March 2011 / Published: 30 March 2011 Abstract: A series of novel 5-(4-hydroxybenzyl)-2-thioxoimidazolidin-4-one esters were synthesized under mild conditions by the reaction of 5-(4-hydroxybenzyl)-2- thioxoimidazolidin-4-one and carboxylic acids with DCC and DMAP as the promoters. Their structures were confirmed by 1H-NMR, IR, ESI-MS and elemental analysis. The preliminary bioassy results indicated that some of compounds exhibit good herbicidal activity against Zea mays, Triticum aestivum and Arabidopsis thaliana . The further greenhouse test showed that compounds 6-16 and 6-28 have 60%, 50% and 50% efficacy against Stellaria media, Echinochloa crus-galli and Setaria viridis at 1,000 g/ha, respectively. Keywords: 5-(4-hydro