Synthesis, Crystal Structure and Herbicidal Activity of Novel Sulfonylureas Containing Triazolinone Moiety

doi:10.6023/cjoc201211018

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (03): 542-550.DOI: 10.6023/cjoc201211018 Previous Articles Next Articles

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新型含三唑啉酮的磺酰脲类化合物的合成、晶体结构及除草活性研究

潘里, 陈有为, 刘卓, 李永红, 李正名

南开大学元素有机化学研究所元素有机化学国家重点实验室天津 300071

收稿日期:2012-11-08 修回日期:2012-12-12 发布日期:2012-12-18
通讯作者: 李正名 E-mail:nkzml@vip.163.com
基金资助:
国家自然科学基金(No. 21272129)、国家重点基础研究发展计划(973, No. 2010CB126106)、国家科技攻关计划(No. 2011BAE06B05)资助项目.

Synthesis, Crystal Structure and Herbicidal Activity of Novel Sulfonylureas Containing Triazolinone Moiety

Pan Li, Chen Youwei, Liu Zhuo, Li Yonghong, Li Zhengming

Research Institute of Elemento-organic Chemistry, State Key Laboratory of Elemento-organic Chemistry, Nankai University, Tianjin 300071

Received:2012-11-08 Revised:2012-12-12 Published:2012-12-18
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21272129), the National Basic Research Program of China (No. 2010CB126106) and the National Key Technologies R&D Program (No. 2011BAE06B05).

In order to search for efficient sulfonylurea herbicides, the title compounds were designed by introducing triazolinones into some known sulfonylurea structures. 23 novel sulfonylurea compounds had been synthesized and characterized by ¹H NMR, HRMS and X-ray diffraction. Herbicidal activities of title compounds were determined by pot-culture method. IC₅₀ values of some effective sulfonylurea compounds were tested by culture dish method. It was found that compound 5h attained the super-active level which was comparable to the controls as triasulfuron and cinosulfuron. It was worthy to note that compound 5h had potent inhibitory activity against Echinochloa crusgalli by pot-culture method at 3.75 g/ha.

Key words: sulfonylurea, triazolinone, synthesis, crystal structure, herbicidal activity

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Pan Li, Chen Youwei, Liu Zhuo, Li Yonghong, Li Zhengming. Synthesis, Crystal Structure and Herbicidal Activity of Novel Sulfonylureas Containing Triazolinone Moiety[J]. Chin. J. Org. Chem., 2013, 33(03): 542-550.

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新型含三唑啉酮的磺酰脲类化合物的合成、晶体结构及除草活性研究

Synthesis, Crystal Structure and Herbicidal Activity of Novel Sulfonylureas Containing Triazolinone Moiety

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