Synthesis and Herbicidal Activities of 2-Ethoxyethyl 2-Cyano-3-(substituted)acrylates

doi:10.6023/cjoc201404020

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (11): 2324-2330.DOI: 10.6023/cjoc201404020 Previous Articles Next Articles

Notes

2-氰基-3-取代丙烯酸(2-乙氧基乙基)酯的合成及除草活性

钟世华, 王春凤, 宋青霞, 范明亮, 刘兵玉, 危冬梅, 刘建兵

石化新材料与资源精细利用国家地方联合工程实验室化学生物学及中药分析省部共建教育部重点实验室湖南师范大学长沙 410081

收稿日期:2014-04-12 修回日期:2014-06-05 发布日期:2014-07-01
通讯作者: 刘建兵,liu_jianbing65@yahoo.com.cn E-mail:liu_jianbing65@yahoo.com.cn
基金资助:
国家自然科学基金(No.20602010)资助项目.

Synthesis and Herbicidal Activities of 2-Ethoxyethyl 2-Cyano-3-(substituted)acrylates

Zhong Shihua, Wang Chunfeng, Song Qingxia, Fan Mingliang, Liu Bingyu, Wei Dongmei, Liu Jianbing

National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education,Hunan Normal University, Changsha 410081

Received:2014-04-12 Revised:2014-06-05 Published:2014-07-01
Supported by:
Project supported by the National Natural Science Foundation of China (No.20602010).

Eleven new 2-ethoxyethyl 2-cyano-3-(substituted)anilino-3-methylthio acrylates (2) and eleven new 2-ethoxyethyl 2-cyano-3-(substituted)phenylureidoacrylates (5) were synthesized as herbicidal inhibitors of photosystem Ⅱ (PSⅡ) electron transport, and their structures were confirmed by ¹H NMR, ¹³C NMR and mass spectrum analysis. Biological activity tests showed that some of compounds 2 have good selectivity and activity against dicotyledonous weeds. Compounds 5 bearing a group at the 3-position in benzene ring exhibite some degree of herbicidal activities.

Key words: cyanoacrylate, phenylurea, inhibitor of PSⅡ, herbicidal activity

Cite this article

Zhong Shihua, Wang Chunfeng, Song Qingxia, Fan Mingliang, Liu Bingyu, Wei Dongmei, Liu Jianbing. Synthesis and Herbicidal Activities of 2-Ethoxyethyl 2-Cyano-3-(substituted)acrylates[J]. Chin. J. Org. Chem., 2014, 34(11): 2324-2330.

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2-氰基-3-取代丙烯酸(2-乙氧基乙基)酯的合成及除草活性

Synthesis and Herbicidal Activities of 2-Ethoxyethyl 2-Cyano-3-(substituted)acrylates

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