Synthesis and Herbicidal Activities of Novel Cyanoacrylate Derivatives Containing Substituted Pyrimidine Moiety

doi:10.6023/cjoc201608022

Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (12): 2973-2980.DOI: 10.6023/cjoc201608022 Previous Articles Next Articles

NOTE

新型含取代嘧啶结构的氰基丙烯酸酯类化合物的合成与除草活性研究

戴红^a,b, 方源^b, 李阳^b, 王祥龙^a, 向兴邦^a, 葛书山^a, 石玉军^a,b

a 南通大学化学化工学院南通 226019;
b 江苏科技大学环境与化学工程学院镇江 212003

收稿日期:2016-08-24 修回日期:2016-09-21 发布日期:2016-12-21
通讯作者: 戴红, 石玉军 E-mail:daihong_2015@aliyun.com;yjshi2015@163.com
基金资助:
国家自然科学基金（No. 21372135）、江苏省“六大人才高峰”（No. 2013-SWYY-013）和南通市科技计划（Nos. AS2014011，CP12013002，MS22015020）资助项目.

Synthesis and Herbicidal Activities of Novel Cyanoacrylate Derivatives Containing Substituted Pyrimidine Moiety

Dai Hong^a,b, Fang Yuan^b, Li Yang^b, Wang Xianglong^a, Xiang Xingbang^a, Ge Shushan^a, Shi Yujun^a,b

a College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019;
b School of Environmental and Chemical Engineering, Jiangsu University of Science and Technology, Zhenjiang 212003

Received:2016-08-24 Revised:2016-09-21 Published:2016-12-21
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21372135), the Research Foundation of the Six People Peak of Jiangsu Province (No. 2013-SWYY-013), and the Science and Technology Project Fund of Nantong City (Nos. AS2014011, CP12013002, MS22015020).

In search of novel cyanoacrylate compounds with potent bioactivity, a series of new cyanoacrylates bearing substituted pyrimidine moiety were obtained by the method of active substructure combination. The title compounds were structurally confirmed by ¹H NMR, ¹³C NMR and elemental analysis. Preliminary bioassay data indicated that some target compounds showed good herbicidal activities. In postemergence treatment, compounds 9a and 9b had 90% and 100% herbicidal activity against Brassica juncea at 1500 g/ha, compounds 9a and 9b showed 90% and 100% herbicidal activity against Stellaria media at 1500 g/ha, and compounds 9a and 9b displayed 95% and 100% inhibitory rates against Chenopodium serotinum L. at 1500 g/ha. When the dosage was reduced to 750 g/ha, compound 9b exhibited all 100% herbicidal effect against Brassica juncea, Stellaria media, and Chenopodium serotinum L. in postemergence treatment. Even at 375 g/ha, compound 9b was still active against Brassica juncea, Stellaria media, and Chenopodium serotinum L. in postemergence treatment with the inhibition rates of 90%, 80% and 90%, respectively.

Key words: substituted pyrimidine, cyanoacrylates, synthesis, herbicidal activities

Cite this article

Dai Hong, Fang Yuan, Li Yang, Wang Xianglong, Xiang Xingbang, Ge Shushan, Shi Yujun. Synthesis and Herbicidal Activities of Novel Cyanoacrylate Derivatives Containing Substituted Pyrimidine Moiety[J]. Chin. J. Org. Chem., 2016, 36(12): 2973-2980.

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新型含取代嘧啶结构的氰基丙烯酸酯类化合物的合成与除草活性研究

Synthesis and Herbicidal Activities of Novel Cyanoacrylate Derivatives Containing Substituted Pyrimidine Moiety

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