Synthesis, Insecticidal Activity of New Benzoylthioureas and Benzoylureas

doi:10.6023/cjoc201407030

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (12): 2517-2522.DOI: 10.6023/cjoc201407030 Previous Articles Next Articles

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新型酰基硫脲及酰基脲的合成及其杀虫活性

徐志红^a,b, 刘斌^a, 董宏波^a, 王明安^a

a. 中国农业大学应用化学系北京 100193;
b. 长江大学农学院荆州 434205

收稿日期:2014-07-18 修回日期:2014-08-11 发布日期:2014-08-28
通讯作者: 王明安 E-mail:wangma@cau.edu.cn
基金资助:
"十二五"科技支撑计划(No.2011BAE06B03)和国家自然科学基金(No.20772150)资助项目.

Synthesis, Insecticidal Activity of New Benzoylthioureas and Benzoylureas

Xu Zhihong^a,b, Liu Bin^a, Dong Hongbo^a, Wang Mingan^a

a. Department of Applied Chemistry, China Agricultural University, Beijing 100193;
b. College of Agriculture, Yangtze University, Jingzhou 434205

Received:2014-07-18 Revised:2014-08-11 Published:2014-08-28
Supported by:
Project supported by the National Key Technologies R&D Program (No. 2011BAE06B03) and the National Natural Science Foundation of China (No. 20772150).

Fifteen novel benzoylthioureas and benzoylureas containg hydantoin ring were synthesized by the reaction of 5-(4-aminophenyl)-and 5-(4-aminobenzyl)-hydantoin or 5-(4-aminobenzyl)-thiohydantoin with substituted benzoyl or pyridineacyl isocyanates and isothiocyanates, respectively. Their structures were characterized by the IR, ¹H NMR and HR-ESI-MS spectral data. Their bioactivities were evaluated with the insects Mythimna separata, Helicoverpa armigera, Ostrinia nubilalis, Plutella xylostella, Aphis laburni and Culex pipiens pallens. The results showed that 5-(4-aminophenyl)hydantoin-2,4,6- trichlorobenzoylthiourea (4) exhibit 85%, 90% and 100% mortality against H. armigera, O. nubilalis and P. xylostella at the concentration of 600 mg/L, 100% mortality against larva of C. pipiens at the concentration of 5 and 10 mg/L, respectively.

Key words: 5-(4-aminophenyl/benzyl)-hydantoin, benzoylthiourea, benzoylurea, synthesis, insecticidal activity

Cite this article

Xu Zhihong, Liu Bin, Dong Hongbo, Wang Mingan. Synthesis, Insecticidal Activity of New Benzoylthioureas and Benzoylureas[J]. Chin. J. Org. Chem., 2014, 34(12): 2517-2522.

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新型酰基硫脲及酰基脲的合成及其杀虫活性

Synthesis, Insecticidal Activity of New Benzoylthioureas and Benzoylureas

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