Synthesis and Herbicidal Activity of Thiazolin-2-thione Derivatives

doi:10.6023/cjoc201304036

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (9): 1945-1949.DOI: 10.6023/cjoc201304036 Previous Articles Next Articles

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噻唑啉-2-硫酮衍生物的合成与生物活性

刘建超^a, 梁英^b, 贺红武^a

a 华中师范大学化学学院武汉 430079;
b 湖北省农业科学院湖北省生物农药工程研究中心武汉 430064

收稿日期:2013-04-24 修回日期:2013-06-04 发布日期:2013-06-09
通讯作者: 梁英,贺红武 E-mail:journal@mail.ccnu.edu.cn;he1208@mail.ccnu.edu.cn
基金资助:
国家重点基础研究发展规划(973计划, No. 2010CB126100);国家自然科学基金(Nos. 21172090, 31000867);教育部创新团队项目部分(No. IRT0953);国家科技支撑计划(No. 2011BAE06B04)资助项目

Synthesis and Herbicidal Activity of Thiazolin-2-thione Derivatives

Liu Jianchao^a, Liang Ying^b, He Hongwu^a

a College of Chemistry, Central China Normal University, Wuhan 430079;
b Hubei Biopesticide Engineering Research Center, Hubei Academy of Agricultural Science, Wuhan 430064

Received:2013-04-24 Revised:2013-06-04 Published:2013-06-09
Supported by:
Project supported by the National Program on Key Basic Research Project (973 Program, No. 2010CB126100), the National Natural Science Foundation of China (Nos. 21172090, 31000867), the Program for Changjiang Scholars and Innovative Research Team in University (No. IRT0953) and the Key Projects in the National Science & Technology Pillar Program (No. 2011BAE06B04)

Ten 3-aryl-thiazolin-2-thione derivatives have been designed and synthesized by the reaction of 3-aryl-4-amino- 3H-thiazolin-2-thiones with phenoxyacetyl chloride and the aza-Wittig reactions of 3-aryl-4-amino-5-ethyloxyacyl- 3H-thiazolin-2-thione with phenols. The structures of target compounds have been confirmed by ¹H NMR, EI-MS, IR spectroscopy and elemental analyses. The structure of 5-(4-Cl-phenoxy)-3,6-diphenyl-2-thioxo-2,3-dihydrothiazolo[4,5-d]- pyrimidin-7(6H)-one (C1) has been determined by single crystal X-ray diffraction. The results of preliminary bioassay indicated that some compounds possess good herbicidal activity against the roots of Rape and Barnyard grass.

Key words: thiazolin-2-thione, thiazolo[4,5-d]pyrimidine, aza-Wittig reaction, herbicidal activity

Cite this article

Liu Jianchao, Liang Ying, He Hongwu. Synthesis and Herbicidal Activity of Thiazolin-2-thione Derivatives[J]. Chin. J. Org. Chem., 2013, 33(9): 1945-1949.

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噻唑啉-2-硫酮衍生物的合成与生物活性

Synthesis and Herbicidal Activity of Thiazolin-2-thione Derivatives

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