Design, Synthesis and Herbicidal Activity of Novel Sulfonylureas Containing Tetrahydrophthalimide Substructure

doi:10.1007/s40242-016-5480-4

Abstract

Abstract:

To develop novel sulfonylurea herbicides, a series of chlorsulfuron derivatives was designed and synthesized through introducing tetrahydrophthalimide substructure taken from protoporphyrinogen IX oxidase(PPO) inhibitors onto the critical 5-position of the classical benzene ring. The structures of title compounds were confirmed by infrared spectroscopy, ultraviolet spectroscopy, ¹H and ¹³C NMR spectrometry, mass spectrometry and elemental analysis. In addition, the crystal structure of compound II-5 was further determined by X-ray diffraction analysis. Bioassay results showed that individual compounds exhibited good herbicidal activities, especially compound II-8, which displayed 100% inhibition rate against Echinochloa crusgalli at 150 g/ha(1 ha=10⁴ m²) with the method of foliage spray in the pot experiment.

Key words: Sulfonylurea herbicide, Tetrahydrophthalimde, Herbicidal activity

HUA Xuewen, ZHOU Sha, CHEN Minggui, ZHANG Dongkai, LIU Ming, LIU Jingbo, WU Changchun, LIU Yang, LI Yonghong, LI Zhengming. Design, Synthesis and Herbicidal Activity of Novel Sulfonylureas Containing Tetrahydrophthalimide Substructure[J]. Chemical Research in Chinese Universities, 2016, 32(3): 396-401.

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