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Synthesis and herbicidal activity of N-[2,4-disubstituted-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)phenyl]imides

Mingzhi Huang, Hongwei Li, Huailin Pang, Zhang Quan, Ren Ye-Guo, Dulin Yin

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Abstract

Uracil compounds have significant herbicidal activity. Ten N-[2,4-disubstituted-5-(3-methy-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)-phenyllimides were designed and synthesized. Their structures were confirmed by (1)H NMR, IR, HPLC/MS and elemental analysis. Preliminary bioassay showed that most of title compounds had good herbicidal activity, for example, 9a, 9b, 9c, 9f, 9g and 9h exhibited more than 90% inhibition aganist dicotyledon weeds, such as Abutilon theophrasti Medic and Amaranthus spinosus at an active ingredient 75 g/hm(2) in post-emergence treatment.

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What this paper is about

Uracil compounds have significant herbicidal activity. Ten N-[2,4-disubstituted-5-(3-methy-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)-phenyllimides were designed and synthesized. Their structures were confirmed by (1)H NMR, IR, HPLC/MS and elemental analysis. Preliminary bioassay showed that most of title compounds had good herbicidal activity, for example, 9a, 9b, 9c, 9f, 9g and 9h exhibited more than 90% inhibition aganist dicotyledon weeds, such as Abutilon theophrasti Medic and Amaranthus spinosus at an active ingredient 75 g/hm(2) in post-emergence treatment.

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Available abstract

Uracil compounds have significant herbicidal activity. Ten N-[2,4-disubstituted-5-(3-methy-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)-phenyllimides were designed and synthesized. Their structures were confirmed by (1)H NMR, IR, HPLC/MS and elemental analysis. Preliminary bioassay showed that most of title compounds had good herbicidal activity, for example, 9a, 9b, 9c, 9f, 9g and 9h exhibited more than 90% inhibition aganist dicotyledon weeds, such as Abutilon theophrasti Medic and Amaranthus spinosus at an active ingredient 75 g/hm(2) in post-emergence treatment.

Key concepts: Trifluoromethyl, Bioassay, Abutilon, Chemistry, High-performance liquid chromatography, Organic chemistry, Stereochemistry, Botany

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Synthesis and herbicidal activity of N-[2,4-disubstituted-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)phenyl]imides — Research Paper | ScholarLens