Synthesis and Fungicidal Activities of a Novel Series of 4-[3-(Pyrid-4-yl)-3-substituted phenyl acryloyl]morpholine

Chem. J. Chinese Universities

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Synthesis and Fungicidal Activities of a Novel Series of 4-[3-(Pyrid-4-yl)-3-substituted phenyl acryloyl]morpholine

MU Chang-Wei¹, YUAN Hui-Zhu², LI Nan¹, FU Bin¹, XIAO Yu-Mei¹, MA Yong-Qiang¹, QI Shu-Hua², QIN Zhao-Hai¹*

1. College of Science, China Agricultural University, Beijing 100094, China;
2. Institute of Plant Protection, Chinese Academy of Agriculture Science, Beijing 100094, China

Received:2006-12-27 Revised:1900-01-01 Online:2007-10-10 Published:2007-10-10
Contact: QIN Zhao-Hai

Abstract

Abstract: In searching for novel and high active fungicides with pyridyl moiety, with Dimethomorph as a model compound and isonicotinic acid as the main starting material, twenty-seven title compounds were designed and synthesized through chlorination, Friedel-Crafts acylation, Wittig-Horner reaction and other steps. All the target structures were confirmed via ¹H NMR and elementary analysis. In the preliminary fungicidal evaluation, all the compounds exhibit a significant inhibiting activity against Rhizoctonia solani Kuhn and Phytophthora drechsler Tucker. Among them, the EC₅₀ values of compounds 4-20, 4-21 and 4-22 to Rhizoctonia solani Kuhn were 28.94, 5.27 and 0.87 μg/mL, respectively, compared to 1.54 μg/mL of Carbendazim and 60.95 μg/mL of Dimethomorph; and to Phytophthora drechsler Tucker were 0.33, 0.27 and 0.09 μg/mL, respectively, compared to 20.39 μg/mL of Chlorothalonil and 0.24 μg/mL of Dimethomorph. The results suggest that they might be valuable in the control of plant diseases.

Key words: Pyridine derivative, Acryloyl morpholine, Fungicidal activity

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MU Chang-Wei¹, YUAN Hui-Zhu², LI Nan¹, FU Bin¹, XIAO Yu-Mei¹, MA Yong-Qiang¹, QI Shu-Hua², QIN Zhao-Hai¹*. Synthesis and Fungicidal Activities of a Novel Series of 4-[3-(Pyrid-4-yl)-3-substituted phenyl acryloyl]morpholine[J]. Chem. J. Chinese Universities, doi: .

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Synthesis and Fungicidal Activities of a Novel Series of 4-[3-(Pyrid-4-yl)-3-substituted phenyl acryloyl]morpholine

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