1, 2, 4-oxadiazole-5-formamide derivative as well as preparation method and application thereof

Abstract

The invention relates to the field of chemical engineering and pesticides, in particular to a 1, 2, 4-oxadiazole-5-formamide derivative, a preparation method of the 1, 2, 4-oxadiazole-5-formamide derivative, a preparation method of the 1, 2, 4-oxadiazole-5-formamide derivative and a preparation method of the 1, 2, 4-oxadiazole-5-formamide derivative. The invention discloses application of a 1, 2, 4-oxadiazole-5-formamide derivative to preparation of drugs for preventing and treating plant diseases such as rice sheath blight disease, tomato gray mold, sclerotinia rot of colza, meloidogyne incognita, pine wood nematode, aphelenchoides besseyi and caenorhabditis elegans. The derivative is synthesized by taking substituted aromatic nitrile, hydroxylamine hydrochloride, sodium hydroxide, oxalyl chloride monoethyl ester, triethylamine, lithium hydroxide, oxalyl chloride and primary amine as raw materials through five steps of addition, cyclization, hydrolysis, chloroacylation and substitution reaction, and has the advantages of low toxicity, high yield, easiness in degradation and good environmental compatibility; the composition has the characteristics of high safety, simple preparation process, low production cost, simple structure and low possibility of generating drug resistance.

Description

technical field [0001] The present invention relates to the fields of chemical engineering and pesticides, specifically to 1,2,4-oxadiazole-5-carboxamide derivatives, and to the 1,2,4-oxadiazole-5-carboxamide derivatives The preparation method, and the 1,2,4-oxadiazole-5-carboxamide derivatives are used in the preparation and control of rice sheath blight, tomato gray mold, rape sclerotinia, root-knot nematode incognita, pine wood nematode, Application in medicines for plant diseases such as rice stem sharp nematode and Caenorhabditis elegans. Background technique [0002] In recent years, plant diseases caused by fungi and nematodes have become more and more serious, which greatly threatens the viability and health of plants. To make matters worse, the combination of fungi and nematodes often produces synergistic effects, resulting in greater crop losses than each pathogen alone or both pathogens combined. Up to now, more than 8,000 kinds of fungi are known to cause plant...

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Problems solved by technology

However, the above-mentioned 1,2,4-oxadiazole derivatives have the following problems: first, in terms of antifungal activity, some compounds have good antifungal activity in vitro, but lack the evaluation of in vivo experiments, and in vivo experiments At that time, it was found that the dosage of such compounds was high, and it was difficult to apply in the field; secondly, in terms of nematodes, the nematodes targeted were relatively single, and the main target was root-knot nematode incognita, but the killing effect on other plant nematodes was unknown , such as the lack of evaluation of the nematicidal activity of pine xylophilus and rice stem nematode, and found that Tioxazafen as a nematicide is a rigid compound that lacks certain flexibility, which reduces the flexibility of small drug molecules; finally, it was found that 1,2 , 4-Oxadiazole derivatives are rarely reported in terms of anti-fungal and anti-nematode diseases

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