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Strobilurin compound containing nitrohydrazinecarboximidamide structure as well as preparation method and application of strobilurin compound

A compound, the technology of phenylpropane, which is applied in the field of methoxyacrylate compounds containing nitroaminoguanidine structure and its preparation, can solve the problems of increased drug residues, cumbersome spraying operations, and increased cost of spraying

Inactive Publication Date: 2015-04-29
CHINA AGRI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the combined use of insecticides and fungicides will lead to cumbersome spraying operations. It is necessary to measure one or more insecticides and one or more fungicides according to a specific ratio, and the cost of spraying will increase accordingly. There are many types of drugs, and the amount of drug residues on plants will increase accordingly

Method used

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  • Strobilurin compound containing nitrohydrazinecarboximidamide structure as well as preparation method and application of strobilurin compound
  • Strobilurin compound containing nitrohydrazinecarboximidamide structure as well as preparation method and application of strobilurin compound
  • Strobilurin compound containing nitrohydrazinecarboximidamide structure as well as preparation method and application of strobilurin compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] Embodiment 1, the preparation of compound 24

[0060] (1) Preparation of 1-nitro-3-aminoguanidine

[0061] Put a 100mL three-neck bottle in an oil bath, and put in 2.0g (19.2mmol) of nitroguanidine and 25mL of water in sequence. While heating to 55° C. under magnetic stirring, 1.3 g (21.6 mmol) of 85% hydrazine hydrate was slowly added dropwise from the dropping funnel. Keep the material temperature at 55°C and continue the reaction for 15 minutes. When the nitroguanidine solid dissolves and turns into an orange-yellow clear liquid, quickly cool it in an ice-salt water bath, and slowly add concentrated hydrochloric acid dropwise to adjust the pH to 5-6, and continue to cool in an ice-salt water bath overnight. Filter under reduced pressure and dry naturally in a fume hood. Recrystallized with water to obtain 1.6 g of light yellow crystals, yield 70%, melting point 191-192°C (document: melting point 187-188°C, yield 50%).

[0062] The structural characterization data...

Embodiment 2

[0077] The insecticidal activity of compound shown in embodiment 2, formula I to soybean aphid is measured

[0078] The soybean aphids used in this experiment were provided by artificial breeding of the Agricultural College of China Agricultural University.

[0079] Operation process: Determination of insecticidal activity by the drug film method. Use a puncher to punch out circular leaves with a size of 20 mm on the cultivated bean leaves, soak the leaves in 50 μg / mL liquid medicine for 5 seconds, then take them out and dry them on absorbent paper, and spread them in the groove of a petri dish. Put a thin layer of agar on it, put the dried leaves into the grooves of the petri dish, put about 20 artificially raised bean aphids in each groove, and finally seal it with plastic wrap (good air permeability), and place it in an artificial climate In the box, control the temperature at 25±1°C, and check the results after 48 hours.

[0080] Judgment criteria for death: the individu...

Embodiment 3

[0086] Embodiment 3, the insecticidal activity test of the compound shown in formula I to peach aphid

[0087] Green peach aphid is a wide-feeding pest, with nearly 300 species of host plants, and damages plant growth by sucking the juice in leaf tissue. In addition, green peach aphid is also the main vector of various plant viruses. The object of this experiment was 3-day-old nymphs of peach aphid, which were collected from the peach tree population in Baiwangshan area, Haidian District, Beijing.

[0088] Operation process: Determination of insecticidal activity by dipping method. Cut the leaf with aphids into a shape with a suitable size and number of insects, then take it out after soaking in the prepared medicinal solution for 5 seconds, absorb the excess medicinal solution from the leaves, record the total number of insects after drying, and put it on a filter paper with moisturizing In a petri dish, seal it with plastic wrap, place it in a light incubator, control the t...

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Abstract

The invention discloses a strobilurin compound containing nitrohydrazinecarboximidamide structure as well as a preparation method and an application of the strobilurin compound. The structural formula of the compound is represented as the formula I, wherein R1 is H, C1-C10 saturated or unsaturated aliphatic hydrocarbon, phenyl, substituted phenyl, pyridine-2-yl, substituted pyridine-2-yl, pyridine-3-yl, substituted pyridine-3-yl, pyridine-4-yl, substituted pyridine-4-yl, thiazole-2-yl, substituted thiazole-2-yl, furan-2-yl, substituted furan-2-yl, benzyl, substituted benzyl, phenethyl, substituted phenethyl, 2-hydroxy-1-naphthyl or 3-substituted phenyl propane-2-yl; R2 is hydrogen or C1-C10 alkyl. An insecticidal and bactericidal activity experiment proves that the compound represented in the formula (I) has good biological activity, can effectively prevent crops from being invaded by insects and harmful bacteria and can be used as a plant insecticidal and bactericidal agent.

Description

technical field [0001] The invention belongs to the technical field of agricultural chemicals, and in particular relates to a methoxyacrylate compound containing a nitroaminoguanidine structure and a preparation method and application thereof. Background technique [0002] Insecticides currently on the market only prevent and control plant pests caused by harmful insects, but have no effect on plant diseases caused by harmful bacteria; fungicides on the market only have preventive effects on plant diseases caused by harmful bacteria It has a control effect, but has no effect on plant pests caused by harmful insects. Plant diseases and insect pests often occur at the same time, which requires simultaneous killing of harmful insects and harmful bacteria on plants. The conventional method is to use one or more insecticides in conjunction with one or more fungicides to simultaneously kill Kill harmful insects and harmful germs, so as to prevent and control plant diseases and in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C281/18C07D333/22C07D307/52C07D317/58A01N51/00A01P3/00A01P7/04A01P1/00
Inventor 覃兆海袁小勇马永强肖玉梅杨冬燕
Owner CHINA AGRI UNIV