Pyrazole derivative and pest control agent

A kind of pyrazole derivatives, any technology, applied in biocides, animal repellents, plant growth regulators, etc., can solve the problems of undisclosed pyrazole derivatives, unknown usefulness of pest control agents, etc.

Inactive Publication Date: 2013-10-09
NISSAN CHEM IND LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] For example, although pyrazole derivatives are disclosed in Patent Documents 1 to 9, nothing related to the pyrazole derivatives of the present invention is disclosed.
Also, its usefulness as a pest control agent, especially an insecticide or acaricide, and an internal or external parasite control agent for mammals or birds is completely unknown

Method used

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  • Pyrazole derivative and pest control agent
  • Pyrazole derivative and pest control agent
  • Pyrazole derivative and pest control agent

Examples

Experimental program
Comparison scheme
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Embodiment

[1129] Hereinafter, the present invention will be further described in detail by specifically describing the synthesis examples and test examples of the compounds of the present invention as examples, but the present invention is not limited thereto.

[1130] The medium pressure fractionation liquid chromatography (Japanese: medium pressure fractionation liquid chromatographic graph) described in the synthesis example used a medium pressure fractionation device manufactured by Yamazen Co., Ltd. (Yazen Co., Ltd.): YFLC-Wprep (flow rate 18ml / min, 40μm silica gel column).

Synthetic example 1

[1133] Production of tert-butyl 3-methyl-1-(pyridin-3-yl)-1H-pyrazol-4-ylcarbamate (Compound 1-011 of the present invention)

[1134] step 1

[1135] Production of ethyl 3-methyl-1-(pyridin-3-yl)-1H-pyrazole-4-carboxylate

[1136] Add 5.3 g of 3-iodopyridine and 990 mg of copper iodide (monovalent) to a solution of 3.0 g of ethyl 3-methyl-1H-pyrazole-4-carboxylate in 10 ml of N,N-dimethylformamide 17.0 g of cesium carbonate. After replacing the inside of the reaction container with nitrogen, it stirred at 120 degreeC for 4 hours. After completion of the reaction, 100 ml of water was added to the reaction mixture, followed by extraction with ethyl acetate (150 ml×1). The obtained organic layer was dehydrated and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was eluted with n-hexane-ethyl acetate {1:1 (volume ratio, the same applies hereinafter)}, and purified by silica gel column chromatography to obtain...

Synthetic example 2

[1148] Production of tert-butyl methyl{3-methyl-1-(pyridin-3-yl)-1H-pyrazol-4-yl}carbamate (Compound 1-012 of the present invention)

[1149] 3-Methyl-1-(pyridin-3-yl)-1H-pyridine was added to a solution of 83 mg of 60% by weight sodium hydride (dispersed in mineral oil) in 5 ml of N,N-dimethylformamide under ice cooling. tert-butyl azol-4-ylcarbamate 500mg. After the addition was complete, warm to room temperature and stir for 30 minutes. After the stirring was completed, 284 mg of methyl iodide was added to the reaction mixture, and stirring was continued at room temperature for 30 minutes. After the reaction, the reaction mixture was poured into ice water and extracted with 10 ml of ethyl acetate. The obtained organic layer was dehydrated and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was eluted with n-hexane-ethyl acetate (2:1) and purified by medium pressure fractionation liquid chromatography to...

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Abstract

Provided is a novel pest control agent, particularly an insecticide or a miticide. A pyrazole derivative represented by general formula (1) and a pest control agent. In formula (1), A1 represents -N(O)m2 or -CR1; R1, R3, and R4 each independently represent a hydrogen atom, a halogen atom, C1-C6 alkyl, or the like; Ra represents a hydrogen atom, C1-C6 alkyl, or the like; Rb represents -C(O)R7, -C(O)N(R8a)R8, or the like; R7, R8, and R8a each independently represent a hydrogen atom, C1-C6 alkyl, or the like; and m1 represents an integer of 0 or 1.

Description

technical field [0001] The present invention relates to novel pyrazole derivatives and salts thereof, and pest control agents containing the compounds as active ingredients. The pest control agent of the present invention refers to the agricultural and horticultural field or the animal husbandry and the hygienic field (for internal parasites, external parasites, household and commercial sanitation pests and human pests of mammals or birds as domestic animals and pets) A pest control agent targeting harmful arthropods such as unpleasant pests (Japanese: unpleasant pests). In addition, the pesticide of the present invention refers to insecticides or acaricides, nematocides, herbicides, and fungicides in the field of agriculture and horticulture. Background technique [0002] For example, although pyrazole derivatives are disclosed in Patent Documents 1 to 9, nothing related to the pyrazole derivatives of the present invention is disclosed. Also, its usefulness as a pest cont...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/04A01N43/56A01N43/78A01N43/80A01N43/832A01N47/18A01N47/36A01N55/00A01P7/04A61K31/4439A61K31/5355A61P33/14C07D401/14C07D413/14
CPCC07D413/14A61K31/4439A01N47/36A01N47/18C07D401/04A01N43/56A01N47/44C07D401/14A61K31/5355A61P33/14C07F7/0812
Inventor 沼田昭谷间大辅安藤公则斋藤史代岩胁裕二
Owner NISSAN CHEM IND LTD
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