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Tetrazoyl oxime derivative and agrochemical containing the same as active ingredient

A technology of tetrazolyl oxime and derivatives, which is applied in the field of pesticides and can solve the problems of no usefulness of compounds

Inactive Publication Date: 2006-06-14
NIPPON SODA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These three compounds were studied and synthesized in order to understand the reaction mechanism. In this document, it is not included that the tetrazolyl oxime represented by the general formula (1) described in claim 1 of the present invention can be synthesized using these compounds at all. derivatives and can be used as pesticide intermediates, etc., and there is no record about the usefulness of this compound

Method used

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  • Tetrazoyl oxime derivative and agrochemical containing the same as active ingredient
  • Tetrazoyl oxime derivative and agrochemical containing the same as active ingredient
  • Tetrazoyl oxime derivative and agrochemical containing the same as active ingredient

Examples

Experimental program
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Effect test

Embodiment

[0151] The present invention will be described below based on production examples, formulation examples, and test examples, but the present invention is not limited to these.

[0152] First, a production example of a tetrazolyl oxime derivative will be described.

manufacture example 1

[0154] Add 11.1 g (59.1 mmol) of (1-methyltetrazol-5-yl) benzaldehyde and 10.3 g (148 mmol) of hydroxylammonium chloride into 100 ml of pyridine, and stir at 45° C. for 24 hours. After the reaction, the reaction liquid was concentrated under reduced pressure, water and ethyl acetate were added to the obtained residue, and the reaction product was extracted. After washing the organic layer sequentially with dilute hydrochloric acid, water, and aqueous sodium bicarbonate solution, the organic layer was dried over anhydrous magnesium sulfate. By distilling off the solvent from the organic layer, the formula

[0155]

[0156] Represented 12.0 g (100% yield) of (1-methyltetrazol-5-yl)benzoxime.

[0157] 1 H-NMR (CDCl 3 , δ): 4.03(s, 3H), 7.3~7.55(m, 5H), 9.0(brd, 1H).

manufacture example 2

[0159] In Production Example 1, except that 560 mg (2.52 mmol) (1-methyltetrazol-5-yl) 4-chlorobenzaldehyde was used instead of (1-methyltetrazol-5-yl) benzaldehyde, the same as in the production Example 1 is the same, thus obtained the formula

[0160]

[0161] 600 mg of (1-methyltetrazol-5-yl) 4-chlorobenzoxime.

[0162] 1 H-NMR (CDCl 3 , δ): 4.04(s, 3H), 7.36(m, 2H), 7.46(m, 2H), 9.00(brd, 1H).

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Abstract

The present invention provides a tetrazoyloxime derivative which is less likely to cause chemical injury to useful plants and is also superior in chemical efficacy to a conventional hetero ring-substituted oxime derivative. A tetrazoyloxime derivative represented by the general formula (1): <CHEM> X represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, a cyano group, a methanesulfonyl group, a nitro group, a trifluoromethyl group, or an aryl group; A represents a 1-alkyltetrazoyl-5-yl group or a 5-alkyltetrazoyl-1-yl group; and Het represents a pyridyl group having a substituent or a thiazoyl group having a substituent, and a plant disease controlling agent containing the same as an active ingredient are disclosed.

Description

technical field [0001] The present invention relates to novel tetrazoyl oxime derivatives and pesticides containing them as active ingredients, and particularly to plant disease control agents. Background technique [0002] The inventors of the present invention reported on Japanese Patent Laying-Open No. 11-269176 (WO99 / 29689, European Patent Publication No. 1038874) and Japanese Patent Laid-Open No. 2001-55387 (WO00 / 75138, European Patent Publication No. No. 1184382), it is reported that heterocyclic substituted oxime derivatives can be used as plant disease control agents. [0003] Specifically, in JP-A-11-269176 (WO99 / 29689, European Patent Publication No. 1038874), oxime derivatives represented by the general formula (A) are disclosed: [0004] [0005] [where, R 1 Represents a hydrogen atom or a lower alkyl group; X represents a halogen atom, nitro, hydroxyl, cyano, carboxyl, alkoxycarbonyl, lower alkyl, lower alkoxy, lower alkylthio, lower alkylsulfonyl, aryl , ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D401/12C07D417/12C07D257/04A01N43/713A01N43/78A01P3/00A01N43/82
CPCA01N43/713A01N43/78A01N43/82C07D257/04C07D401/12C07D417/12
Inventor 小堀武夫近藤仁坪井宏幸秋叶久美子小矶彰宏太田黑庸行中山英俊滨野弘行大野哲朝田亨
Owner NIPPON SODA CO LTD
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