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Piperidine compound and pest-control use therefore
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A technology of piperidine compounds and harmful organisms, which is applied in the direction of plant growth regulators, applications, biocides, etc., and can solve the problems of no use for pest control
Inactive Publication Date: 2015-01-21
SUMITOMO CHEM CO LTD
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[0003] Arch.Pharm. (Weinheim) 319, 505-515 (1986) reported various compounds having a phenylalkylpiperazine skeleton, but there is no record related to pest control applications
Method used
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[0256] (1) Production of 4-phenyl-1-(2-(trifluoromethyl)phenethyl)piperidine-4-carbonitrile
[0257]
[0258] In a mixture of 200ml of acetonitrile and 3452mg of 4-cyano-4-phenylpiperidinehydrochloride, add 4160mg of 2-(trifluoromethyl)phenethyl methanesulfonate and 4930mg of potassiumcarbonate at room temperature, and heat under reflux Conditions were as follows and stirred for 5 hours. After the reaction mixture was filtered, the filtrate was concentrated under reduced pressure. Silica gelchromatography was applied to the residue to obtain 4630 mg of 4-phenyl-1-(2-(trifluoromethyl)phenethyl)piperidine-4-carbonitrile.
[0259] 1 H-NMR (CDCl 3 )δ: 7.66-7.62 (1H, m), 7.55-7.46 (3H, m), 7.44-7.29 (5H, m), 3.15-3.08 (2H, m), 3.05-2.99 (2H, m), 2.76- 2.69 (2H, m), 2.67-2.59 (2H, m), 2.18-2.11 (4H, m).
[0260] (2) Production of 4-aminomethyl-4-phenyl-1...
manufacture example 2
[0268] (Production Example 2) Production of 2-chloro-N-((1-phenethyl-4-phenylpiperidin-4-yl)methyl)isonicotinamide
[0269]
[0270] In Production Example 1, phenethyl methanesulfonate was used instead of 2-(trifluoromethyl)phenethyl methanesulfonate, and 2-chloroisonicotinic acid was used instead of 2,6-dichloroisonicotinic acid, and the same procedure was carried out. reaction to obtain the title compound (hereinafter referred to as Compound 2 of the present invention.).
[0271] MS-:432.
manufacture example 3
[0272] (Production Example 3) Production of 2-chloro-N-((4-phenyl-1-(2-(trifluoromethyl)phenethyl)piperidin-4-yl)methyl)isonicotinamide
[0273]
[0274] In Production Example 1, the title compound (hereinafter referred to as present compound 3) was obtained by performing the same reaction using 2-chloroisonicotinic acid instead of 2,6-dichloroisonicotinic acid.
[0275] 1 H-NMR (CDCl 3 )δ: 8.45-8.43 (1H, m), 7.62-7.58 (1H, m), 7.48-7.42 (4H, m), 7.41-7.37 (2H, m), 7.35-7.27 (4H, m), 5.63 ( 1H, s), 3.68-3.63 (2H, m), 2.99-2.92 (2H, m), 2.79-2.70 (2H, m), 2.60-2.53 (2H, m), 2.52-2.42 (2H, m), 2.28-2.20 (2H, m), 2.06-1.96 (2H, m).
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Abstract
A piperidine compound represented by formula (I) (in which ring A, ring B, and ring C each represent a benzene ring or a nitrogen-containing heteroaromatic ring and may be the same as or different from each other; W represents a C1-4 alkylene group or alkenylene group; X, Y, and Z each represent a halogen atom, a C1-6 alkyl group, a halo(C1-6)alkyl group, a C1-6 alkoxy group, or a halo(C1-6)alkoxy group and may be the same as or different from each other; m, n, and p each represent an integer from 0 and 5 and may be the same as or different from each other; if m is greater than or equal to 2, the Xs may be the same as or different from each other; if n is greater than or equal to 2, the Ys may be the same as or different from each other; and if p is greater than or equal to 2, the Zs may be the same as or different from each other) is highly effective in controlling pests.
Description
Technical field [0001] The present invention relates to piperidine compounds and their pest control uses. Background technique [0002] A large number of pest control agents have been developed and put into practical use for the purpose of controlling harmful organisms. [0003] Arch. Pharm. (Weinheim) 319, 505-515 (1986) reports various compounds having a phenylalkylpiperazine skeleton, but there is no description of their use in pest control. Contents of the invention [0004] An object of the present invention is to provide a novel compound having excellent control effect against harmful organisms. [0005] The present invention provides a piperidine compound represented by the following formula (I) (hereinafter sometimes referred to as the compound of the present invention) and its pest control use. [0006] [Item 1] Piperidine compound represented by formula (I): [0007] [0008] [In the formula, Ring A, Ring B and Ring C are the same or different, and are benz...
Claims
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Application Information
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