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Nicotinamide compounds and herbicide compositions comprising same

A compound, nicotinamide technology, used in herbicides and algicides, biocides, animal repellants, etc., can solve problems such as inability to solve the problem of drug resistance, and achieve excellent crop selectivity, excellent herbicidal activity, excellent effect of removal

Pending Publication Date: 2022-06-07
KOREA RES INST OF CHEM TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In particular, the need to develop new herbicides has been raised since the problem of resistance cannot be solved only by relying on previously registered herbicides

Method used

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  • Nicotinamide compounds and herbicide compositions comprising same
  • Nicotinamide compounds and herbicide compositions comprising same
  • Nicotinamide compounds and herbicide compositions comprising same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment approach 1

[0036] Embodiment 1. The present invention provides a compound selected from the group consisting of nicotinamide compounds represented by the following Chemical Formula 1 and agrochemically acceptable salts thereof.

[0037] [Chemical formula 1]

[0038]

[0039] In Chemical Formula 1,

[0040] A is

[0041] B is

[0042] X is O or S;

[0043] Y is O, S, SO, SO 2 , NH, N-(C 1 -C 6 ) alkyl, N-O-(C 1 -C 6 ) alkyl, N-S-(C 1 -C 6 ) alkyl, N-S(O)-(C 1 -C 6 ) alkyl, N-SO 2 -(C 1 -C 6 ) alkyl, N-O-(C 1 -C 3 ) alkyl-aryl or hydroxyamino;

[0044] Z is N or C-R 8 ;

[0045] R 1 for (C 1 -C 6 ) alkyl, (C 1 -C 6 ) haloalkyl, (C 2 -C 6 ) alkenyl, (C 2 -C 6 ) haloalkenyl, (C 2 -C 6 ) alkynyl, (C 2 -C 6 ) haloalkynyl, (C 3 -C 6 ) cycloalkyl or (C 3 -C 6 ) halocycloalkyl;

[0046] R 2 for hydrogen, (C 1 -C 6 ) alkyl, (C 1 -C 6 ) haloalkyl, (C 2 -C 6 ) alkenyl, (C 2 -C 6 ) haloalkenyl, (C 2 -C 6 ) alkynyl, (C 2 -C 6 ) haloalkynyl, C(O)...

Embodiment approach 2

[0054] Embodiment 2. In the compound represented by Chemical Formula 1,

[0055] A is

[0056] B is

[0057] X is O or S;

[0058] Y is O, S, SO, SO 2 , NH, N-(C 1 -C 3 ) alkyl, N-O-(C 1 -C 3 ) alkyl, N-S-(C 1 -C 6 ) alkyl, N-S(O)-(C 1 -C 6 ) alkyl, N-SO 2 -(C 1 -C 6 ) alkyl, N-O-(C 1 -C 3 ) alkyl-aryl or hydroxyamino;

[0059] Z is N or C-R 8 ;

[0060] R 1 for (C 1 -C6 ) alkyl, (C 1 -C 6 ) haloalkyl, (C 2 -C 6 ) alkenyl or (C 2 -C 6 ) alkynyl;

[0061] R 2 for hydrogen, (C 1 -C 3 ) alkyl, (C 1 -C 3 ) haloalkyl, C(O)-(C 1 -C 6 ) alkyl, C(O) aryl or SO 2 -(C 1 -C 3 )alkyl;

[0062] R 3 or R 4 each independently hydrogen, halogen, (C 1 -C 6 ) alkyl or (C 2 -C 6 ) alkenyl;

[0063] R 5 is halogen or (C 1 -C 3 ) haloalkyl;

[0064] R 6 for (C 1 -C 6 ) alkyl, (C 1 -C 6 ) haloalkyl or (C 1 -C 3 ) alkyl-O-(C 1 -C 3 )alkyl;

[0065] R 7 for (C 1 -C 6 ) alkyl or (C 3 -C 6 ) cycloalkyl;

[0066] R 8 for hydrogen, (C ...

Embodiment approach 3

[0070] Embodiment 3. In the compound represented by Chemical Formula 1 according to any one of the preceding embodiments, A is

[0071] B is

[0072] X is O or S;

[0073] Y is O, S, SO, SO 2 , NH, methylamino, ethylamino, propargylamino, benzylhydroxyamino, methoxyamino, ethoxyamino or hydroxyamino;

[0074] Z is N or C-R 8 ;

[0075] R 1 is methyl, ethyl, propyl, difluoromethyl, allyl or propargyl;

[0076] R 2 is hydrogen, methyl, acetyl, benzoyl or methanesulfonyl;

[0077] R 3 or R 4 each independently hydrogen, chlorine, bromine, iodine, methyl, ethyl or vinyl;

[0078] R 5 is chlorine, difluoromethyl, trifluoromethyl, chlorodifluoromethyl or perfluoroethyl;

[0079] R 6 is methyl, ethyl, difluoromethyl or methoxymethyl;

[0080] R 7 is methyl, ethyl, isopropyl or cyclohexyl;

[0081] R 8 is hydrogen, methyl, fluoromethyl, difluoromethyl, trifluoromethyl, vinyl, methylvinyl, methoxy, trifluoroethoxy, methylthio, methanesulfonyl, dimethylamino , cyan...

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PUM

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Abstract

The invention relates to a novel nicotinamide compound, a preparation method thereof and a herbicide containing the compound. The compounds of the present invention can be used as herbicides for foliar treatment or soil treatment because they are highly safe to wheat or corn and have excellent herbicidal activity against narrow leaf weeds, nutgrass flatsedge weeds or broad leaf weeds.

Description

Technical field [0001] This application claims priority to Korean Application No. 10-2019-0130935 filed on October 21, 2019, and all contents disclosed in the specification and drawings of this application are incorporated herein by reference. [0002] The present invention relates to a novel nicotinamide compound, a preparation method thereof and a herbicide composition containing the compound. Background technique [0003] Generally, weed control is extremely important for improving agricultural productivity, and various herbicides have been used simultaneously. For example, triazine herbicides such as atrazine, or anilide herbicides such as alachlor or metolachlor have been used in corn cultivation. On the other hand, as non-selective herbicides, herbicides such as paraquat or glyphosate have been used. However, many weeds still cause losses in agriculture, and several existing insecticides have been reported to have developed resistance and failed to show satisfactory ...

Claims

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Application Information

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IPC IPC(8): C07D401/12C07D401/14A01N43/40A01N43/653A01N43/713A01P13/00
CPCC07D401/12C07D401/14A01N43/40A01N43/653A01N43/713A01P13/02A01P13/00
Inventor 高荣宽金恩爱李一永林熙南崔贞燮徐知希金洛贞丘桐完金贤镇延圭焕金载德吴承爱李昭泳朴赞容黃允卿安昞勋金雅凛韩惠智朴盛骏崔埈赫林志洙洪美淑
Owner KOREA RES INST OF CHEM TECH