Herbicidal Composition

Abstract

The present invention provides a herbicidal composition which can effectively control the growth of plants undesirable for useful plants, is highly safe for useful plants, and is highly effective at a low dosage. The present invention provides a compound of formula [X] TIFF2023073324000014.tif48128 (wherein R represents a lower alkyl group having 1 to 6 carbon atoms, and X represents a halogen atom.) and a salt thereof, and [Component B] described in the specification.

Description

[Technical field]

[0001] The present invention relates to a novel herbicidal composition comprising a combination of herbicidally active ingredients suitable for selectively controlling weeds in the cultivation of useful plants, and to a process for the preparation thereof.

[0002] The present invention also relates to a method for controlling the growth of weeds in useful plant cultivation and the use therefor of the novel herbicidal compositions. [Background technology]

[0003] Various herbicides have been developed to date, contributing to agricultural productivity and labor saving. However, because certain herbicides have been used for many years, the number of weeds that are difficult to control and are not effective against these herbicides is increasing, and the emergence of herbicides that have a wide weed-killing spectrum and are effective against these difficult-to-control weeds is desired. In addition, in order to solve the environmental pollution problem caused by conventional herbicides, the development of herbicides that are highly active and effective at low dosages is also desired. Furthermore, in order to deal with the uneven emergence of weeds over a long period of time, the emergence of herbicides that have excellent residual activity and a wide range of application periods, from before the emergence of weeds to the growth period, is also desired. Furthermore, it is known that when conventional herbicides are used, phytotoxicity to crops can occur due to various factors, such as meteorological conditions, such as temperature, wind, and light; soil conditions, such as soil texture and soil organic matter content; cultivation management conditions, such as shallow transplanting depth and deep water management; and herbicide application conditions, such as uneven application of herbicides or excessive application of herbicides. Therefore, there is a demand for herbicides that are highly safe and do not cause phytotoxicity to crops even under such conditions.

[0004] Specifically, for example, Patent Documents 1 to 6 and Non-Patent Documents 1 to 4 disclose many compounds that exhibit herbicidal activity. In addition, the microbial pesticide MTB-951 (Tasmart) disclosed in Non-Patent Document 3 is a plant pathogenic deuteromycete Drechslera monoceras, and is known to exhibit herbicidal activity especially against barnyard grasses. However, these herbicides alone may not provide the desired broad spectrum, long-term weed growth control effect, and sufficient effect for protecting useful plants. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Japanese Patent Publication No. 62-190178 [Patent Document 2] EP365484 issue [Patent Document 3] WO2011 / 071187 issue [Patent Document 4] WO2009 / 016841 [Patent Document 5] WO2013 / 054495 [Patent Document 6] Patent Publication No. 2014-148487 [Non-patent literature]

[0006] [Non-Patent Document 1] Pesticide Manual 17th. Edition, (2015 BCPC) [Non-Patent Document 2] Ag Chem New Compound Review 2010 [Non-Patent Document 3] Weed Biology and Management, p71-74, Vol 4(No.2), (2004) [Non-Patent Document 4] Creation of New Agrochemical Active Substances and Key Intermediates 2011, (CMC Publishing, 2011) Summary of the Invention [Problem to be solved by the invention]

[0007] The present invention has been made in consideration of the above-mentioned drawbacks of the conventional techniques, and has as its main object to provide a herbicidal composition which can effectively control the growth of plants undesirable for useful plants, is highly safe for useful plants, and is highly effective at a low dosage. [Means for solving the problem]

[0008] The present inventors have conducted extensive research to solve the above problems, and have found that by mixing or using in combination a component selected from the group consisting of specific oxopyrazine derivatives and their salts with a component selected from known herbicides, plant growth regulators, and phytotoxicity safeners, not only is the herbicidal effect of each component merely additive, but also a synergistic herbicidal effect is expressed or phytotoxicity is synergistically reduced. As a result, it has been found that the herbicidal composition of the present invention can control many kinds of undesirable plants (weeds) that occur in field crops, paddy fields, horticulture, lawns, etc. for a long period of time, and has high safety for useful plants. It has also been found that the herbicidal composition of the present invention can control most weeds, especially those that occur in the cultivation of useful plants, both before and during growth after emergence, and causes little harm to useful plants, and has completed the present invention.

[0009] Specifically, it has been found that by mixing or using in combination two or more kinds of agents consisting of [ingredient A] selected from the group consisting of oxopyrazine derivatives represented by the formula [X] shown below and their salts, and [ingredient B] shown below, the herbicidal spectrum is expanded compared to the herbicidal application range of each of [ingredient A] and [ingredient B] alone, and at the same time, the herbicidal effect is achieved early and the effect is sustained. Furthermore, sufficient effect is exhibited at a lower dosage than the amount of each agent used alone. In addition, safety is ensured for useful plants such as corn, rice, grain sorghum, soybean, cotton, sugar beet, sugarcane, turf, fruit trees, and wheat, barley, rye, oats, etc., and sufficient herbicidal effect is exhibited with a single treatment.

[0010] Oxopyrazine derivatives are described in Patent Document 4. In addition, Patent Documents 5 and 6 disclose that by mixing or using in combination an oxopyrazine derivative with a known herbicide, the herbicidal spectrum is expanded compared to the herbicidal application range of each agent alone, and at the same time, the herbicidal effect is achieved early and is sustained, and sufficient effect is exhibited at a lower dose than the amount of each agent used alone.

[0011] However, Patent Documents 5 and 6 only disclose that the herbicidal spectrum is expanded against weeds that can be problematic in the cultivation of so-called summer crops such as rice, corn, soybean, and cotton, and that sufficient effects are achieved at lower doses than when the drug is used alone, but do not specifically disclose that the above-mentioned effects are achieved against weeds that are problematic in the cultivation of wheat and other crops.

[0012] That is, the present invention is characterized by the following gist.

[0013] (1) A herbicide composition comprising, as active ingredients, [ingredient A] selected from the group consisting of oxopyrazine derivatives represented by the formula [X] below and salts thereof, and [ingredient B] described below. [Component A] TIFF0007629951000001.tif48128 (wherein R represents a lower alkyl group having 1 to 6 carbon atoms, and X represents a halogen atom.) [Component B] [Herbicide] ioxynil, aclonifen, acrolein, azafenidin, acifluorfen (including salts with sodium, etc.), azimsulfuron, asulam, acetochlor, atrazine, anilofos, amicarbazone, amidosulfuron , amitrole, aminocyclopyrachlor, aminopyralid, amiprofos-methyl, ametryn, alachlor, alloxydim, ancymidol, isouron, isoxachlortole, isoxaflutole, isoxaben oxaben, isodecyl alcohol ethoxylate, isoproturon, ipfencarbazone, imazaquin, imazapic (including salts with amines, etc.), imazapyr (including salts with isopropylamine, etc.), imazamethabenz-methyl, imazamox, imazethapyr ), imazosulfuron, indaziflam, indanofan, eglinazine-ethyl, esprocarb, ethametsulfuron-methyl, ethalfluralin, ethidimuron, ethoxysulfuron, ethoxyfen-ethyl,Ethofumesate, etobenzanide, endothal disodium salt, oxadiazon, oxadiargyl, oxaziclomefone, oxasulfuron, oxyfluorfen, oryzalin, orthosulfamuron, orbencarb, oleic acid acid), cafenstrole, carfentrazone-ethyl, karbutilate, carbetamide, quizalofop, quizalofop-ethyl, quizalofop-P-ethyl, quizalofop-P-tefuryl, quinoclamine, quinclorac, quinmerac, cumyluron, clacyfos, glyphosate (sodium, potassium, amine, propylamine, isopropylamine) amine, dimethylamine or trimesium salts), glufosinate (including amine or sodium salts), glufosinate-P, glufosinate-P-sodium salt, clethodim, clodinafop-propargyl, clopyralid, clomazone, chlomethoxyfen, clomeprop, cloransulam-methyl, chloramben, chloridazon, chlorimuron-ethyl,Chlorsulfuron, chlorthal-dimethyl, chlorthiamid, chlorphthalim, chlorflurenol-methyl, chlorpropham, chlorbromuron, chloroxuron, chlorotoluron, ketospiradox (including salts of sodium, calcium or ammonia, etc.), saflufenacil, sarmentine, cyanazine, cyanamide, diuron, diethathyl-ethyl, dicamba (including salts of amines, diethylamine, isopropylamine, diglycolamine, sodium or lithium, etc.), cycloate, cycloxydim, di Diclosulam, cyclosulfamuron, cyclopyrimorate, dichlobenil, diclofop-P-methyl, diclofop-methyl, dichlorprop, dichlorprop-P, diquat, dithiopyr, siduron, di Nitramine, cinidon-ethyl, cinosulfuron, dinoseb, dinoterb, cyhalofop-butyl, diphenamid, difenzoquat, diflufenican, diflufenzopyr, simazine, dimethachlor,Dimethametryn, dimethenamid, dimethenamid-P, simetryn, dimepiperate, dimefuron, cinmethylin, swep, sulcotrione, sulfentrazone, sulfosate, sulfosulfuron, sulfometuron-methyl, sethoxydim, terbacil, daimuron, thaxtomin-A A), dalapon, thiazopyr, thiaphenacyl, thiencarbazone (sodium salt, methyl esters, etc.), thiocarbazil, thiobencarb, thidiazimin, thidiazuron, thifensulfuron-methyl, desmedipham, desmetryne, thenylchlor, tebutam, tebuthiuron, tepraloxidil tepraloxydim, tefuryltrione, terbuthylazine, terbutryn, terbumeton, tembotrione, topramezone, tralkoxydim, triaziflam, triasulfuron, triafamone, triallate ri-allate), trietazine, triclopyr, triclopyr-butotyl, tritosulfuron, trifludimoxazin, triflusulfuron-methyl, trifluralin, trifloxysulfuron-sodium, tri tribenuron-methyl, tolpyralate, naptalam (including salts with sodium etc.), naproanilide, naproamide, naproamide-M, nicosulfuron, neburon, norflurazon, vernolate, paraquat dichloride, halauxifen-benzyl,halauxifen-methyl, haloxyfop, haloxyfop-P, haloxyfop-etotyl, halosafen, halosulfuron-methyl, picloram, picolinafen, bicyclopyrone, bispyribac-sodium salt ium, pinoxaden, bifenox, piperophos, pyraclonil, pyrasulfotole, pyrazoxyfen, pyrazosulfuron-ethyl, pyrazolynate, bilanafos, pyraflufen-ethyl, pyridafol, pyrithiobac-sodium, pyridate, pyriftalid, pyributicarb, pyribenzoxim, pyrimisulfan, pyriminobac-methyl, pyroxasulfone, pyroxsulam, phenisopham, fenuron ron), fenoxasulfone, fenoxaprop (including methyl, ethyl, and isopropyl esters), fenoxaprop-P (including methyl, ethyl, and isopropyl esters), fenthiaprop-ethyl, fentrazamide, phenmedipham, foramsulfuron, butachlor,Butafenacil, butamifos, butyrate, butenachlor, butralin, butroxydim, flazasulfuron, flamprop (containing methyl, ethyl and isopropyl esters), flamprop-M (containing methyl, ethyl and isopropyl esters), primisulfuron-methyl methyl), fluazifop-butyl, fluazifop-P-butyl, fluazolate, fluometuron, fluoroglycofen-ethyl, flucarbazone-sodium, fluchloralin, flucetosulfuron, fluthiacet-methyl thiacet-methyl, flupyrsulfuron-methyl (including salts such as sodium, calcium or ammonia), flufenacet, flufenpyr-ethyl, flupropanate, flupoxame, flumioxazin, flumiclorac-pentyl, flumetsulam, flu Fluridone, flurtamone, fluroxypyr (including esters such as butmethyl and meptyl, and salts such as sodium, calcium or ammonia), flurochloridone, pretilachlor, procarbazone-sodium, prodiamine, prosulfuron, prosulfocarb,propaquizafop, propachlor, propazine, propanil, propyzamide, propisochlor, propyrisulfuron, propham, profluazol, prohexadione-calcium, propoxycarbazone, propoxycarbazone-sodium, profoxydim, bromacil, brompyrazone, prometryne tryn, prometon, bromoxynil (including esters of butyric acid, octanoic acid, or heptanoic acid, etc.), bromofenoxim, bromobutide, florasulam, florpyrauxifen, florpyrauxifen-benzyl, hexazinone, pethoxamid, benazolin, penoxsulam, heptamaloxyloglucan, beflubutamid, pebulate, pelargonic acid acid, bencarbazone, pendimethalin, benzfendizone, bensulide, bensulfuron-methyl, benzobicyclon, benzofenap, bentazone, pentanochlor, pentoxazone, benfluralin, benfuresate,Fosamine, fomesafen, foramsulfuron, forchlorfenuron, mecoprop (including salts of sodium, potassium, isopropylamine, triethanolamine, dimethylamine, etc.), mecoprop-P-potassium salt, mesosulfuron (including esters such as methyl), mesotrione, metazachlor, metazosulfuron, methabenzthiazuron thabenzthiazuron, metamitron, metamifop, metam, disodium methanearsonate (DSMA), methiozolin, methyldymuron, metoxuron, metosulam, metsulfuron-methyl, metobromuron, metobenzuron, metolachlor, metribuzin, mepiquat chloride, chloride), mefenacet, monosulfuron (including methyl, ethyl, and isopropyl esters), monolinuron, molinate, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron sodium iofensulfuron-sodium, lactofen, lancotrione, linuron, rimsulfuron, lenacil, 2,2,2-trichloroacetic acid (TCA) (including sodium, calcium, or ammonia salts), 2,3,6-trichlorobenzoic acid (2,3,6-TBA), 2,4,5-trichlorophenoxyacetic acid (2,4,5-T), 2,4-dichlorobenzoic acid (2,4,5-T), 2,4-D (amine, diethylamine, triethanolamine, isopropylamine, sodium or lithium salts), 2-amino-3-chloro-1,4-naphthoquinone (ACN), AE-F-150944 (code number), 2-methyl-4-chlorophenoxyacetic acid (MCPA), 2-methyl-4-chlorophenoxybutyric acid (MCPB) (sodium salt, ethyl ester, etc.), 4-(2,4-dichlorophenoxy)butyric acid (2,4-DB), 4,6- A compound selected from dinitro-o-cresol (DNOC) (including salts such as amine or sodium), MCPA-thioethyl, IR-6396 (code number), SYP-298 (code number), SYP-300 (code number), S-ethyldipropylthiocarbamate (EPTC), S-metolachlor, S-9750 (code number), MSMA, HW-02 (code number) and salts and analogues of these compounds.

[0014] [Plant growth regulators] 1-naphthylacetamide, 1-methylcyclopropene, 2,6-diisopropylnaphthalene, 4-chlorophenoxyacetic acid (4-CPA), 4-oxo-4-(2-phenylethyl)aminobutyric acid (chemical name, CAS registration number: 1083-55-2), n-decyl alcohol, aviglycine, abscisic acid, ancymidol, inabenfide, indole acetic acid, indole butyric acid acid, uniconazole, uniconazole-P, Ecolyst, ethychlozate, ethephon, oxine-sulfate, epocholeone, carvone, calcium formate, cloxyfonac, cloxyfonac-potassium, cloprop, chlormequat, choline, cytokinins, cyclanilide, dikegulac, gibberellinacid, dimethipin, sintophen, daminozide, thidiazuron, triacontanol, trinexapac-ethyl, paclobutrazol, paraffin, flumetralin, flurprimidol, flurenol, prohydrojasmon, prohexadione-calcium, heptamaloxyloglucan, benzylaminopurine, forchlorfenuron, maleic hydrazide, mepiquat chloride a compound selected from the group consisting of calcium chloride, mefluidide, calcium peroxide, and salts and analogues of these compounds;

[0015] [Safener] Isoxadifen, isoxadifen-ethyl, oxabetrinil, cloquintcet-mexyl, dietholate, cyometrinil, dichlormid, dicyclonone, cyprosulfamide, naphthalic anhydride (1,8-Naphthalic Anhydride, fenchlorazole-O-ethyl, fenclorim, furilazole, fluxofenim, flurazole, benoxacor, mephenate, mefenpyr, mefenpyr-ethyl, mefenpyr-diethyl, lower alkyl substituted benzoic acids, 2,2-dichloro-N-(1,3-dioxane-2-ylmethyl)-N-(2-propenyl)acetate amide (PPG-1292), 2-dichloromethyl-2-methyl-1,3-dioxane (MG-191), 3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine (R-29148), 4-dichloroacetyl-1-oxa-4-azaspiro[4.5]decane (AD-67), MON4660 (code number), N-(2-methoxybenzoyl)-4-[(methylaminocarbonyl)amino]benzenesulfonamide (chemical name, CAS registration number: 129531-12-0), N1,N2-diallyl-N2-dichloroacetylglycinamide (DKA-24), TI-35 (code number), compounds represented by the following formulas [III] and [IV], A compound selected from TIFF0007629951000002.tif37128TIFF0007629951000003.tif49128 and salts and analogues of these compounds.

[0016] (2) The oxopyrazine derivative represented by the formula [X] is represented by the formula [I] The herbicide composition according to (1) above, wherein the compound is represented by TIFF0007629951000004.tif53128.

[0017] (3) The above-mentioned [ingredient B] is glyphosate ammonium salt, benfluralin, bromoxynil, carfentrazone ethyl, chlorpropham, chlorotoluron, clethodim, cloquintocet mexyl, clopyralid, dicamba, diflufenican, florasulam, flufenacet, flumioxazin, fluroxypyr, fluroxypyr meptyl, flupyrsulfuron methyl, imazosulfuron, isodecyl alcohol ethoxylate, isoproturon, isoxaben, isoxaflutole, iodosulfuron, glyphosate potassium salt, maleic hydrazide, MCPA, mecoprop-P potassium salt, mesosulf 4. The herbicidal composition according to claim 1, wherein the herbicidal composition is a compound selected from the group consisting of thifensulfuron-methyl, metsulfuron-methyl, nicosulfuron, pelargonic acid, pendimethalin, bentazon, pinoxaden, propyzamide, prosulfocarb, picolinafen, pyrasulfotole, pyraflufen-ethyl, pyroxasulfone, pyroxsulam, quinoclamine, quizalofop-P-tefuryl, quizalofop-ethyl, fentrazamide, rimsulfuron, sulfosulfuron, thifensulfuron-methyl, triallate, tribenuron-methyl, ioxynil, bicyclopyrone, halxifen-methyl, and salts and analogues of these compounds. (4) The herbicide composition according to any one of (1) to (3), containing the [component A] and the [component B] in a mass ratio of [component A]:[component B] of 1:0.001 to 1:1000.

[0018] (5) A herbicide composition comprising the herbicide composition according to any one of (1) to (4) above in an amount that exhibits herbicidal activity, at least one type of liquid carrier and / or solid carrier, and further comprising at least one or more types of surfactants as required.

[0019] (6) A herbicide composition according to any one of (1) to (5) above, which has a phytotoxicity reducing effect.

[0020] (7) A method for producing the herbicide composition described in (5) above, comprising mixing the herbicide composition described in any one of (1) to (4) above in an amount sufficient to exhibit herbicidal activity; at least one type of liquid carrier and / or solid carrier; and, if necessary, at least one type of surfactant.

[0021] (8) A method for controlling the growth of plants undesirable to useful plants by applying the herbicidal composition according to any one of (1) to (6) above to useful plants, or to a place where useful plants are intended to grow or are growing, or to non-agricultural land, either simultaneously or in separate applications.

[0022] (9) A method for using the herbicide composition according to any one of (1) to (6) above for controlling the growth of plants undesirable for useful plants.

[0023] (10) The method for using the herbicidal composition according to (9) above, wherein the useful plant is a wheat or barley plant. Effect of the Invention

[0024] The herbicidal composition of the present invention has a wide herbicidal spectrum by combining [ingredient A] selected from the group consisting of oxopyrazine derivatives represented by the above formula [X] and their salts, which is one of the active ingredients, with at least one compound selected from the above [ingredient B], which is another active ingredient. In addition, the herbicidal effect and the phytotoxicity reducing effect are exerted synergistically, not just the simple sum of the activities obtained by each component alone, so that the application amount can be reduced. Furthermore, the occurrence of various weeds that are problematic in paddy fields, fields, non-agricultural lands, etc. is suppressed for a long period of time, and the occurrence of various weeds that are problematic in the cultivation of wheat and cereals is suppressed for a long period of time. Moreover, it does not cause phytotoxicity to useful plants, and can contribute to labor saving in cultivation and increased crop production.

[0025] For example, the herbicidal composition of the present invention has excellent herbicidal activity, and some of them show excellent selectivity between crops and weeds, and are therefore useful as agricultural chemical compositions, particularly as herbicides, in agricultural land. That is, the herbicidal composition of the present invention has herbicidal activity against various weeds that are problematic in foliar treatment of fields where agricultural and horticultural plants are cultivated, as well as soil treatment, seed dressing treatment, soil incorporation treatment, pre-sowing soil treatment, simultaneous sowing treatment, post-sowing soil treatment, simultaneous sowing soil cover incorporation treatment, and the like. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0026] The present invention will be described in detail below.

[0027] [Component A], which is one of the active ingredients of the herbicidal composition of the present invention, is selected from the group consisting of oxopyrazine derivatives represented by the formula [X] below and their salts. TIFF0007629951000005.tif48128

[0028] (In the above formula, R represents a linear or branched lower alkyl group having 1 to 6 carbon atoms, such as a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, a t-butyl group, an n-pentyl group, an n-hexyl group, etc., and X represents a halogen atom such as bromine, chlorine, fluorine, or iodine.)

[0029] Of course, two or more kinds of oxopyrazine derivatives or salts thereof may be mixed.

[0030] A specific example of the oxopyrazine derivative of the formula [X] used as the above-mentioned [Component A] is a compound represented by the formula [I] shown below. TIFF0007629951000006.tif53128

[0031] Hereinafter, examples of other pesticide active ingredients [ingredient B] that can be mixed or used in combination with the oxopyrazine derivative or its salt used in the herbicidal composition of the present invention include known herbicides, plant growth regulators, and safeners, but the present invention is not limited to these examples. [Herbicide] ioxynil, aclonifen, acrolein, azafenidin, acifluorfen (including salts with sodium, etc.), azimsulfuron, asulam, acetochlor, atrazine, anilofos, amicarbazone, amidosulfuron , amitrole, aminocyclopyrachlor, aminopyralid, amiprofos-methyl, ametryn, alachlor, alloxydim, ancymidol, isouron, isoxachlortole, isoxaflutole, isoxaben oxaben, isodecyl alcohol ethoxylate, isoproturon, ipfencarbazone, imazaquin, imazapic (including salts with amines, etc.), imazapyr (including salts with isopropylamine, etc.), imazamethabenz-methyl, imazamox, imazethapyr ), imazosulfuron, indaziflam, indanofan, eglinazine-ethyl, esprocarb, ethametsulfuron-methyl, ethalfluralin, ethidimuron, ethoxysulfuron, ethoxyfen-ethyl,Ethofumesate, etobenzanide, endothal disodium salt, oxadiazon, oxadiargyl, oxaziclomefone, oxasulfuron, oxyfluorfen, oryzalin, orthosulfamuron, orbencarb, oleic acid acid), cafenstrole, carfentrazone-ethyl, karbutilate, carbetamide, quizalofop, quizalofop-ethyl, quizalofop-P-ethyl, quizalofop-P-tefuryl, quinoclamine, quinclorac, quinmerac, cumyluron, clacyfos, glyphosate (sodium, potassium, amine, propylamine, isopropylamine) amine, dimethylamine or trimesium salts), glufosinate (including amine or sodium salts), glufosinate-P, glufosinate-P-sodium salt, clethodim, clodinafop-propargyl, clopyralid, clomazone, chlomethoxyfen, clomeprop, cloransulam-methyl, chloramben, chloridazon, chlorimuron-ethyl,Chlorsulfuron, chlorthal-dimethyl, chlorthiamid, chlorphthalim, chlorflurenol-methyl, chlorpropham, chlorbromuron, chloroxuron, chlorotoluron, ketospiradox (including salts of sodium, calcium or ammonia, etc.), saflufenacil, sarmentine, cyanazine, cyanamide, diuron, diethathyl-ethyl, dicamba (including salts of amines, diethylamine, isopropylamine, diglycolamine, sodium or lithium, etc.), cycloate, cycloxydim, di Diclosulam, cyclosulfamuron, cyclopyrimorate, dichlobenil, diclofop-P-methyl, diclofop-methyl, dichlorprop, dichlorprop-P, diquat, dithiopyr, siduron, di Nitramine, cinidon-ethyl, cinosulfuron, dinoseb, dinoterb, cyhalofop-butyl, diphenamid, difenzoquat, diflufenican, diflufenzopyr, simazine, dimethachlor,Dimethametryn, dimethenamid, dimethenamid-P, simetryn, dimepiperate, dimefuron, cinmethylin, swep, sulcotrione, sulfentrazone, sulfosate, sulfosulfuron, sulfometuron-methyl, sethoxydim, terbacil, daimuron, thaxtomin-A A), dalapon, thiazopyr, thiaphenacyl, thiencarbazone (sodium salt, methyl esters, etc.), thiocarbazil, thiobencarb, thidiazimin, thidiazuron, thifensulfuron-methyl, desmedipham, desmetryne, thenylchlor, tebutam, tebuthiuron, tepraloxidil tepraloxydim, tefuryltrione, terbuthylazine, terbutryn, terbumeton, tembotrione, topramezone, tralkoxydim, triaziflam, triasulfuron, triafamone, triallate ri-allate), trietazine, triclopyr, triclopyr-butotyl, tritosulfuron, trifludimoxazin, triflusulfuron-methyl, trifluralin, trifloxysulfuron-sodium, tri tribenuron-methyl, tolpyralate, naptalam (including salts with sodium etc.), naproanilide, naproamide, naproamide-M, nicosulfuron, neburon, norflurazon, vernolate, paraquat dichloride, halauxifen-benzyl,halauxifen-methyl, haloxyfop, haloxyfop-P, haloxyfop-etotyl, halosafen, halosulfuron-methyl, picloram, picolinafen, bicyclopyrone, bispyribac-sodium salt ium, pinoxaden, bifenox, piperophos, pyraclonil, pyrasulfotole, pyrazoxyfen, pyrazosulfuron-ethyl, pyrazolynate, bilanafos, pyraflufen-ethyl, pyridafol, pyrithiobac-sodium, pyridate, pyriftalid, pyributicarb, pyribenzoxim, pyrimisulfan, pyriminobac-methyl, pyroxasulfone, pyroxsulam, phenisopham, fenuron ron), fenoxasulfone, fenoxaprop (including methyl, ethyl, and isopropyl esters), fenoxaprop-P (including methyl, ethyl, and isopropyl esters), fenthiaprop-ethyl, fentrazamide, phenmedipham, foramsulfuron, butachlor,Butafenacil, butamifos, butyrate, butenachlor, butralin, butroxydim, flazasulfuron, flamprop (containing methyl, ethyl and isopropyl esters), flamprop-M (containing methyl, ethyl and isopropyl esters), primisulfuron-methyl methyl), fluazifop-butyl, fluazifop-P-butyl, fluazolate, fluometuron, fluoroglycofen-ethyl, flucarbazone-sodium, fluchloralin, flucetosulfuron, fluthiacet-methyl thiacet-methyl, flupyrsulfuron-methyl (including salts such as sodium, calcium or ammonia), flufenacet, flufenpyr-ethyl, flupropanate, flupoxame, flumioxazin, flumiclorac-pentyl, flumetsulam, flu Fluridone, flurtamone, fluroxypyr (including esters such as butmethyl and meptyl, and salts such as sodium, calcium or ammonia), flurochloridone, pretilachlor, procarbazone-sodium, prodiamine, prosulfuron, prosulfocarb,propaquizafop, propachlor, propazine, propanil, propyzamide, propisochlor, propyrisulfuron, propham, profluazol, prohexadione-calcium, propoxycarbazone, propoxycarbazone-sodium, profoxydim, bromacil, brompyrazone, prometryne tryn, prometon, bromoxynil (including esters of butyric acid, octanoic acid, or heptanoic acid, etc.), bromofenoxim, bromobutide, florasulam, florpyrauxifen, florpyrauxifen-benzyl, hexazinone, pethoxamid, benazolin, penoxsulam, heptamaloxyloglucan, beflubutamid, pebulate, pelargonic acid acid, bencarbazone, pendimethalin, benzfendizone, bensulide, bensulfuron-methyl, benzobicyclon, benzofenap, bentazone, pentanochlor, pentoxazone, benfluralin, benfuresate,Fosamine, fomesafen, foramsulfuron, forchlorfenuron, mecoprop (including salts of sodium, potassium, isopropylamine, triethanolamine, dimethylamine, etc.), mecoprop-P-potassium salt, mesosulfuron (including esters such as methyl), mesotrione, metazachlor, metazosulfuron, methabenzthiazuron thabenzthiazuron, metamitron, metamifop, metam, disodium methanearsonate (DSMA), methiozolin, methyldymuron, metoxuron, metosulam, metsulfuron-methyl, metobromuron, metobenzuron, metolachlor, metribuzin, mepiquat chloride, chloride), mefenacet, monosulfuron (including methyl, ethyl, and isopropyl esters), monolinuron, molinate, iodosulfuron, iodosulfuron-methyl-sodium, iofensulfuron, iofensulfuron sodium iofensulfuron-sodium, lactofen, lancotrione, linuron, rimsulfuron, lenacil, 2,2,2-trichloroacetic acid (TCA) (including sodium, calcium, or ammonia salts), 2,3,6-trichlorobenzoic acid (2,3,6-TBA), 2,4,5-trichlorophenoxyacetic acid (2,4,5-T), 2,4-dichlorobenzoic acid (2,4,5-T), 2,4-D (amine, diethylamine, triethanolamine, isopropylamine, sodium or lithium salts), 2-amino-3-chloro-1,4-naphthoquinone (ACN), AE-F-150944 (code number), 2-methyl-4-chlorophenoxyacetic acid (MCPA), 2-methyl-4-chlorophenoxybutyric acid (MCPB) (sodium salt, ethyl ester, etc.), 4-(2,4-dichlorophenoxy)butyric acid (2,4-DB), 4,6- A compound selected from dinitro-o-cresol (DNOC) (including salts such as amine or sodium), MCPA-thioethyl, IR-6396 (code number), SYP-298 (code number), SYP-300 (code number), S-ethyldipropylthiocarbamate (EPTC), S-metolachlor, S-9750 (code number), MSMA, HW-02 (code number) and salts and analogues of these compounds.

[0032] [Plant growth regulators] 1-naphthylacetamide, 1-methylcyclopropene, 2,6-diisopropylnaphthalene, 4-chlorophenoxyacetic acid (4-CPA), 4-oxo-4-(2-phenylethyl)aminobutyric acid (chemical name, CAS registration number: 1083-55-2), n-decyl alcohol, aviglycine, abscisic acid, ancymidol, inabenfide, indole acetic acid, indole butyric acid acid, uniconazole, uniconazole-P, Ecolyst, ethychlozate, ethephon, oxine-sulfate, epocholeone, carvone, calcium formate, cloxyfonac, cloxyfonac-potassium, cloprop, chlormequat, choline, cytokinins, cyclanilide, dikegulac, gibberellinacid, dimethipin, sintophen, daminozide, thidiazuron, triacontanol, trinexapac-ethyl, paclobutrazol, paraffin, flumetralin, flurprimidol, flurenol, prohydrojasmon, prohexadione-calcium, heptamaloxyloglucan, benzylaminopurine, forchlorfenuron, maleic hydrazide, mepiquat chloride a compound selected from the group consisting of calcium chloride, mefluidide, calcium peroxide, and salts and analogues of these compounds;

[0033] [Safener] Isoxadifen, isoxadifen-ethyl, oxabetrinil, cloquintcet-mexyl, dietholate, cyometrinil, dichlormid, dicyclonone, cyprosulfamide, naphthalic anhydride (1,8-Naphthalic Anhydride, fenchlorazole-O-ethyl, fenclorim, furilazole, fluxofenim, flurazole, benoxacor, mephenate, mefenpyr, mefenpyr-ethyl, mefenpyr-diethyl, lower alkyl substituted benzoic acids, 2,2-dichloro-N-(1,3-dioxane-2-ylmethyl)-N-(2-propenyl)acetate amide (PPG-1292), 2-dichloromethyl-2-methyl-1,3-dioxane (MG-191), 3-dichloroacetyl-2,2,5-trimethyl-1,3-oxazolidine (R-29148), 4-dichloroacetyl-1-oxa-4-azaspiro[4.5]decane (AD-67), MON4660 (code number), N-(2-methoxybenzoyl)-4-[(methylaminocarbonyl)amino]benzenesulfonamide (chemical name, CAS registration number: 129531-12-0), N1,N2-diallyl-N2-dichloroacetylglycinamide (DKA-24), TI-35 (code number), compounds represented by the following formulas [III] and [IV], A compound selected from TIFF0007629951000007.tif37128TIFF0007629951000008.tif49128 and salts and analogues of these compounds.

[0034] The above-mentioned [Component B] is a compound described in Patent Documents 1 to 3 and Non-Patent Documents 1 to 4. Among them, glyphosate ammonium salt, benfluralin, bromoxynil, carfentrazone ethyl, chlorpropham, chlorotoluron, clethodim, cloquintocet mexyl, clopyralid, dicamba, diflufenican, florasulam, flufenacet, flumioxazin, fluroxypyr, fluroxypyr meptyl, flupyrsulfuron methyl, imazosulfuron, isodecyl alcohol ethoxylate, isoproturon, isoxaben, isoxaflutole, iodosulfuron, glyphosate potassium salt, maleic acid hydrazide, MCPA, mecoprop P potassium salt , mesosulfuron-methyl, metsulfuron-methyl, nicosulfuron, pelargonic acid, pendimethalin, bentazon, pinoxaden, propyzamide, prosulfocarb, picolinafen, pyrasulfotole, pyraflufen-ethyl, pyroxasulfone, piroxsulam, quinoclamine, quizalofop-P-tefuryl, quizalofop-ethyl, fentrazamide, rimsulfuron, sulfosulfuron, thifensulfuron-methyl, triallate, tribenuron-methyl, ioxynil, bicyclopyrone, halxiphene-methyl, and salts and analogues of these compounds are preferred. These may be used alone or in combination of two or more.

[0035] The quantitative ratio of the two components in the herbicidal composition of the present invention will vary depending on the target scene, target crop, type and condition of weeds, time and method of application, formulation type, etc., and the mixing ratio and application amount can be changed within a wide range as necessary.

[0036] The blending ratio, by mass ratio, is generally within the range of 0.001 to 1000, preferably 0.01 to 500, more preferably 0.05 to 500, and particularly preferably 0.05 to 100, of [Component B] per 1 part of [Component A].

[0037] The herbicide composition of the present invention may be used as the active ingredient itself, but it is also preferable to use it by formulating it into a herbicide composition such as a dust, wettable powder, water dispersible granule, flowable, emulsifiable concentrate, liquid, fine granule or granule, etc., by optionally adding an additive ingredient usually used in agricultural chemical formulations to the herbicide composition in an amount showing herbicidal activity and, if necessary, using it. For example, it is preferable to contain a herbicide composition in an amount showing herbicidal activity, at least one type of liquid carrier and / or solid carrier, preferably at least one type of inactive liquid carrier and / or solid carrier, and further, if necessary, at least one type of surfactant.

[0038] Examples of the additive components include carriers such as solid carriers and liquid carriers, surfactants, binders, tackifiers, thickeners, colorants, spreading agents, adhesives, antifreeze agents, anticaking agents, disintegrants, antidecomposition agents, and antifoaming agents. In addition, preservatives, plant pieces, and the like may be used as additive components as necessary. These additive components may be used alone or in combination of two or more.

[0039] Examples of solid carriers include natural minerals such as quartz, clay, silica sand, kaolinite, pyrophyllite, sericite, talc, bentonite, acid clay, attapulgite, zeolite, and diatomaceous earth, inorganic salts such as calcium carbonate, ammonium sulfate, sodium sulfate, and potassium chloride, organic solid carriers such as synthetic silicic acid, synthetic silicates, starch, cellulose, and plant powder, plastic carriers such as polyethylene, polypropylene, and polyvinylidene chloride, urea, inorganic hollow bodies, plastic hollow bodies, fumed silica (white carbon), etc. These may be used alone or in combination of two or more.

[0040] Examples of liquid carriers include monohydric alcohols such as methanol, ethanol, propanol, isopropanol, and butanol; polyhydric alcohols such as ethylene glycol, diethylene glycol, propylene glycol, hexylene glycol, polyethylene glycol, polypropylene glycol, and glycerin; polyhydric alcohol compounds such as propylene glycol ether; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, and cyclohexanone; ethers such as ethyl ether, dioxane, ethylene glycol monoethyl ether, dipropyl ether, and tetrahydrofuran; normal paraffin, naphthene, Examples of the solvent include aliphatic hydrocarbons such as isoparaffin, kerosene, and mineral oil, aromatic hydrocarbons such as benzene, toluene, xylene, solvent naphtha, alkylbenzene, and alkylnaphthalene, halogenated hydrocarbons such as dichloromethane, chloroform, and carbon tetrachloride, esters such as ethyl acetate, diisopropyl phthalate, dibutyl phthalate, dioctyl phthalate, and dimethyl adipate, lactones such as γ-butyrolactone, amides such as dimethylformamide, diethylformamide, dimethylacetamide, and N-alkylpyrrolidinone, nitriles such as acetonitrile, sulfur compounds such as dimethyl sulfoxide, vegetable oils such as soybean oil, rapeseed oil, cottonseed oil, and castor oil, and water. These may be used alone or in combination of two or more.

[0041] Examples of the surfactant include sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, sucrose fatty acid esters, polyoxyethylene fatty acid esters, polyoxyethylene resin acid esters, polyoxyethylene fatty acid diesters, polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers such as polyoxyethylene alkylphenyl ethers, polyoxyethylene dialkylphenyl ethers, polyoxyethylene alkylphenyl ether formalin condensates, polyoxyethylene polyoxypropylene block copolymers, alkyl polyoxyethylene polypropylene block copolymer ethers, polyoxyethylene alkylamines, polyoxyethylene fatty acid amides, polyoxyethylene fatty acid bisphenyl ethers, polyalkylene benzyl phenyl ethers, polyoxyalkylene styryl phenyl ethers, acetylenic diols, polyoxyalkylene-added acetylenic diols, polyoxyethylene ether-type silicones, ester-type silicones, fluorine-based surfactants, and polyoxyethylene castor oils. nonionic surfactants such as oil and polyoxyethylene hydrogenated castor oil; anionic surfactants such as alkyl sulfates, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkyl phenyl ether sulfates, polyoxyethylene styryl phenyl ether sulfates, alkyl benzene sulfonates, lignin sulfonates, alkyl sulfosuccinates, naphthalene sulfonates, alkyl naphthalene sulfonates, salts of formalin condensates of naphthalene sulfonic acid, salts of formalin condensates of alkyl naphthalene sulfonic acid, fatty acid salts, polycarboxylates, N-methyl-fatty acid sarcosinates, resin salts, polyoxyethylene alkyl ether phosphates, and polyoxyethylene alkyl phenyl ether phosphates; cationic surfactants such as alkyl amine salts such as laurylamine hydrochloride, stearylamine hydrochloride, oleylamine hydrochloride, stearylamine acetate, stearylaminopropylamine acetate, alkyl trimethylammonium chloride, and alkyl dimethyl benzalkonium chloride; and amphoteric surfactants such as amino acid type or betaine type. These surfactants may be used alone or in combination of two or more kinds.

[0042] Examples of binders and tackifiers include carboxymethylcellulose and its salts, dextrin, water-soluble starch, xanthan gum, guar gum, sucrose, polyvinylpyrrolidone, gum arabic, polyvinyl alcohol, polyvinyl acetate, sodium polyacrylate, polyoxyethylene having an average molecular weight of 6,000 to 5,000,000, phospholipids (e.g., cephalin, lecithin, etc.), etc. These binders and tackifiers may be used alone or in combination of two or more.

[0043] Examples of thickeners include water-soluble polymers such as xanthan gum, guar gum, carboxymethylcellulose, polyvinylpyrrolidone, carboxyvinyl polymers, acrylic polymers, starch derivatives, and polysaccharides, and inorganic fine powders such as high-purity bentonite and fumed silica (white carbon). These thickeners may be used alone or in combination of two or more.

[0044] Examples of colorants include inorganic pigments such as iron oxide, titanium oxide, and Prussian blue, and organic dyes such as alizarin dyes, azo dyes, and metal phthalocyanine dyes. These colorants may be used alone or in combination of two or more.

[0045] Examples of the spreading agent include cellulose powder, dextrin, modified starch, polyaminocarboxylic acid chelate compounds, crosslinked polyvinylpyrrolidone, copolymers of maleic acid and styrenes, (meth)acrylic acid copolymers, half esters of polymers of polyhydric alcohols and dicarboxylic acid anhydrides, water-soluble salts of polystyrene sulfonic acid, etc. These spreading agents may be used alone or in combination of two or more.

[0046] Examples of the spreading agent include paraffin, terpene, polyamide resin, polyacrylate, polyoxyethylene, wax, polyvinyl alkyl ether, alkylphenol-formaldehyde condensate, starch phosphate, synthetic resin emulsion, etc. These spreading agents may be used alone or in combination of two or more kinds.

[0047] Examples of the antifreezing agent include polyhydric alcohols such as ethylene glycol, diethylene glycol, propylene glycol, glycerin, etc. These antifreezing agents may be used alone or in combination of two or more kinds.

[0048] Examples of the anti-caking agent include polysaccharides such as starch, alginic acid, mannose, and galactose, polyvinylpyrrolidone, fumed silica (white carbon), ester gum, petroleum resin, etc. These anti-caking agents may be used alone or in combination of two or more.

[0049] Examples of disintegrants include sodium tripolyphosphate, sodium hexametaphosphate, metal stearates, cellulose powder, dextrin, methacrylic acid ester copolymers, polyvinylpyrrolidone, polyaminocarboxylic acid chelate compounds, sulfonated styrene-isobutylene-maleic anhydride copolymers, starch-polyacrylonitrile graft copolymers, etc. These disintegrants may be used alone or in combination of two or more.

[0050] Examples of the decomposition inhibitor include drying agents such as zeolite, quicklime, and magnesium oxide, antioxidants such as phenol compounds, amine compounds, sulfur compounds, and phosphoric acid compounds, and ultraviolet absorbers such as salicylic acid compounds and benzophenone compounds. These decomposition inhibitors may be used alone or in combination of two or more kinds.

[0051] Examples of the antifoaming agent include dimethylpolysiloxane, modified silicone, polyether, fatty acid ester, fatty acid salt, etc. These antifoaming agents may be used alone or in combination of two or more kinds.

[0052] Examples of preservatives include sodium benzoate, sodium parahydroxybenzoate, potassium sorbate, 1,2-benzothiazolin-3-one, etc. These preservatives may be used alone or in combination of two or more kinds.

[0053] Examples of plant pieces include sawdust, coconut shells, corn cobs, tobacco stalks, etc. These plant pieces may be used alone or in combination of two or more kinds.

[0054] When the above-mentioned additive components are contained in the herbicidal composition of the present invention, the blending ratios thereof are selected from the ranges of usually 5 to 95%, preferably 20 to 90%, for the carrier, usually 0.1 to 30%, preferably 0.5 to 10%, for the surfactant, and usually 0.1 to 30%, preferably 0.5 to 10%, for other additive components, on a mass basis.

[0055] If necessary, the herbicidal composition of the present invention may be mixed with insecticides, fungicides, other herbicides, other plant growth regulators, other phytotoxicity safeners, microorganisms, fertilizers, etc.

[0056] Examples of the insecticidal active ingredients and fungicidal active ingredients that can be mixed are described below, but the present invention is not limited to these pesticidal active ingredients.

[0057] [Insecticidal active ingredient] acrinathrin, azadirachtin, azamethiphos, acinonapyr, azinphos-ethyl, azinphos-methyl, acequinocyl, acetamiprid, acetoprole, acephate, azocyclotin, abamectin, afidopyropen, afoxolaner, amidoflumet, amitraz, alanycarb, aldicarb, aldoxicarb xycarb, allethrin [including d-cis-trans- and d-trans-isomers], isazophos, isamidofos, isocarbophos, isoxathion, isofenphos-methyl, isoprocarb, ivermectin, imicyafos, imidacloprid, imiprothrin, indoxacarb, esfenvalerate, ethiofencarb, ethion, ethiprole, ethylene dibromide dibromide, etoxazole, etofenprox, ethoprophos, etrimfos, emamectin benzoate, endosulfan, empenthrin, oxamyl, oxydemeton-methyl, oxydeprofos,Omethoate, cadusafos, kappa-tefluthrin, kappa-bifenthrin, karanjin, cartap, carbaryl, carbosulfan, carbofuran, gamma-BHC, xylylcarb, quinalphos, kinoprene prene, chinomethionat, coumaphos, cryolite, clothianidin, clofentezine, chromafenozide, chlorantraniliprole, chlorethoxyfos, chlordane, chloropicrin, chlorpyrifos pyrifos, chlorpyrifos-methyl, chlorfenapyr, chlorfenvinphos, chlorfluazuron, chlormephos, chloroprallethrin, cyanophos, diafenthiuron, diamidaphos, cyantraniprole aniliprole, dienochlor, cyenopyrafen, dioxabenzofos, diofenolan, cyclaniliprole, dicrotophos, diclofenthion, cycloprothrin, dichlorvos, 1,3-dichloropropene,Dichloromezotiaz, dicofol, dicyclanil, disulfoton, dinotefuran, dinobuton, cyhalodiamide, cyhalothrin [including gamma- and lambda-isomers], cyphenothrin [including (1R)-trans-isomers], cyfluthrin [including beta-isomers], Diflubenzuron, cyflumetofen, diflovidazin, cyhexatin, cypermethrin [including alpha-, beta-, theta-, and zeta-forms], dimethylvinphos, dimefluthrin, dimethoate, silafluofen, cyromazine, Spinetoram, spinosad, spirodiclofen, spirotetramat, spiromesifen, sulcofuron-sodium, sulfluramid, sulfoxaflor, sulfotep, diazinon, thiacloprid, thiamethoxam methoxam, tioxazafen, thiodicarb, thiocyclam, thiosultap, thionazin, thiofanox, thiometon, tetrachlorvinphos, tetradifon, tetraniliprole, tetramethylfluthrin,Tetramethrin, tebupirimfos, tebufenozide, tebufenpyrad, tefluthrin, teflubenzuron, demeton-S-methyl, temephos, deltamethrin, terbufos, tralomethrin, transfluthrin (transfluthrin), triazamate, triazophos, trichlorfon, triflumuron, triflumezopyrim, trimethacarb, tolfenpyrad, naled, nitenpyram, novaluron, noviflumuron, Verticillium lecanii, hydroprene, Pasteuria penetrans, vamidothion, parathion, Parathion-methyl, halfenprox, halofenozide, bioallethrin, bioallethrin S-cyclopentenyl, bioresmethrin, bistrifluron, hydramethylnon, bifenazate, kappa-bifenthrin, pyflubumide, piperonyl butoxide butoxide, pymetrozine, pyraclofos, pyrafluprole, pyridaphenthion, pyridaben, pyridalyl, pyrifluquinazon, pyriprole, pyriproxyfen, pirimicarb, pyrimidifen, pyriminostrobin, pirimiphos-methyl, pyrethrins hrine, famphur, fipronil, fenazaquin, fenamiphos, fenitrothion, fenoxycarb, fenothiocarb, phenothrin [including (1R)-trans-isomer], fenobucarb, fenthion, phenthoate, fenvalerate, fenpyroximate, fenbutatin oxide, fenpropathrin, fonofos, sulfuryl fluoridefluoride, butocarboxim, butoxycarboxim, buprofezin, furathiocarb, prallethrin, fluacrypyrim, fluazaindolizine, fluazuron, fluensulfone, sodium fluoroacetate fluoroacetate, fluxametamide, flucycloxuron, flucythrinate, flusulfamide, fluvalinate [including tau-form], flupyradifurone, flupyrazofos, flupyrimin, flufiprole, fluhexafon, flufenerim, flufenoxystrobin, flufenoxuron, flubendiamide, flume Flumethrin, fluralaner, prothiofos, protrifenbute, flonicamid, propaphos, propargite, profenofos, broflanilide, profluthrin, propetamphos, propoxur, flometoquin, bromopropylate, hexythiazox, hexaflumuron, Pacilimyces tenuipes, Paecilomyces fumosoroseusfumosoroceus, heptafluthrin, heptenophos, permethrin, benclothiaz, benzpyrimoxan, bensultap, benzoximate, bendiocarb, benfuracarb, Beauveria tenella, Beauveria bassiana, Beauveria brongniartii brongniartii, phoxim, phosalone, fosthiazate, fosthietan, phosphamidon, phosmet, polynactins, formetanate, phorate, malathion, milbemectin, mecarbam, mesulfenfos, methomyl, metaflumizone, methamidophos, metham, methiocarb, methidathion, methyl isothiocyanate, methyl bromide bromide, methoxychlor, methoxyfenozide, methothrin, metofluthrin, epsilon-metofluthrin, methoprene, metolcarb, mevinphos, meperfluthrin, Monacrosporium phymatopagumphymatophagum, monocrotophos, momfluorothrin, epsilon-momfluorothrin, litlure-A, litlure-B, aluminum phosphide, zinc phosphide, hydrogen phosphine, lufenuron, rescalure, resmethrin, lepimectin, rotenone, fenbutatin oxide, calcium nitrogen cyanide, nicotine sulfate, (Z)-11-tetradecenyl acetate, (Z)-11-hexadecenal, (Z)-11-hexadecenyl acetate, (Z)-9,12-tetradecadienyl acetate, (Z)-9-tetradecen-1-ol, (Z,E)-9,11-tetradecadienyl acetate, (Z,E)-9,12-tetradecadienyl acetate, Bacillus popilliae, Bacillus subtillis, Bacillus sphaericus, Bacillus thuringiensis subsp. Aizawai), Bacillus thuringiensis subsp. Israelensis, Bacillus thuringiensis subsp. Kurstaki, Bacillus thuringiensis subsp. Tenebrionis, Bt proteins (Cry1Ab, Cry1Ac, Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb,Cry34 / 35Ab1), CL900167 (code number), bis-(2-chloro-1-methylethyl)ether (DCIP), 1,1,1-trichloro-2,2-bis(4-chlorophenyl)ethane (DDT), dimethyl-2,2,2-trichloro-1-hydroxyethylphosphonate (DEP), 4,6-dinitro-o-cresol (DNOC), O,O-diethyl-O-[4-(dimethylsulfamoyl)phenyl]-phosphorothioate (DSP), O-ethyl-O-4-(nitrophenyl)phenylphosphonothioate (EPN), nuclear polyhedrosis virus occlusion bodies, NA-85 (code number), RU15525 (code number), XMC (XMC), Z-13-icosen-10-one, ZXI8901 (code number), ME5382 (code number).

[0058] [Bactericidal active ingredient] Azaconazole, acibenzolar-S-methyl, azoxystrobin, anilazine, amisulbrom, ametoctradin, aldimorph, isotianil, isopyrazam, isofetamide, isoflutamide, isoflucypram, isoprothiolane, ipconazole, ipfentrifluconazole, iprodione, iprova licarb, iprobenfos, imazalil, iminoctadine-albesilate, iminoctadine-triacetate, imibenconazole, edifenphos, etaconazole, ethaboxam, ethirimol, ethoxyquin, etridiazole, enestroburin, enoxastrobin, epoxiconazole, organic oil oils), oxadixyl, oxazinylazole, oxathiapiprolin, oxycarboxin, oxine-copper, oxytetracycline, oxpoconazole-fumarate, oxolinic acid, copper octanoatedioctanoate, octhilinone, ofurace, orysastrobin, o-phenylphenol, kasugamycin, captafol, carpropamid, carbendazim, carboxin, carvone, quinoxyfen, quinofumelin in), chinomethionat, captan, quinconazole, quintozene, guazatine, cufraneb, coumoxystrobin, kresoxim-methyl, clozylacon, chlozolinate, chlorothalonil, chloroneb neb), cyazofamid, diethofencarb, diclocymet, dichlofluanid, dichlobentiazox, diclomezine, dicloran, dichlorophen, dithianon, diniconazole, diniconazole-M, dine zineb, dinocap, dipymetitrone, diphenylamine, difenoconazole, cyflufenamid, diflumetorim, cyproconazole, cyprodinil, simeconazole, dimethirimol, dimethyl disulfidedisulfide, dimethomorph, cymoxanil, dimoxystrobin, ziram, silthiofam, streptomycin, spiroxamine, sedaxane, zoxamide, dazomet, tiadinil, thiabendazole, thiuram (thiram), thiophanate, thiophanate-methyl, thifluzamide, tecnazene, tecloftalam, tetraconazole, debacarb, tebuconazole, tebufloquin, terbinafine, dodine, dodemorph odemorph), triadimenol, triadimefon, triazoxide, trichlamide, triclopyricarb, tricyclazole, triticonazole, tridemorph, triflumizole, trifloxystrobin, triforin, triforine, tolylfluanid, tolclofos-methyl, tolnifanide, tolprocarb, nabam, natamycin, naftifine, nitrapyrin, nitrothal-isopropyl, nuarimol, copper nonyl phenol sulfonatesulphonate, Bacillus subtilis (strain: QST 713), validamycin, valifenalate, picarbutrazox, bixafen, picoxystrobin, pydiflumetofen, bitertanol, binapacryl, biphenyl, piperalin, hymexazol, pyraoxystrobin, pyraclostrobin, Pyraziflumid, pyrazophos, pyrametostrobin, pyriophenone, pyrisoxazole, pyrifenox, pyributicarb, pyribencarb, pyrimethanil, pyroquilon, vinclozolin, ferbam, famoxadone, phenazine oxide oxide), fenamidone, phenaminestrobin, fenarimol, fenoxanil, ferimzone, fenpiclonil, fenpicoxamid, fenpyrazamine, fenbuconazole, fenfuram, fenpropidin, fenpropimorph, fenhexamid, folpet, Phthalide, bupirimate, fuberidazole, blasticidin-S, furametpyr, furalaxyl, furancarboxylic acid acid), fluazinam, fluindapyr, fluoxastrobin, fluopicolide, fluopyram, fluoroimide, fluxapyroxad, fluquinconazole, fluconazole, fluconazole-cis, fludioxonil, flusilazole, flusulfamide, flutianil, flutolanil, flutriafol, flufenoxystrobin, flumetover, flumorph, proquinazid, prochloraz, procymidone, prothiocarb, prothioconazole, bronopol, propamocarb-hydrochloride, propiconazole, propineb, probenazole, bromuconazole, flometoquin, hexaconazole, benalaxyl, benalaxyl-M, benodanil, benomyl, pefurazoate, penconazole, pencycuron,Benzovindiflupyr, benthiazole, benthiavalicarb-isopropyl, penthiopyrad, penflufen, boscalid, fosetyl (aluminium, calcium, sodium), polyoxin, polycarbamate, Bordeaux mixture, mancozeb, mandipropamid, mandestrobin, maneb, myclobutanil, mineral oil oils, mildiomycin, methasulfocarb, metam, metalaxyl, metalaxyl-M, metiram, metconazole, metominostrobin, metrafenone, mepanipyrim, mefentrifluconazole, meptyldinocap, mepronil, iodocarb, laminarin, phosphorous acid and salts, basic copper oxychloride, silver, cuprous oxide, copper hydroxide, potassium bicarbonate bicarbonate, sodium bicarbonate, sulfur, oxyquinoline sulfate, copper sulfate, (3,4-dichloroisothiazol-5-yl)methyl 4-(tert-butyl)benzoate (chemical name,CAS registration number: 1231214-23-5), BAF-045 (code number), BAG-010 (code number), UK-2A (code number), dodecylbenzenesulfonic acid bisethylenediamine copper complex salt [II] (DBEDC), MIF-1002 (code number), NF-180 (code number), triphenyltin acetate (TPTA), triphenyltin chloride (TPTC), triphenyltin hydroxide (TPTH), non-pathogenic Erwinia carotovora.,

[0059] The herbicide composition of the present invention may be applied directly, or may be diluted to a concentration appropriate for the purpose of use and used by foliage spray, soil application, or water surface application. The herbicide composition of the present invention may be used by mixing [Component A] and [Component B] in advance, or may be used sequentially depending on the purpose. It may also be used as a formulation of the herbicide composition.

[0060] The amount of active ingredient in the formulation of the herbicidal composition of the present invention is appropriately selected according to need, but in the case of a dust, microgranule or granule, it is preferably selected from the range of 0.01 to 90% (mass), preferably 0.05 to 50% (mass). In the case of an emulsifiable concentrate, liquid, flowable, wettable powder or wettable granule, it is preferably selected from the range of 1 to 90% (mass), preferably 5 to 80% (mass).

[0061] The application rate of the herbicidal composition of the present invention varies depending on the type of active ingredient used, target weeds, their tendency to occur, environmental conditions, and the formulation used.

[0062] In the case of dusts, microgranules or granules, the amount of active ingredient used is selected from the range of 0.1 g to 5 kg, preferably 0.5 g to 1 kg, per 10 ares.

[0063] When used by diluting with water as an emulsifiable concentrate, liquid concentrate, flowable concentrate, wettable powder or wettable powder granule, the active ingredient concentration at the time of use is generally selected from the range of 10 to 100,000 ppm.

[0064] The herbicidal composition of the present invention thus prepared can be applied simultaneously or in divided portions to useful plants, particularly wheat, or to a place where wheat is intended to grow or is growing, or to non-agricultural land, to control the growth of plants that are undesirable for useful plants, particularly wheat.

[0065] Furthermore, the wheat family as referred to in the present invention also includes plants to which resistance to HPPD inhibitors such as isoxaflutole, ALS inhibitors such as imazethapyr and thifensulfuron-methyl, EPSP synthase inhibitors such as glyphosate, glutamine synthase inhibitors such as glufosinate, acetyl-CoA carboxylase inhibitors such as sethoxydim, PPO inhibitors such as flumioxazin, and herbicides such as bromoxynil, dicamba and 2,4-D have been imparted by classical breeding methods and by genetic engineering techniques.

[0066] Examples of "horticultural plants" that have been made resistant through classical breeding methods include rapeseed, wheat, sunflower, rice, and corn that are resistant to imidazolinone ALS-inhibiting herbicides such as imazethapyr, and are already sold under the name Clearfield®.

[0067] Similarly, soybeans that have been resistant to sulfonylurea ALS inhibitor herbicides such as thifensulfuron-methyl by classical breeding methods are available, and are already on the market under the trade name STS soybeans. Similarly, SR corn is an example of an agricultural and horticultural plant that has been resistant to acetyl-CoA carboxylase inhibitors such as trione oxime and aryloxyphenoxypropionic acid herbicides by classical breeding methods. Agricultural and horticultural plants that have been resistant to acetyl-CoA carboxylase inhibitors are described in Proceedings of the National Academy of Sciences of the United States of America (Proc. Natl. Acad. Sci. USA) 87, 7175-7179 (1990), etc. In addition, mutant acetyl-CoA carboxylases resistant to acetyl-CoA carboxylase inhibitors have been reported in Weed Science, Vol. 53, pp. 728-746 (2005), etc., and plants resistant to acetyl-CoA carboxylase inhibitors can be produced by introducing such mutant acetyl-CoA carboxylase genes into plants by genetic recombination technology or by introducing a mutation related to resistance into crop acetyl-CoA carboxylase. Furthermore, plants resistant to acetyl-CoA carboxylase inhibitors / herbicides can be produced by introducing a base-substitution mutation-introduced nucleic acid, as represented by the chimeraplasty technique (Gura T. 1999. Repairing the Genome's Spelling Mistakes. Science 285: 316-318), into plant cells to cause site-specific amino acid substitution mutations in crop (acetyl-CoA carboxylase / herbicide target) genes.

[0068] Examples of horticultural plants that have been made resistant through genetic engineering include glyphosate-resistant corn, soybean, cotton, rapeseed, and sugar beet varieties that are already sold under the trade names RoundupReady®, AgrisureGT®, etc. Similarly, there are glufosinate-resistant corn, soybean, cotton, and rapeseed varieties that have been genetically engineered to be resistant, and these are already sold under the trade names LibertyLink®, etc. Similarly, bromoxynil-resistant cotton that has been genetically engineered to be resistant is already sold under the trade name BXN.

[0069] The above-mentioned "agricultural and horticultural plants" also include plants that have been made capable of synthesizing selective toxins, etc., known to be produced by the genus Bacillus, using recombinant gene technology.

[0070] Insecticidal toxins expressed in such transgenic plants include, for example, insecticidal proteins from Bacillus cereus and Bacillus popilliae; δ-endotoxins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, or Cry9C from Bacillus thuringiensis, insecticidal proteins such as VIP1, VIP2, VIP3, or VIP3A; insecticidal proteins from nematodes; toxins produced by animals such as scorpion toxins, spider toxins, wasp toxins, or insect-specific neurotoxins; toxins from filamentous fungi; plant lectins; agglutinins; protease inhibitors such as trypsin inhibitors, serine protease inhibitors, patatin, cystatin, and papain inhibitors; ricin; These include ribosome-inactivating proteins (RIPs) such as corn-RIP, abrin, saporin, and bryodin; steroid metabolic enzymes such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glucosyltransferase, and cholesterol oxidase; ecdysone inhibitors; HMG-CoA reductase; ion channel inhibitors such as sodium channel inhibitors and calcium channel inhibitors; juvenile hormone esterase; diuretic hormone receptors; stilbene synthase; bibenzyl synthase; chitinase; glucanase, etc.

[0071] Toxins expressed in such genetically modified plants also include hybrid toxins, partially deleted toxins, and modified toxins of δ-endotoxin proteins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, or Cry9C, and insecticidal proteins such as VIP1, VIP2, VIP3, or VIP3A. Hybrid toxins are produced by new combinations of different domains of these proteins using recombinant technology. As a partially deleted toxin, Cry1Ab, which has a deleted portion of its amino acid sequence, is known. As a modified toxin, one or more amino acids of the natural toxin are replaced.

[0072] Examples of these toxins and recombinant plants capable of synthesizing them are described in patent documents such as, for example, EP-A-0374753, WO93 / 07278, WO95 / 34656, EP-A-0427529, EP-A-451878, WO03 / 052073, etc. The toxins contained in these recombinant plants confer resistance to plants, inter alia, to coleopteran, dipteran and lepidopteran pests.

[0073] Additionally, transgenic plants that contain one or more insecticidal pest resistance genes and express one or more toxins are already known and some are commercially available. Examples of these genetically modified plants include YieldGard® (a corn variety expressing the Cry1Ab toxin), YieldGard Rootworm® (a corn variety expressing the Cry3Bb1 toxin), YieldGard Plus® (a corn variety expressing both the Cry1Ab and Cry3Bb1 toxins), Herculex I® (a corn variety expressing the Cry1Fa2 toxin and phosphinothricin N-acetyltransferase (PAT) to confer resistance to glufosinate), NuCOTN33B® (a cotton variety expressing the Cry1Ac toxin), Bollgard I® (a cotton variety expressing the Cry1Ac toxin), Bollgard II® (a cotton variety expressing the Cry1Ac toxin), and Bollgard III® (a cotton variety expressing the Cry1Ac toxin). II)<Registered Trademark> (cotton variety expressing Cry1Ac and Cry2Ab toxins), VIPCOT<Registered Trademark> (cotton variety expressing VIP toxin), NewLeaf<Registered Trademark> (potato variety expressing Cry3A toxin), NatureGard<Registered Trademark> Agrisure<Registered Trademark> GT Advantage (GA21 glyphosate tolerance trait), Agrisure<Registered Trademark> CB Advantage (Bt11 corn borer (CB) trait), Protecta<Registered Trademark>, and the like.

[0074] The above useful plants also include those that have been given the ability to produce anti-pathogenic substances having selective action using genetic recombination techniques.

[0075] Examples of antipathogenic substances include PR proteins (PRPs, described in EP-A-0392225); ion channel inhibitors such as sodium channel inhibitors and calcium channel inhibitors (virus-produced KP1, KP4, KP6 toxins, etc. are known); stilbene synthase; bibenzyl synthase; chitinase; glucanase; peptide antibiotics, antibiotics having heterocycles, and protein factors involved in plant disease resistance (called plant disease resistance genes, described in WO03 / 000906), which are produced by microorganisms. Such antipathogenic substances and genetically modified plants that produce them are described in EP-A-0392225, WO95 / 33818, EP-A-0353191, etc.

[0076] The useful plants mentioned above also include crops that have been given useful traits, such as improved oilseed components and enhanced amino acid content, using genetic engineering technology. Examples include VISTIVE® (low-linolenic soybeans with reduced linolenic content) and high-lysine (high oil) corn (corn with increased lysine or oil content).

[0077] Furthermore, stack varieties that combine multiple of the above-mentioned classical herbicide traits or useful traits such as herbicide resistance genes, insecticide pest resistance genes, antipathogenic substance production genes, oilseed component modification traits, and amino acid content enhancement traits are also included.

[0078] As described above, the herbicidal composition of the present invention has herbicidal activity against various weeds, examples of which are given below, but are not limited to these. Onagraceae weeds: Oenothera erythrosepala, Oenothera laciniata; Ranunculaceae weeds: Ranunculus muricatus, Ranunculus sardous; Polygonaceae weeds: Polygonum convolvulus, Polygonum lapathifolium, Polygonum pensylvanicum, Polygonum persicaria, Rumex crispus, Rumex obtusifolius, Polygonum cuspidatum, Pennsylvania smartweed, Persicaria longiseta, Persicaria lapathifolia, Persicaria nepalensis, Polygonum aviculare; Portulacaceae weeds: Purslane (Portulaca oleracea); Caryophyllaceae weeds: chickweed (Stellaria media), Dutch chickweed (Cerastium glomeratum), flea weed (Stellaria alsine), common clover (Spergula arvensis), cow chickweed (Stellaria aquatica); Chenopodiaceae weeds: Chenopodium album, Kochia scoparia, Chenopodium album, Chenopodium ficifolium, Salsola kali; Amaranthaceae weeds: Amaranthus retroflexus, Amaranthus hybridus, Amaranthus palmeri, Amaranthus spinosus, Amaranthus rudis, Amaranthus albus, Amaranthus viridis, Amaranthus lividus, Amaranthus patulus, Amaranthus blitoides, Smooth Pigweed, Amaranthus hybridus, Tall Waterhemp, Powell Amaranth; Brassicaceae weeds: wild radish (Raphanus raphanistrum), field mustard (Sinapis arvensis), shepherd's purse (Capsella bursa-pastoris), shepherd's purse (Lepidium virginicum), shepherd's purse (Thlaspi arvense), whale grass (Descurarinia sophia), dog mustard (Rorippa indica), burdock (Rorippa islandica), persimmon (Sisymnrium officinale), cardamine (Cardamine flexuosa), watercress (Nasturtium officinale), shepherd's purse (Draba nemorosa); Legume weeds: Sesbania exaltata, Cassia obtusifolia, Florida beggarweed (Desmodium tortuosum), white clover (Trifolium repens), vetch (Vicia sativa), meadow pea (Medicago lupulina), yearling (Vicia hirsuta); Kummerowia striata, Medicago polymorpha, Vicia angustifolia, Aeschynomene indica; Malvaceae weeds: Abutilon theophrasti, Sida spinosa; Violaceae weeds: Field pansy (Viola arvensis), wild pansy (Viola tricolor); Rubiaceae weeds: Galium spurium; Galium aparine; Convolvulaceae weeds: Ipomoea hederacea, Ipomoea purpurea, Ipomoea hederacea var integriuscula, Ipomoea lacunosa, Convolvulus arvensis, Ipomoea indica, Ipomoea coccinea, Ipomoea triloba; Lamiaceae weeds: Lamium purpureum, Lamium amplexicaule, Stachys arvensis; Solanaceae weeds: Datura stramonium, Solanum nigrum, Physalis angulata, Solanum americanum, Solanum carolinense; Scrophulariaceae weeds: Veronica persica, Veronica arvensis, Veronica hederaefolia; Asteraceae weeds: cocklebur (Xanthium pensylvanicum), sunflower (Helianthus annuus), chamomile (Matricaria chamomilla), chamomile (Matricaria perforata or inodora), corn marigold (Chrysanthemum segetum), daisy (Matricaria matricarioides), ragweed (Ambrosia artemisiifolia), ragweed (Ambrosia trifida), artemisia (Erigeron canadensis), mugwort (Artemisia princeps), artemisia vulgaris, goldenrod (Solidago altissima), dandelion (Taraxacum officinale), false chamomile (Anthemis cotula), Cirsium arvense, Sonchus oleraceus, Helianthus tuberosus, Cirsium arvense, Bidens frondosa, Bidens pilosa, Centurea cyanus, Cirsium vulgare, Lactuca scariola, Rudbeckia hirta, Rudbeckia laciniata, Rudbeckia laciniata var.hortensis Bailey), Senecio vulgais, Silybum marianum, Sonchus asper, Sonchus arvensis, Bidens ftondosa, Eclipta ptostrata, Bidense tipartita, Senecio madagascariensis, Coreopsis lanceolata, Rudbeckia laciniata;. Purple flower weeds: forget-me-not (Myosotis arvensis), wildflower (Myosotis arvensis), purple grass (Lithospermum officinale); Asclepiadaceae weeds: Giant milkweed (Asclepias syriaca); Euphorbiaceae weeds: spurge (Euphorbia helioscopia), hawkweed (Euphorbia maculata), hackberry (Acalypha australis); Geranium weeds: American geranium (Geranium carolinianum), Dutch geranium (Erodium cicutarium), Dove's Foot Crane's-bill (Geranium molle), Hedgerow Crabe's-bill (Geranium pyrenaicum); Oxalid weeds: Purple wood sorrel (Oxalis corymbosa); Cucurbitaceae weeds: Sichyos angulatus; Grass weeds: barnyard grass (Echinochloa crus-galli), green foxtail (Setaria viridis), foxtail grass (Setaria faberi), crabgrass (Digitaria sanguinalis), goosegrass (Eleusine indica), annual bluegrass (Poa annua), blackgrass (Alopecurus myosuroides), oats (Avena fatua), corngrass (Sorghum halepense), quackgrass (Agropyron repens), brookgrass (Bromus tectorum), corngrass (Cynodone dactylon), common millet (Panicum dichotomiflorum), Texas panicum (Panicum texanum), shattercane (Sorghum vulgare), annual foxtail grass (Alopecurus geniculatus), Lolium multiflorum, Lolium rigidum, Setaria glauca; Beckmannia syzigachne; Dayflower weeds: Commelina communis; Horsetail weeds: Horsetail (Equisetum arvense); Papaveraceae weeds: Corn poppy (Papaver rhoeas); Fumaria family weeds: Fumaria officinalis; Rosaceae weeds: Alchemilla monticola; Primulaceae weeds: Blue chickweed (Anagallis arvensis); Plantago major weeds: Plantain (Plantago major); Cyperaceae weeds: Cyperus iria, Cyperus rotundus, and Cyperus esculentus.

[0079] On the other hand, the herbicidal composition of the present invention does not show any problematic phytotoxicity to wheat (Triticum aestivum), barley (Hordeum vulgare), rye (Secale cereale), oats (Avena sativa), and other cereals.

[0080] Furthermore, the herbicidal composition of the present invention can effectively eliminate various weeds that are problematic in no-till cultivation of wheat and barley, and does not cause any problematic chemical damage to crops. EXAMPLES

[0081] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples. In the following examples, "parts" refers to parts by mass.

[0082] Example 1: Wettable powder 6 parts of the oxopyrazine derivative represented by the above formula [I], 23.5 parts of bromoxynil, 0.5 parts of polyoxyethylene octylphenyl ether, 0.5 parts of β-naphthalenesulfonic acid formalin condensate sodium salt, 20 parts of diatomaceous earth and 49.5 parts of clay were mixed and ground to obtain a wettable powder.

[0083] Example 2: Granular water dispersible 6 parts of the oxopyrazine derivative represented by the above formula [I] and 23.5 parts of bromoxynil were mixed with 5 parts of sodium ligninsulfonate, 1 part of polyoxyethylene alkylaryl ether, 3 parts of sodium polycarboxylate, 5 parts of white carbon, 1 part of pregelatinized starch, 55.5 parts of calcium carbonate, and 10 parts of water, and then mixed and kneaded to form granules. The resulting granules were dried in a fluidized bed dryer to obtain a water dispersible granule.

[0084] Example 3: Flowable formulation To 53.4 parts of water, 6 parts of the oxopyrazine derivative represented by the above formula [I], 23.5 parts of bromoxynil, 2 parts of sodium ligninsulfonate, 4 parts of polyoxyethylene alkylaryl ether ammonium sulfate, 0.5 parts of polyoxyethylene alkylaryl ether, 0.1 part of xanthan gum, 0.5 parts of bentonite, and 10 parts of ethylene glycol were added, mixed with a high-speed stirrer, and pulverized with a wet pulverizer to obtain a flowable preparation.

[0085] Example 4: Flowable formulation 10 parts of the oxopyrazine derivative represented by the above formula [I], 2 parts of sodium ligninsulfonate, 4 parts of polyoxyethylene alkylaryl ether ammonium sulfate, 0.5 parts of polyoxyethylene alkylaryl ether, 0.1 parts of xanthan gum, 0.5 parts of bentonite and 10 parts of ethylene glycol are added to 72.9 parts of water, mixed with a high-speed stirrer, and pulverized with a wet pulverizer to obtain a flowable agent. Note that the flowable agent of this Example 4 is used as a comparative example when it is not mixed with or used in combination with [Component B] in each test example described later.

[0086] Example 5: Granules 6 parts of the oxopyrazine derivative represented by the above formula [I], 23.5 parts of bromoxynil, 55.5 parts of a bulking agent consisting of a mixture of talc and bentonite in a 1:3 ratio, 10 parts of white carbon, 5 parts of a mixture of surfactants polyoxyethylene sorbitan alkylate, polyoxyethylene alkylaryl polymer and alkylaryl sulfonate, and 10 parts of water were added, thoroughly kneaded to form a paste, which was then extruded through a sieve with a diameter of 1 mm, dried, and cut to lengths of 0.5 to 1 mm to obtain granules.

[0087] Next, the effects of the herbicidal composition of the present invention will be described with reference to test examples. The compound [1] described in the test examples refers to the compound represented by the above formula [I].

[0088] <Test Example 1> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into plastic pots measuring 11 cm in length, width, and depth, and seeds of Galium aparine, Stellaria media, and Lamium amplexicaule were sown at a depth of 1 cm from the soil surface. Galium aparine, Stellaria media, and Lamium amplexicaule were then grown to 31 (BBCH scale), Stellaria media, and Lamium amplexicaule, respectively, and the flowable formulations prepared in accordance with Example 3 were diluted with water and sprayed at treatment doses of 60 g / ha for compound [1] (compound represented by formula [I]) and 235 g / ha for bromoxynil. The plants were then grown with downward watering, and the herbicidal effect was evaluated visually 15 days after treatment. As a comparative example, a flowable formulation containing compound [1] as [ingredient A] was prepared in accordance with Example 4, and sprayed to give 60 g / ha of compound [1], and the herbicidal effect was evaluated in the same manner as in Test Example 1. As a comparative example, a flowable formulation containing bromoxynil as [ingredient B] was prepared in accordance with the same method as in Example 4, and sprayed to give 235 g / ha of bromoxynil, and the herbicidal effect was evaluated in the same manner as in Test Example 1. In Test Examples 2 to 112, as a comparative example, [ingredient A] and [ingredient B] used in each Test Example were each formulated into a flowable formulation in the same manner, and sprayed to give the same dosage as used in each Test Example, and the herbicidal effect was evaluated.

[0089] In Test Example 1, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0090] <Test Example 2> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and glyphosate ammonium salt prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 1000 g / ha for glyphosate ammonium salt. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0091] In Test Example 2, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Example.

[0092] <Test Example 3> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and benfluralin prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 1,360 g / ha for benfluralin. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0093] In Test Example 3, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0094] <Test Example 4> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and carfentrazone-ethyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 40 g / ha for compound [1] and 16 g / ha for carfentrazone-ethyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0095] In Test Example 4, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0096] <Test Example 5> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and carfentrazone-ethyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 60 g / ha for compound [1] and 16 g / ha for carfentrazone-ethyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0097] In Test Example 5, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Example.

[0098] <Test Example 6> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and carfentrazone-ethyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 80 g / ha for compound [1] and 16 g / ha for carfentrazone-ethyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0099] In Test Example 6, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white chickweed, chickweed and amplexicaule, as compared with the Comparative Example.

[0100] <Test Example 7> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and chlorpropham prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 100 g / ha for chlorpropham. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0101] In Test Example 7, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0102] <Test Example 8> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and chlorotoluron prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 2,400 g / ha for chlorotoluron. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0103] In Test Example 8, a clearly higher herbicidal effect was observed against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0104] <Test Example 9> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and clethodim prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 120 g / ha for clethodim. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0105] In Test Example 9, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0106] <Test Example 10> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and clopyralid prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 100 g / ha for clopyralid. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0107] In Test Example 10, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0108] <Test Example 11> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and dicamba prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 40 g / ha for compound [1] and 120 g / ha for dicamba. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0109] In Test Example 11, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0110] <Test Example 12> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and dicamba prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 120 g / ha for dicamba. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0111] In Test Example 12, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0112] <Test Example 13> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and dicamba prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 80 g / ha for compound [1] and 120 g / ha for dicamba. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0113] In Test Example 13, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0114] <Test Example 14> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and diflufenican prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 100 g / ha for diflufenican. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0115] In Test Example 14, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0116] <Test Example 15> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and florasulam prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 40 g / ha for compound [1] and 3 g / ha for florasulam. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0117] In Test Example 15, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Example.

[0118] <Test Example 16> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and florasulum prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 3 g / ha for florasulum. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0119] In Test Example 16, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0120] <Test Example 17> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and florasulam prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 80 g / ha for compound [1] and 3 g / ha for florasulam. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0121] In Test Example 17, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0122] <Test Example 18> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and flufenacet prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 300 g / ha for flufenacet. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0123] In Test Example 18, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0124] <Test Example 19> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation and flumioxazin prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 60 g / ha for compound [1] and 50 g / ha for flumioxazin. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0125] In Test Example 19, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0126] <Test Example 20> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and fluroxypyr-meptyl prepared in accordance with Example 3 were diluted with water, and the treatment doses were 36 g / ha for compound [1] and 100 g / ha for fluroxypyr-meptyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0127] In Test Example 20, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white chickweed, chickweed and amplexicaule, as compared with the Comparative Example.

[0128] <Test Example 21> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and fluroxypyr-meptyl prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 100 g / ha for fluroxypyr-meptyl. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0129] In Test Example 21, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example. <Test Example 22> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation and fluroxypyr-meptyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 80 g / ha for compound [1] and 100 g / ha for fluroxypyr-meptyl. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0130] In Test Example 22, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0131] <Test Example 23> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and flupyrsulfuron-methyl prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 10 g / ha for flupyrsulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0132] In Test Example 23, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Example.

[0133] <Test Example 24> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and isodecyl alcohol ethoxylate prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 90 g / ha for isodecyl alcohol ethoxylate. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0134] In Test Example 24, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0135] <Test Example 25> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and imazosulfuron prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 50 g / ha for imazosulfuron. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0136] In Test Example 25, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0137] <Test Example 26> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and isoproturon prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 7.5 g / ha for isoproturon. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0138] In Test Example 26, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Example.

[0139] <Test Example 27> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and isoxaben prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 125 g / ha for isoxaben. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0140] In Test Example 27, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Example.

[0141] <Test Example 28> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and isoxaflutole prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 100 g / ha for isoxaflutole. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0142] In Test Example 28, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0143] <Test Example 29> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and iodosulfuron prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 15 g / ha for iodosulfuron. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0144] In Test Example 29, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0145] <Test Example 30> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3 and Roundup potassium salt (product name: glyphosate potassium salt) were diluted with water, and the compound [1] was sprayed at a dosage of 60 g / ha and Roundup potassium salt at 1000 g / ha. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0146] In Test Example 30, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Example.

[0147] <Test Example 31> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and maleic hydrazide prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 5,000 g / ha for maleic hydrazide. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0148] In Test Example 31, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0149] <Test Example 32> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and MCPA prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 500 g / ha for MCPA. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0150] In Test Example 32, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Example.

[0151] <Test Example 33> Herbicidal effect test when applied after weed emergence in field crops As in Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation and mecoprop-P-potassium salt prepared as in Example 3 were diluted with water and sprayed at a dosage of 40 g / ha for compound [1] and 600 g / ha for mecoprop-P-potassium salt. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0152] In Test Example 33, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0153] <Test Example 34> Herbicidal effect test when applied after weed emergence in field crops As in Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation and mecoprop-P-potassium salt prepared as in Example 3 were diluted with water and sprayed at a dosage of 60 g / ha for compound [1] and 600 g / ha for mecoprop-P-potassium salt. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0154] In Test Example 34, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0155] <Test Example 35> Herbicidal effect test when applied after weed emergence in field crops As in Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation and mecoprop-P-potassium salt prepared as in Example 3 were diluted with water and sprayed at a dosage of 80 g / ha for compound [1] and 600 g / ha for mecoprop-P-potassium salt. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0156] In Test Example 35, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0157] <Test Example 36> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and mesosulfuron-methyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 60 g / ha for compound [1] and 10 g / ha for mesosulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0158] In Test Example 36, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0159] <Test Example 37> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and metsulfuron-methyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 40 g / ha for compound [1] and 5 g / ha for metsulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0160] In Test Example 37, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0161] <Test Example 38> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted grass, chickweed and amplexicaule were grown in plastic pots. The flowable formulation and metsulfuron-methyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 60 g / ha for compound [1] and 5 g / ha for metsulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0162] In Test Example 38, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white chickweed, chickweed and amplexicaule, as compared with the Comparative Example.

[0163] <Test Example 39> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted grass, chickweed and amplexicaule were grown in plastic pots. The flowable formulation and metsulfuron-methyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 80 g / ha for compound [1] and 5 g / ha for metsulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0164] In Test Example 39, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Examples.

[0165] <Test Example 40> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and metsulfuron-methyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 40 g / ha for compound [1] and 15 g / ha for metsulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0166] In Test Example 40, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0167] <Test Example 41> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and metsulfuron-methyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 60 g / ha for compound [1] and 15 g / ha for metsulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0168] In Test Example 41, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0169] <Test Example 42> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted grass, chickweed and amplexicaule were grown in plastic pots. The flowable formulation and metsulfuron-methyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 80 g / ha for compound [1] and 15 g / ha for metsulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0170] In Test Example 42, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0171] <Test Example 43> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and metsulfuron-methyl prepared in accordance with Example 3 were diluted with water and sprayed at treatment doses of 40 g / ha for compound [1] and 25 g / ha for metsulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0172] In Test Example 43, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0173] <Test Example 44> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted grass, chickweed and amplexicaule were grown in plastic pots. The flowable formulation and metsulfuron-methyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 60 g / ha for compound [1] and 25 g / ha for metsulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0174] In Test Example 44, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0175] <Test Example 45> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted grass, chickweed and amplexicaule were grown in plastic pots. The flowable formulation and metsulfuron-methyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 80 g / ha for compound [1] and 25 g / ha for metsulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0176] In Test Example 45, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0177] <Test Example 46> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and nicosulfuron prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 40 g / ha for nicosulfuron. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0178] In Test Example 46, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white chickweed, chickweed and amplexicaule, as compared with the Comparative Examples.

[0179] <Test Example 47> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and pelargonic acid prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 10.6 g / ha for pelargonic acid. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0180] In Test Example 47, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0181] <Test Example 48> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and pendimethalin prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 600 g / ha for pendimethalin. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0182] In Test Example 48, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0183] <Test Example 49> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and pinoxaden prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 60 g / ha for pinoxaden. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0184] In Test Example 49, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0185] <Test Example 50> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and propyzamide prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 1500 g / ha for propyzamide. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0186] In Test Example 50, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0187] <Test Example 51> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and prosulfocarb prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 2,400 g / ha for prosulfocarb. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0188] In Test Example 51, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0189] <Test Example 52> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and pyraflufen-ethyl prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 10.8 g / ha for pyraflufen-ethyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0190] In Test Example 52, a clearly higher herbicidal effect was exhibited against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Example.

[0191] <Test Example 53> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and piroxsulam prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 60 g / ha for compound [1] and 18.8 g / ha for piroxsulam. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0192] Test Example 53 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0193] <Test Example 54> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and quinoclamine prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 3750 g / ha for quinoclamine. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0194] Test Example 54 exhibited a clearly higher herbicidal effect against all the grass species, namely, white chickweed, chickweed and amplexicaule, as compared with the comparative examples.

[0195] <Test Example 55> Herbicidal effect test when applied after weed emergence in field crops As in Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation and Quizalofop-P-Tefuryl prepared as in Example 3 were diluted with water and sprayed at a dosage of 60 g / ha for compound [1] and 100 g / ha for Quizalofop-P-Tefuryl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0196] Test Example 55 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Examples.

[0197] <Test Example 56> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and sulfosulfuron prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 20 g / ha for sulfosulfuron. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0198] Test Example 56 exhibited a clearly higher herbicidal effect against all the grass species, namely, white chickweed, chickweed and amplexicaule, as compared with the comparative examples.

[0199] <Test Example 57> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation and thifensulfuron-methyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 60 g / ha for compound [1] and 40 g / ha for thifensulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0200] Test Example 57 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Examples.

[0201] <Test Example 58> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation and tribenuron-methyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 60 g / ha for compound [1] and 6 g / ha for tribenuron-methyl. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0202] Test Example 58 exhibited a clearly higher herbicidal effect against all the grass species, namely, white chickweed, chickweed and amplexicaule, as compared with the Comparative Examples.

[0203] <Test Example 59> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and ioxynil prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 300 g / ha for ioxynil. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0204] Test Example 59 exhibited a clearly higher herbicidal effect against all the grass species, namely, white chickweed, chickweed and amplexicaule, as compared with the Comparative Examples.

[0205] <Test Example 60> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and bicyclopyrone prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 50 g / ha for bicyclopyrone. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0206] Test Example 60 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0207] <Test Example 61> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and haloxifen-methyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 60 g / ha for compound [1] and 10 g / ha for haloxifen-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0208] Test Example 61 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0209] <Test Example 62> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, diflufenican, and flufenacet (trade name: Liberator 500SC) were diluted with water, and sprayed so that the treatment doses were 40 g / ha for compound [1], 30 g / ha for diflufenican, and 120 g / ha for flufenacet. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0210] Test Example 62 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Examples.

[0211] <Test Example 63> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, diflufenican, and flufenacet (trade name: Liberator 500SC) were diluted with water, and sprayed so that the treatment doses were 60 g / ha for compound [1], 30 g / ha for diflufenican, and 120 g / ha for flufenacet. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0212] Test Example 63 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0213] <Test Example 64> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, diflufenican, and flufenacet (trade name: Liberator 500SC) were diluted with water, and sprayed so that the treatment doses were 80 g / ha for compound [1], 30 g / ha for diflufenican, and 120 g / ha for flufenacet. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0214] Test Example 64 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0215] <Test Example 65> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, iodosulfuron, and mesosulfuron (trade name: Atlantis WG) were diluted with water, and sprayed at doses of 60 g / ha for compound [1], 2.4 g / ha for iodosulfuron, and 12 g / ha for mesosulfuron. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0216] Test Example 65 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0217] <Test Example 66> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, flufenacet, and pendimethalin (product name: Crystal) were diluted with water, and sprayed at treatment doses of 40 g / ha for compound [1], 240 g / ha for flufenacet, and 1200 g / ha for pendimethalin. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0218] Test Example 66 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0219] <Test Example 67> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, flufenacet, and pendimethalin (product name: Crystal) were diluted with water, and sprayed at treatment doses of 60 g / ha for compound [1], 240 g / ha for flufenacet, and 1200 g / ha for pendimethalin. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0220] Test Example 67 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0221] <Test Example 68> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, flufenacet, and pendimethalin (product name: Crystal) were diluted with water, and sprayed at doses of 80 g / ha for compound [1], 240 g / ha for flufenacet, and 1200 g / ha for pendimethalin. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0222] Test Example 68 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0223] <Test Example 69> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, florasulam, and piroxsulam (trade name: Broadway Star) were diluted with water, and sprayed at doses of 40 g / ha for compound [1], 3.75 g / ha for florasulam, and 18.8 g / ha for piroxsulam. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0224] Test Example 69 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples. <Test Example 70> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, florasulam, and piroxsulam (trade name: Broadway Star) were diluted with water, and sprayed at doses of 60 g / ha for compound [1], 3.75 g / ha for florasulam, and 18.8 g / ha for piroxsulam. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0225] Test Example 70 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0226] <Test Example 71> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, florasulam, and piroxsulam (trade name: Broadway Star) were diluted with water, and sprayed so that the treatment doses were 80 g / ha for compound [1], 3.75 g / ha for florasulam, and 18.8 g / ha for piroxsulam. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0227] Test Example 71 exhibited a clearly higher herbicidal effect against all the grass species, namely, white chickweed, chickweed and amplexicaule, as compared with the Comparative Examples.

[0228] <Test Example 72> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, florasulam, and fluroxypyr-meptyl (trade name: Spitfire) were diluted with water, and sprayed at doses of 40 g / ha for compound [1], 5 g / ha for florasulam, and 100 g / ha for fluroxypyr-meptyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0229] Test Example 72 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0230] <Test Example 73> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, florasulam, and fluroxypyr-meptyl (trade name: Spitfire) were diluted with water, and sprayed at doses of 60 g / ha for compound [1], 5 g / ha for florasulam, and 100 g / ha for fluroxypyr-meptyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0231] Test Example 73 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Examples.

[0232] <Test Example 74> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, florasulam and fluroxypyr-meptyl (trade name: Spitfire) were diluted with water and sprayed at doses of 80 g / ha for compound [1], 5 g / ha for florasulam and 100 g / ha for fluroxypyr-meptyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0233] Test Example 74 exhibited a clearly higher herbicidal effect against all the grass species, namely, white chickweed, chickweed and amplexicaule, as compared with the comparative examples.

[0234] <Test Example 75> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, clopyralid, and florasulam (trade name: Primus Perfect) were diluted with water, and sprayed at doses of 40 g / ha for compound [1], 45 g / ha for clopyralid, and 3.75 g / ha for florasulam. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0235] Test Example 75 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0236] <Test Example 76> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, clopyralid, and florasulam (trade name: Primus Perfect) were diluted with water, and sprayed at doses of 60 g / ha for compound [1], 45 g / ha for clopyralid, and 3.75 g / ha for florasulam. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0237] Test Example 76 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0238] <Test Example 77> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, clopyralid, and florasulam (trade name: Primus Perfect) were diluted with water, and sprayed at doses of 80 g / ha for compound [1], 45 g / ha for clopyralid, and 3.75 g / ha for florasulam. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0239] Test Example 77 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0240] <Test Example 78> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, clopyralid, and fluroxypyr-meptyl were diluted with water, and sprayed at doses of 40 g / ha for compound [1], 45 g / ha for clopyralid, and 100 g / ha for fluroxypyr-meptyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0241] Test Example 78 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0242] <Test Example 79> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, clopyralid, and fluroxypyr-meptyl were diluted with water, and sprayed at doses of 60 g / ha for compound [1], 45 g / ha for clopyralid, and 100 g / ha for fluroxypyr-meptyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0243] Test Example 79 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0244] <Test Example 80> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, clopyralid and fluroxypyr-meptyl were diluted with water and sprayed at doses of 80g / ha for compound [1], 45g / ha for clopyralid and 100g / ha for fluroxypyr-meptyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0245] Test Example 80 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0246] <Test Example 81> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, diflufenican, and mecoprop-P-potassium (trade name: Pixie) were diluted with water, and sprayed at treatment doses of 40 g / ha for compound [1], 33 g / ha for diflufenican, and 500 g / ha for mecoprop-P-potassium. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0247] Test Example 81 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0248] <Test Example 82> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, diflufenican, and mecoprop-P-potassium (trade name: Pixie) were diluted with water and sprayed at treatment doses of 60 g / ha for compound [1], 33 g / ha for diflufenican, and 500 g / ha for mecoprop-P-potassium. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0249] Test Example 82 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0250] <Test Example 83> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, diflufenican, and mecoprop-P-potassium (trade name: Pixie) were diluted with water, and sprayed at treatment doses of 80 g / ha for compound [1], 33 g / ha for diflufenican, and 500 g / ha for mecoprop-P-potassium. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0251] Test Example 83 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0252] <Test Example 84> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, metsulfuron-methyl, and tribenuron-methyl (trade name: Ally Max) were diluted with water and sprayed at treatment doses of 40 g / ha for compound [1], 6 g / ha for metsulfuron-methyl, and 6 g / ha for tribenuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0253] Test Example 84 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0254] <Test Example 85> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, metsulfuron-methyl, and tribenuron-methyl (trade name: Ally Max) were diluted with water and sprayed at treatment doses of 60 g / ha for compound [1], 6 g / ha for metsulfuron-methyl, and 6 g / ha for tribenuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0255] Test Example 85 exhibited a clearly higher herbicidal effect against all the grass species, namely, white chickweed, chickweed and amplexicaule, as compared with the comparative examples.

[0256] <Test Example 86> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, metsulfuron-methyl, and tribenuron-methyl (trade name: Ally Max) were diluted with water, and sprayed at treatment doses of 80 g / ha for compound [1], 6 g / ha for metsulfuron-methyl, and 6 g / ha for tribenuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0257] Test Example 86 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0258] <Test Example 87> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, florasulam, and tritosulfuron (product name: Biathlon 4D) were diluted with water, and sprayed at treatment doses of 40 g / ha for compound [1], 3.75 g / ha for florasulam, and 50 g / ha for tritosulfuron. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0259] Test Example 87 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0260] <Test Example 88> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, carfentrazone-ethyl, and metsulfuron-methyl (trade name: Artus) were diluted with water and sprayed at treatment doses of 40 g / ha for compound [1], 20 g / ha for carfentrazone-ethyl, and 5 g / ha for metsulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0261] Test Example 88 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0262] <Test Example 89> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, carfentrazone-ethyl, and metsulfuron-methyl (trade name: Artus) were diluted with water, and sprayed at doses of 60 g / ha for compound [1], 20 g / ha for carfentrazone-ethyl, and 5 g / ha for metsulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0263] Test Example 89 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0264] <Test Example 90> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, carfentrazone-ethyl, and metsulfuron-methyl (trade name: Artus) were diluted with water and sprayed at treatment doses of 80 g / ha for compound [1], 20 g / ha for carfentrazone-ethyl, and 5 g / ha for metsulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0265] Test Example 90 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0266] <Test Example 91> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, diflufenican, and isoproturon (trade name: Clayton Fenican 550) were diluted with water, and sprayed at doses of 80 g / ha for compound [1], 100 g / ha for diflufenican, and 1000 g / ha for isoproturon. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0267] Test Example 91 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0268] <Test Example 92> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, metsulfuron-methyl and thifensulfuron-methyl (trade name: Concert SX) were diluted with water and sprayed at treatment doses of 40 g / ha for compound [1], 5 g / ha for metsulfuron-methyl and 50 g / ha for thifensulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0269] Test Example 92 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0270] <Test Example 93> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, metsulfuron-methyl and thifensulfuron-methyl (trade name: Concert SX) were diluted with water and sprayed at treatment doses of 60 g / ha for compound [1], 5 g / ha for metsulfuron-methyl and 50 g / ha for thifensulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0271] Test Example 93 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0272] <Test Example 94> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, metsulfuron-methyl and thifensulfuron-methyl (trade name: Concert SX) were diluted with water and sprayed at treatment doses of 80 g / ha for compound [1], 5 g / ha for metsulfuron-methyl and 50 g / ha for thifensulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0273] Test Example 94 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0274] <Test Example 95> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, pendimethalin, and picolinafen (trade name: Picona) were diluted with water, and sprayed at doses of 60 g / ha for compound [1], 960 g / ha for pendimethalin, and 48 g / ha for picolinafen. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0275] Test Example 95 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0276] <Test Example 96> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, iodosulfuron, and mesosulfuron-methyl (trade name: Archipel) were diluted with water and sprayed at treatment doses of 60 g / ha for compound [1], 7.5 g / ha for iodosulfuron, and 7.5 g / ha for mesosulfuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0277] Test Example 96 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the Comparative Examples.

[0278] <Test Example 97> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, thifensulfuron-methyl and tribenuron-methyl (trade name: Pragma SX) were diluted with water and sprayed at treatment doses of 60 g / ha for compound [1], 25 g / ha for thifensulfuron-methyl and 12.5 g / ha for tribenuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0279] Test Example 97 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0280] <Test Example 98> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, cloquintocet-mexyl and pinoxaden (trade name: Axial Platic) were diluted with water and sprayed at doses of 60 g / ha for compound [1], 12.5 g / ha for cloquintocet-mexyl and 60 g / ha for pinoxaden. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0281] Test Example 98 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0282] <Test Example 99> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3 and cloquintocet-mexyl + piroxsulam (trade name: Abak) were diluted with water and sprayed at treatment doses of 60 g / ha for compound [1], 18.75 g / ha for cloquintocet-mexyl, and 18.75 g / ha for piroxsulam. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0283] Test Example 99 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Examples.

[0284] <Test Example 100> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, diflufenican, and flurtamone (trade name: Carat) were diluted with water, and sprayed at treatment doses of 60 g / ha for compound [1], 100 g / ha for diflufenican, and 250 g / ha for flurtamone. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0285] Test Example 100 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0286] <Test Example 101> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and pyroxasulfone prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 100 g / ha for pyroxasulfone. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0287] Test Example 101 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0288] <Test Example 102> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation, pyroxasulfone, and pendimethalin prepared in accordance with Example 3 were diluted with water, and sprayed at treatment doses of 60 g / ha for compound [1], 100 g / ha for pyroxasulfone, and 1200 g / ha for pendimethalin. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0289] Test Example 102 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0290] <Test Example 103> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation, dicamba, and bentazon prepared in accordance with Example 3 were diluted with water, and sprayed at doses of 60 g / ha for compound [1], 120 g / ha for dicamba, and 240 g / ha for bentazon. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0291] Test Example 103 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0292] <Test Example 104> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and bentazon prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 240 g / ha for bentazon. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0293] Test Example 104 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0294] <Test Example 105> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation, bentazon, and topramezone prepared in accordance with Example 3 were diluted with water, and sprayed at doses of 60 g / ha for compound [1], 240 g / ha for bentazon, and 16 g / ha for topramezone. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment.

[0295] Test Example 105 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the comparative examples.

[0296] <Test Example 106> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and quizalofop-ethyl prepared in accordance with Example 3 were diluted with water and sprayed at a dosage of 60 g / ha for compound [1] and 14 g / ha for quizalofop-ethyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0297] Test Example 106 exhibited a clearly higher herbicidal effect against all the grass species, namely, white chickweed, chickweed and amplexicaule, as compared with the comparative examples.

[0298] <Test Example 107> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation and triallate prepared in accordance with Example 3 were diluted with water, and sprayed at a dosage of 60 g / ha for compound [1] and 800 g / ha for triallate. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0299] Test Example 107 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Examples.

[0300] <Test Example 108> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation, dicamba, and tritosulfuron prepared in accordance with Example 3 were diluted with water, and sprayed at treatment doses of 60 g / ha for compound [1], 240 g / ha for dicamba, and 50 g / ha for tritosulfuron. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0301] Test Example 108 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0302] <Test Example 109> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation, picolinafen, and tritosulfuron prepared in accordance with Example 3 were diluted with water, and sprayed at treatment doses of 60 g / ha for compound [1], 48 g / ha for picolinafen, and 5 g / ha for tritosulfuron. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0303] Test Example 109 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0304] <Test Example 110> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, fentrazamide, and isoxadifen were diluted with water, and sprayed at treatment doses of 60 g / ha for compound [1], 300 g / ha for fentrazamide, and 150 g / ha for isoxadifen. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0305] Test Example 110 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0306] <Test Example 111> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation prepared in accordance with Example 3, fentrazamide, and isoxadifen-ethyl were diluted with water, and sprayed at doses of 60 g / ha for compound [1], 300 g / ha for fentrazamide, and 150 g / ha for isoxadifen-ethyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0307] Test Example 111 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted grass, chickweed and amplexicaule, as compared with the comparative examples.

[0308] <Test Example 112> Herbicidal effect test when applied after weed emergence in field crops In accordance with Test Example 1, white spotted chickweed, chickweed, and amplexicaule were grown in plastic pots. The flowable formulation, MCPA, and bentazon prepared in accordance with Example 3 were diluted with water, and sprayed at doses of 60 g / ha for compound [1], 500 g / ha for MCPA, and 240 g / ha for bentazon. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment.

[0309] Test Example 112 exhibited a clearly higher herbicidal effect against all the grass species, namely, white spotted chickweed, chickweed and amplexicaule, as compared with the Comparative Examples.

[0310] <Test Examples 113-150> Of the ingredients used in Test Examples 113 to 150, the products listed in Table 1 were used for dicamba, fluroxypyr, florasulam, pyraflufen-ethyl, carfentrazone-ethyl, ioxynil, flufenacet, pyroxasulfone, isoxaflutole, triallate, pinoxaden, clethodim, pendimethalin, chlorpropham, diflufenican, prosulfocarb, and quizalofop-ethyl.

[0311] [Table 1]

[0312] <Test Example 113> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. After that, the corn poppy was grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing dicamba shown in Table 1 were diluted with water and sprayed so that the treatment amount was 30 g / ha for compound [1] and 120 g / ha for dicamba. After that, the plants were grown by downward watering, and the herbicidal effect was visually evaluated 15 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). In addition, as a comparative example, a flowable agent containing compound [1], which is [ingredient A], was prepared according to Example 4, and sprayed so that the compound [1] was 30 g / ha, and the herbicidal effect was evaluated in the same manner as in Test Example 113. As a comparative example, a flowable formulation containing dicamba (component B) was prepared in the same manner as in Example 4, and sprayed at 120 g / ha, and the herbicidal effect was evaluated in the same manner as in Test Example 113. In Test Examples 114 to 134, as a comparative example, the component A and component B used in each test example were each formulated into a flowable formulation in the same manner, and sprayed at the same dose as in each test example, and the herbicidal effect was evaluated. The results are shown in Table 2.

[0313] In this Test Example 113, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect at a suitable low dose that exceeds the expected value calculated by the following Colby formula. {See SR Colby in Weeds, 15 (1967) pp. 20-22}: Colby's formula is: Expected value (E) = X + Y - XY / 100, It was decided. Here, the inhibition rate (index evaluation) of agent a at x concentration is X, and the inhibition rate (index evaluation) of agent b at y concentration is Y. The same applies to the following test examples.

[0314] <Test Example 114> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The corn poppy was then grown to 14 (BBCH scale), and a flowable formulation containing compound [1] prepared according to Example 4 and a wettable powder containing clopyralid prepared according to Example 1 were diluted with water and sprayed to a treatment dose of 30 g / ha for compound [1] and 50 g / ha for clopyralid. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0315] In this Test Example 114, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect exceeding the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0316] <Test Example 115> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into plastic pots measuring 9 cm in length, width, and depth, and seeds of Papaver rhoeas were sown on the surface of the soil. The corn poppies were then grown to 14 (BBCH scale) and a flowable formulation containing compound [1] prepared according to Example 4 and a wettable powder containing haloxifen-methyl prepared according to Example 1 were diluted with water and sprayed at a dosage of 30 g / ha for compound [1] and 10 g / ha for haloxifen-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0317] In this Test Example 115, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0318] <Test Example 116> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The corn poppy was then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing fluroxypyr shown in Table 1 were diluted with water and sprayed so that the treatment dose was 30 g / ha for compound [1] and 100 g / ha for fluroxypyr. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0319] In this Test Example 116, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0320] <Test Example 117> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The Papaver rhoeas was then grown to 14 (BBCH scale) and a flowable agent containing compound [1] prepared according to Example 4 and a product containing florasulum shown in Table 1 were diluted with water and sprayed at a dosage of 30 g / ha for compound [1] and 2 g / ha for florasulum. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0321] In this Test Example 117, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0322] <Test Example 118> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot measuring 9 cm in length, width, and depth, and seeds of Papaver rhoeas were sown on the surface of the soil. The poppies were then grown to 14 (BBCH scale) and a flowable formulation containing compound [1] prepared according to Example 4 and a wettable powder containing tribenuron-methyl prepared according to Example 1 were diluted with water and sprayed at a dosage of 30 g / ha for compound [1] and 6 g / ha for tribenuron-methyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0323] In this Test Example 118, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0324] <Test Example 119> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The poppies were then grown to 14 (BBCH scale) and a flowable containing compound [1] prepared according to Example 4 and a product containing pyraflufen-ethyl shown in Table 1 were diluted with water and sprayed at a dosage of 30 g / ha for compound [1] and 2.7 g / ha for pyraflufen-ethyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0325] In this Test Example 119, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0326] <Test Example 120> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot measuring 9 cm in length, width, and depth, and seeds of Papaver rhoeas were sown on the surface of the soil. The corn poppy was then grown to 14 (BBCH scale) and a flowable containing compound [1] prepared according to Example 4 and a product containing carfentrazone-ethyl shown in Table 1 were diluted with water and sprayed at a dosage of 30 g / ha for compound [1] and 2.3 g / ha for carfentrazone-ethyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0327] In this Test Example 120, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0328] <Test Example 121> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The corn poppy was then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing ioxynil shown in Table 1 were diluted with water and sprayed so that the treatment dosage was 30 g / ha for compound [1] and 37.5 g / ha for ioxynil. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0329] In this Test Example 121, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect exceeding the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0330] <Test Example 122> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The poppies were then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing flufenacet shown in Table 1 were diluted with water and sprayed so that the treatment dose was 30 g / ha for compound [1] and 300 g / ha for flufenacet. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0331] In this Test Example 122, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0332] <Test Example 123> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The poppies were then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing pyroxasulfone shown in Table 1 were diluted with water and sprayed to a treatment dose of 30 g / ha for compound [1] and 100 g / ha for pyroxasulfone. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0333] In this Test Example 123, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0334] <Test Example 124> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The poppies were then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing isoxaflutole shown in Table 1 were diluted with water and sprayed so that the treatment dosage was 30 g / ha for compound [1] and 50 g / ha for isoxaflutole. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0335] In this Test Example 124, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0336] <Test Example 125> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The corn poppy was then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a wettable powder containing bicyclopyrone prepared according to Example 1 were diluted with water and sprayed to a treatment dose of 30 g / ha for compound [1] and 50 g / ha for bicyclopyrone. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0337] In this Test Example 125, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0338] <Test Example 126> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The poppies were then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing triallate shown in Table 1 were diluted with water and sprayed so that the treatment dose was 30 g / ha for compound [1] and 800 g / ha for triallate. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0339] In this Test Example 126, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0340] <Test Example 127> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The poppies were then grown to 14 (BBCH scale) and a flowable agent containing compound [1] prepared according to Example 4 and a product containing pinoxaden shown in Table 1 were diluted with water and sprayed so that the treatment dose was 30 g / ha for compound [1] and 60 g / ha for pinoxaden. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0341] In this Test Example 127, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0342] <Test Example 128> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The poppies were then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing clethodim shown in Table 1 were diluted with water and sprayed at a dosage of 30 g / ha for compound [1] and 120 g / ha for clethodim. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0343] In this Test Example 128, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect exceeding the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0344] <Test Example 129> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The poppies were then grown to 14 (BBCH scale) and a flowable containing compound [1] prepared according to Example 4 and a product containing pendimethalin shown in Table 1 were diluted with water and sprayed at a dosage of 30 g / ha for compound [1] and 600 g / ha for pendimethalin. The plants were then grown with downward watering, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0345] In this Test Example 129, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0346] <Test Example 130> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The poppies were then grown to 14 (BBCH scale) and a flowable containing compound [1] prepared according to Example 4 and a product containing chlorpropham shown in Table 1 were diluted with water and sprayed at a dosage of 30 g / ha for compound [1] and 100 g / ha for chlorpropham. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0347] In this Test Example 130, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0348] <Test Example 131> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The Papaver rhoeas was then grown to 14 (BBCH scale), and a flowable containing compound [1] prepared according to Example 4, a product containing flufenacet shown in Table 1, and a product containing diflufenican shown in Table 1 were diluted with water, and sprayed so that the treatment dosage was 30 g / ha for compound [1], 120 g / ha for flufenacet, and 30 g / ha for diflufenican. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0349] In this Test Example 131, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect exceeding the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0350] <Test Example 132> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The Papaver rhoeas was then grown to 14 (BBCH scale), and a flowable containing compound [1] prepared according to Example 4, a product containing flufenacet shown in Table 1, and a product containing pendimethalin shown in Table 1 were diluted with water, and sprayed so that the treatment dose was 30 g / ha for compound [1], 240 g / ha for flufenacet, and 1200 g / ha for pendimethalin. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0351] In this Test Example 132, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect exceeding the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0352] <Test Example 133> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the surface of the soil. The Papaver rhoeas was then grown to 14 (BBCH scale), and a flowable containing compound [1] prepared according to Example 4, a product containing florasulam shown in Table 1, and a product containing fluroxypyr shown in Table 1 were diluted with water and sprayed to a treatment dose of 30 g / ha for compound [1], 1.3 g / ha for florasulam, and 50 g / ha for fluroxypyr. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0353] In this Test Example 133, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0354] <Test Example 134> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Papaver rhoeas were sown on the soil surface. The corn poppy was then grown to 14 (BBCH scale) and a flowable agent containing compound [1] prepared according to Example 4, a wettable powder containing clopyralid prepared according to Example 1, and a product containing fluroxypyr shown in Table 1 were diluted with water and sprayed to a treatment dose of 30 g / ha for compound [1], 22.5 g / ha for clopyralid, and 50 g / ha for fluroxypyr. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 15 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 2.

[0355] In this Test Example 134, the combination of the present invention was found to have an effect on Corn Poppy that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0356] [Table 2]

[0357] <Test Example 135> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and chamomile (Matricaria chamomilla) seeds were sown on the surface of the soil. After that, chamomile was grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a wettable powder containing tribenuron-methyl prepared according to Example 1 were diluted with water and sprayed to a treatment dose of 30 g / ha for compound [1] and 6 g / ha for tribenuron-methyl. After that, the plants were grown by downward watering, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). In addition, as a comparative example, a flowable agent containing compound [1], which is [ingredient A], was prepared according to Example 4, and sprayed to a dose of 30 g / ha for compound [1], and the herbicidal effect was evaluated in the same manner as in Test Example 135. The above Comparative Example was also used as a Comparative Example in Test Examples 135 to 150. As a Comparative Example, a flowable formulation containing tribenuron methyl as [Component B] was prepared in the same manner as in Example 4, and tribenuron methyl was sprayed at 6 g / ha, and the herbicidal effect was evaluated in the same manner as in Test Example 135. In Test Examples 136 to 150, as a Comparative Example, [Component A] and [Component B] used in each Test Example were each formulated into a flowable formulation in the same manner, and sprayed at the treatment dose used in each Test Example, and the herbicidal effect was evaluated. The results are shown in Table 3.

[0358] In this Test Example 135, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0359] <Test Example 136> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Matricaria chamomilla were sown on the surface of the soil. Then, the chamomile was grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing diflufenican shown in Table 1 were diluted with water, and sprayed so that the treatment dose was 30 g / ha for compound [1] and 100 g / ha for diflufenican. After that, the plants were grown by watering from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0360] In this Test Example 136, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0361] <Test Example 137> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Matricaria chamomilla were sown on the surface of the soil. Then, the chamomile was grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a wettable powder containing picolinafen prepared according to Example 1 were diluted with water and sprayed so that the treatment dose was 30 g / ha for compound [1] and 48 g / ha for picolinafen. After that, the plants were grown by watering from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0362] In this Test Example 137, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0363] <Test Example 138> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and chamomile (Matricaria chamomilla) seeds were sown on the surface of the soil. The chamomile was then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing prosulfocarb shown in Table 1 were diluted with water and sprayed so that the treatment dosage was 30 g / ha for compound [1] and 2400 g / ha for prosulfocarb. The plants were then grown by downward watering, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0364] In this Test Example 138, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0365] <Test Example 139> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Matricaria chamomilla were sown on the surface of the soil. The chamomile was then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing flufenacet shown in Table 1 were diluted with water and sprayed so that the treatment dose was 30 g / ha for compound [1] and 300 g / ha for flufenacet. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0366] In this Test Example 139, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0367] <Test Example 140> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Matricaria chamomilla were sown on the surface of the soil. The chamomile was then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing pyroxasulfone shown in Table 1 were diluted with water, and sprayed so that the treatment dosage was 30 g / ha for compound [1] and 100 g / ha for pyroxasulfone. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0368] In this Test Example 140, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0369] <Test Example 141> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and chamomile (Matricaria chamomilla) seeds were sown on the surface of the soil. After that, the chamomile was grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing triallate shown in Table 1 were diluted with water and sprayed so that the treatment amount was 30 g / ha for compound [1] and 800 g / ha for triallate. After that, the plants were grown by watering from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0370] In this Test Example 141, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect exceeding the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0371] <Test Example 142> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and chamomile (Matricaria chamomilla) seeds were sown on the surface of the soil. The chamomile was then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing pinoxaden shown in Table 1 were diluted with water and sprayed so that the treatment dosage was 30 g / ha for compound [1] and 60 g / ha for pinoxaden. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0372] In this Test Example 142, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0373] <Test Example 143> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Matricaria chamomilla were sown on the surface of the soil. The chamomile was then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing clethodim shown in Table 1 were diluted with water and sprayed so that the treatment dosage was 30 g / ha for compound [1] and 120 g / ha for clethodim. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0374] In this Test Example 143, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0375] <Test Example 144> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and chamomile (Matricaria chamomilla) seeds were sown on the surface of the soil. The chamomile was then grown to 14 (BBCH scale) and a flowable containing compound [1] prepared according to Example 4 and a product containing quizalofop-ethyl shown in Table 1 were diluted with water and sprayed at a dosage of 30 g / ha for compound [1] and 14 g / ha for quizalofop-ethyl. The plants were then grown with water supplied from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index was rated from 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0376] In this Test Example 144, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0377] <Test Example 145> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and chamomile (Matricaria chamomilla) seeds were sown on the surface of the soil. The chamomile was then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing pendimethalin shown in Table 1 were diluted with water and sprayed so that the treatment dosage was 30 g / ha for compound [1] and 600 g / ha for pendimethalin. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0378] In this Test Example 145, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect exceeding the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0379] <Test Example 146> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and chamomile (Matricaria chamomilla) seeds were sown on the surface of the soil. The chamomile was then grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4 and a product containing chlorpropham shown in Table 1 were diluted with water and sprayed so that the treatment dosage was 30 g / ha for compound [1] and 100 g / ha for chlorpropham. The plants were then grown by watering from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0380] In this Test Example 146, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0381] <Test Example 147> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Matricaria chamomilla were sown on the surface of the soil. After that, the chamomile was grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4, a product containing flufenacet shown in Table 1, and a product containing diflufenican shown in Table 1 were diluted with water, and sprayed so that the treatment dosage was 30 g / ha for compound [1], 120 g / ha for flufenacet, and 30 g / ha for diflufenican. After that, the plants were grown by watering from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0382] In this Test Example 147, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect exceeding the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0383] <Test Example 148> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Matricaria chamomilla were sown on the surface of the soil. After that, the chamomile was grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4, a product containing flufenacet shown in Table 1, and a product containing pendimethalin shown in Table 1 were diluted with water, and sprayed so that the treatment dosage was 30 g / ha for compound [1], 240 g / ha for flufenacet, and 1200 g / ha for pendimethalin. After that, the plants were grown by watering from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0384] In this Test Example 148, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0385] <Test Example 149> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Matricaria chamomilla were sown on the surface of the soil. After that, the chamomile was grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4, a wettable powder containing picolinafen prepared according to Example 1, and a product containing pendimethalin shown in Table 1 were diluted with water and sprayed so that the treatment dosage was 30 g / ha for compound [1], 48 g / ha for picolinafen, and 960 g / ha for pendimethalin. After that, the plants were grown by watering from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0386] In this Test Example 149, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect exceeding the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0387] <Test Example 150> Herbicidal effect test when applied after weed emergence in field crops Soil was filled into a plastic pot with a length, width, and depth of 9 cm, and seeds of Matricaria chamomilla were sown on the surface of the soil. After that, the chamomile was grown to 14 (BBCH scale), and a flowable agent containing compound [1] prepared according to Example 4, a wettable powder containing pyroxasulfone shown in Table 1, and a product containing pendimethalin shown in Table 1 were diluted with water, and sprayed so that the treatment dosage was 30 g / ha for compound [1], 100 g / ha for pyroxasulfone, and 1200 g / ha for pendimethalin. After that, the plants were grown by watering from below, and the herbicidal effect was visually evaluated 6 days after treatment. The index evaluation was 0 (no activity) to 100 (complete death). The results are shown in Table 3.

[0388] In this Test Example 150, the combination of the present invention was found to have an effect on chamomile that exceeds the formal sum of the herbicidal effects of [Component A] and [Component B] when applied individually. The values ​​observed in the test showed an effect that exceeded the expected value calculated by Colby's formula at a suitable low dose. {See SR Colby in Weeds, 15 (1967) pp. 20-22}

[0389] [Table 3]

[0390] The herbicidal composition of the present invention is a combination of [ingredient A] selected from the group consisting of oxopyrazine derivatives represented by formula [X] and their salts, which is an active ingredient, and at least one herbicide selected from the above [ingredient B], or a plant growth regulator or a phytotoxicity safener, and not only does each herbicidal effect obtain additively, but also a synergistic herbicidal effect is obtained, or the phytotoxicity is synergistically reduced, and it is effective against many kinds of grass, so that it has been shown to have a wide herbicidal spectrum. In addition, compared with existing herbicides, the optimum period for application of the herbicide is wider, the occurrence of weeds is suppressed for a long period of time, and the safety of both [ingredient A] and [ingredient B] has been confirmed, so that it does not cause phytotoxicity to wheat and barley, and can contribute to labor saving in cultivation and increased crop production.

Claims

1. A herbicidal composition comprising, as active ingredients, [ingredient A] selected from the group consisting of oxopyrazine derivatives represented by the formula [X] and salts thereof, and [ingredient B] as described below, 1. A herbicide composition, characterized in that the herbicide composition is for use in the cultivation of wheat or barley. [Component A] (In the formula, R represents a lower alkyl group having 1 to 6 carbon atoms, and X represents a halogen atom.) [Component B] [Herbicide] bentazone.

2. The oxopyrazine derivative represented by the formula [X] is represented by the formula [I] The herbicidal composition according to claim 1, wherein the compound is represented by the formula:

3. The herbicide composition according to claim 1 or 2, containing the [component A] and the [component B] in a mass ratio of [component A]:[component B] of 1:0.001 to 1:1000.

4. A herbicidal composition comprising a herbicidally active amount of the herbicidal composition according to any one of claims 1 to 3, at least one liquid carrier and / or solid carrier, and optionally at least one surfactant.

5. The herbicidal composition according to any one of claims 1 to 4, which has a phytotoxicity reducing effect.

6. In producing the herbicidal composition according to claim 4, A method according to any one of claims 1 to 3, and a herbicidally active amount of a herbicidal composition; At least one liquid carrier and / or solid carrier; Optionally, at least one surfactant; and A method for producing a herbicidal composition, comprising mixing

7. A method for controlling the growth of plants undesirable for useful plants by applying the herbicidal composition according to any one of claims 1 to 5 simultaneously or in divided portions to useful plants, or to a place where useful plants are intended to grow or are growing, or to non-agricultural land, The method according to claim 1, wherein the useful plant is a barley plant.

8. 6. A method for controlling the growth of undesirable plants relative to useful plants, comprising the steps of: The method according to claim 1, wherein the useful plant is a barley plant.

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