JP2018104419A - Herbicidal composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a novel herbicidal composition useful as a herbicide for paddy-field rice and a novel weeding method.SOLUTION: A herbicide composition contains a heterocyclic amide compound represented by the following formula, and a component selected from cyhalofop-butyl, pyrazosulfuron-ethyl, dimethametryn, mesotrione, clomazone and the like [X is O; Ris ethylthio or the like; Ris trifluoromethyl or the like; Ris H or the like; Ris H, C-Calkyl or the like; n is an integer of 0-3].SELECTED DRAWING: None

Description

  The present invention relates to a herbicidal composition excellent in effect and a herbicidal method, which contains a specific heterocyclic amide compound and a known herbicide as an active ingredient.

  The heterocyclic amide compound represented by the formula (1) described below and the salt thereof are known compounds having herbicidal activity (see, for example, Patent Document 1).

International Publication No. 2014/192936

  At present, many compounds have been put to practical use as herbicides for paddy rice, but existing drugs are not necessarily completely effective against the weeds to be controlled.

  As a result of diligent research to solve the above problems, the present inventors antagonized each other when the heterocyclic amide compound represented by the formula (1) and a salt thereof are mixed with a certain herbicide. However, they found out that they complemented each other's slaughter spectrum and completed the present invention. That is, the present invention relates to a herbicide composition described in the following [1] to [4] (hereinafter referred to as the present composition) and a herbicidal method described in [5] to [6] (hereinafter referred to as the method of the present invention). .).

[1]
[Component A] selected from the group consisting of the heterocyclic amide compound represented by the formula (1) described below and a salt thereof, and [Component B] described below as active ingredients A herbicidal composition [component A]

[Wherein Q represents an aromatic heterocycle represented by any one of Q-1 to Q-7,

  W represents an aromatic heterocycle represented by W-1, W-2 or W-3,

X represents an oxygen atom or a sulfur atom,
R 1a is a hydrogen atom, a halogen atom, optionally substituted by C 1 -C 6 alkyl, optionally substituted by R 6 (C 1 ~C 6) alkyl, C 3 -C 6 cycloalkyl, R 6 (C 3 ~C 6) cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 6 cycloalkenyl, -C (O) R 8, -C (O) OR 16, cyano, -OR 9, -S (O) m1 R 10, -N (R 11) R 12, -C (= NR 12b) R 8b, phenyl, phenyl substituted by (R 7) p, naphthyl or U-1 To any of U-25 groups,
R 1b is a hydrogen atom, C 1 -C 6 alkyl, optionally substituted by R 6 (C 1 ~C 6) alkyl, C 3 -C 6 cycloalkyl, optionally substituted by R 6 (C 3 ~ C 6 ) cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, phenyl, (R 7 ) phenyl substituted by p , naphthyl, 5-6 membered heteroaryl, (by R 28 and R 28a Represents optionally substituted) 5-6 membered heteroaryl, 3-7 membered heterocyclyl or 3-7 membered heterocyclyl (optionally substituted by R 28 and R 28a );
R 1c represents C 1 -C 6 alkyl,
R 2a is a halogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, -C (O) R 18, -C (O) OR 24, cyano, nitro, -OR 19, -S (O) m3 R 20 , —N (R 21 ) R 22 , phenyl, or phenyl substituted by (R 7 ) p , and when n represents an integer of 2 or more, each R 2a may be the same as or In addition, when two R 2a are adjacent to each other, the two adjacent R 2a form —CH═CH—CH═CH— to bond each R 2a You may form a 6-membered ring with a carbon atom,
R 2c represents C 1 -C 6 haloalkyl,
R 3 is a hydrogen atom, C 1 -C 6 alkyl, (C 1 -C 6 ) alkyl optionally substituted by R 27 , C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 represents alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, -C (O) R 25 or -C (O) oR 26,
R 4a is a hydrogen atom, a halogen atom, optionally substituted by C 1 -C 6 alkyl, optionally substituted by R 27 (C 1 ~C 6) alkyl, C 3 -C 6 cycloalkyl, R 27 (C 3 ~C 6) cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, C 3 -C 6 cycloalkenyl, -NH 2 , C 1 -C 6 alkylamino, di (C 1 -C 6 alkyl) amino, —NHC (O) R 8 , phenyl, phenyl substituted by (R 28 ) r , 5-6 membered heteroaryl, ( 5-6 membered heteroaryl, optionally substituted by R 28 and R 28a ), 3-7 membered heterocyclyl, or 3-7 membered hete (optionally substituted by R 28 and R 28a ) Represents Rocyclyl,
R 4b is a hydrogen atom, halogen atom, cyano, nitro, C 1 -C 6 alkyl, (C 1 -C 6 ) alkyl optionally substituted with R 27 , C 3 -C 6 cycloalkyl, optional with R 27 (C 3 -C 6 ) cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, C 3 -C 6 cyclo alkenyl, -C (O) OR 16, -OR 38, -S (O) m3 R 20, -NH 2, C 1 ~C 6 alkyl amino, di (C 1 -C 6 alkyl) amino, -NHC (O ) R 8 , phenyl, phenyl substituted by (R 28 ) r , 5-6 membered heteroaryl, 5-6 membered heteroaryl (optionally substituted by R 28 and R 28a ), 3-7 membered Terocyclyl or 3-7 membered heterocyclyl (optionally substituted by R 28 and R 28a );
R 4c represents a hydrogen atom, a halogen atom, optionally substituted by C 1 -C 6 alkyl, optionally substituted by R 27 (C 1 ~C 6) alkyl, C 3 -C 6 cycloalkyl, R 27 (C 3 -C 6) cycloalkyl, heteroaryl, phenyl substituted by (R 28) r, heteroaryl 5-6 membered, the (optionally substituted by R 28 and R 28a) 5-6 membered, 3-7 membered heterocyclyl or 3-7 membered heterocyclyl (optionally substituted by R 28 and R 28a ),
R 4d , R 4e , R 4f , R 4g and R 4h each independently represent a hydrogen atom, C 1 -C 6 alkyl or (C 1 -C 6 ) alkyl optionally substituted with R 35 ,
U-1 to U-6, U-6a, U-7 to U-10, U-10a, U-11, U-11a, U-12, U-12a, U-13, U-13a, U- 14 to U-22, U-22a, U-23, U-24, U-25 and U-26 each represent a heterocyclic ring represented by the following structure;

R ^5a and R ^5b are each independently a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted with R ²⁷ , C ₃ -C ₆ cycloalkyl, C ₃ -C _{6 halocycloalkyl,} C 2 -C _{6 alkenyl,} C 2 -C _{6 haloalkenyl,} C 2 -C _{6 alkynyl,} C 2 -C _{6 haloalkynyl,} C 3 -C ₆ cycloalkenyl, phenyl or ^(R _{28) r} Represents phenyl substituted by
R ^5c represents a hydrogen atom, C ₁ -C ₆ alkyl or (C ₁ -C ₆ ) alkyl optionally substituted by R ³⁶ , or R ^5c represents R ^4d and — (CH ₂ ) ₄ — or By forming —CH═CH—CH═CH—, a 6-membered ring may be formed together with the nitrogen atom to which R ^5c is bonded and the carbon atom to which R ^4d is bonded;
R ⁶ is a halogen atom, cyano, C ₃ -C ₆ cycloalkyl, —C (O) R ⁸ , —C (O) OR ¹⁶ , —OR ¹³ , —S (O) _{m 2} R ¹⁴ , phenyl or (R ⁷ ) represents phenyl substituted by _p ;
R ⁷ is a halogen atom, cyano, nitro, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ²⁷ , C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocyclo. _alkyl, C 2 -C _{6 alkenyl,} C 2 -C _{6 haloalkenyl,} C 2 -C _{6 alkynyl,} C 2 -C _{6 haloalkynyl,} C 3 -C _{6 cycloalkenyl,} C 1 -C ₆ alkylcarbonyl, _{C 3} -C _{6 cycloalkylcarbonyl,} C 1 -C _{6 haloalkylcarbonyl,} C 3 -C ₆ halocycloalkyl _carbonyl, C 1 -C _{6 alkoxycarbonyl,} C 1 -C _{6 haloalkoxycarbonyl,} C 1 -C ₆ alkylaminocarbonyl , _C 1 -C ₆ haloalkylcarbonyl aminocarbonyl, di _(C 1 -C ₆ alkylamino) carbonyl, ^{-OR 15 _{, -S (O) m3 R 20}} , C 1 ~C 6 alkylaminosulfonyl, di _(C 1 -C ₆ alkyl) _{aminosulfonyl,} -NH _2, C 1 ~C ₆ alkyl amino, di _(C 1 -C ₆ Alkyl) amino, 5-6 membered heteroaryl, optionally substituted by 5-6 membered heteroaryl (optionally substituted by R ²⁸ and R ^28a ), 3-7 membered heterocyclyl, or (optionally substituted by R ²⁸ and R ^28a ) Represents a 3-7 membered heterocyclyl,
R ⁸ represents a hydrogen atom, C ₁ -C ₆ alkyl or —N (R ^11a ) R ^12a ,
R ^8b represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ⁹ represents a hydrogen atom, C ₁ -C ₆ alkyl or phenyl,
R ¹⁰ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ³⁴ , C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₂ -C ₆ represents _alkenyl, C 2 -C _{6 haloalkenyl,} a C 2 -C ₆ alkynyl or _C 2 -C ₆ haloalkynyl,
R ¹¹ and R ¹² are each independently a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted with R ³⁴ , C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, phenylsulfonyl, phenyl, phenyl substituted by (R ⁷ ) _p , U-7, U-8, U-9 or U-14 to U-19, or R ¹¹ together with R ¹² to form a C ₂ -C ₆ alkylene chain, whereby a nitrogen atom to which R ¹¹ and R ¹² are bonded And the alkylene chain may contain one O, S, S (O), S (O) ₂ or N (R ³³ ), and By an oxo or thioxo group It may be substituted,
R ^11a and R ^12a each independently represent a hydrogen atom, C ₁ -C ₆ alkyl or phenyl, or R ^11a together with R ^12a forms a C ₂ -C ₆ alkylene chain. , R ^11a and R ^12a may form a 3- to 7-membered ring together with the nitrogen atom to which R ^12a is bonded, and at this time, the alkylene chain is O, S, S (O), S (O) ₂ or N ( R ³³ ) and may be substituted by an oxo group or a thioxo group,
R ^12b represents -OR ^19b ;
R ¹³ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ³⁴ , C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C Represents ₆ alkynyl, C ₂ -C ₆ haloalkynyl, —C (O) R ⁸ or phenyl,
R ¹⁴ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ³⁴ , C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C _{6 alkynyl,} C 2 -C ₆ haloalkynyl or phenyl,
R ¹⁵ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ²⁷ , C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₂ -C ₆ represents _alkenyl, C 2 -C _{6 haloalkenyl,} C 2 -C _{6 alkynyl,} C 2 -C ₆ haloalkynyl or _C 3 -C ₆ cycloalkenyl,
R ¹⁶ represents a hydrogen atom, C ₁ -C ₆ alkyl or (C ₁ -C ₆ ) alkyl optionally substituted by R ³⁷ ,
R ¹⁸ represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ¹⁹ represents a hydrogen atom, C ₁ -C ₆ alkyl or phenyl,
R ^19b represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ²⁰ is C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C represents ₆ haloalkynyl or _C 3 -C ₆ cycloalkenyl,
R ²¹ and R ²² each independently represent a hydrogen atom, C ₁ -C ₆ alkyl or phenyl, or R ²¹ together with R ²² forms a C ₂ -C ₆ alkylene chain. , R ²¹ and R ²² may form a 3- to 7-membered ring together with the nitrogen atom to which R ²¹ and R ²² are bonded. At this time, this alkylene chain is O, S, S (O), S (O) ₂ or N ( R ³⁹ ) and may be substituted by an oxo group or a thioxo group,
R ²⁴ represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ²⁵ and R ²⁶ are each independently a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C _2- C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cycloalkenyl or phenyl,
R ²⁷ is halogen atom, cyano, nitro, ^{phenyl, (R} ₂₈₎ phenyl substituted by _{^{r, -C (O) OR 16}} , -OR 29, -S (O) m4 R 30, the 5-6 membered heteroaryl represents heteroaryl, ^(optionally substituted by ^{R 28} and ^{R 28a)} 3-7 membered heterocyclyl or 3-7 membered heterocyclyl to ^(optionally substituted by ^{R 28} and ^{R 28a)} 5-6 membered,
R ²⁸ is a halogen atom, cyano, nitro, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₂ -C ₆ alkenyl, C ₂ -C _{6 haloalkenyl,} C 2 -C _{6 alkynyl,} C 2 -C _{6 haloalkynyl,} a _(C 1 -C _{6 alkoxy)} C 1 -C ₆ alkyl, ^{-OR 31} or -S _(O) m4 ^{R 30} When t2, t3, t4, t5, t7, t8 or t9 represent an integer of 2 or more, each R ²⁸ may be the same as or different from each other, and two R ²⁸ are adjacent to each other. when, by two adjacent ^{R 28} are forming a -CH = CH-CH = CH- together, may form a 6-membered ring together with the carbon atom to which each ^{R 28} is bonded ,
R ^28a represents C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, (C ₁ -C ₆ alkoxy) C ₁ -C ₆ alkyl or (C ₁ -C ₆ alkylthio) C ₁ -C ₆ alkyl,
R ²⁹ , R ³⁰ and R ³¹ are each independently a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₂ -C _{6 alkenyl,} C 2 -C _{6 haloalkenyl,} C 2 -C ₆ represents _alkynyl, C 2 -C _{6 haloalkynyl,} a C 3 -C ₆ cycloalkenyl or phenyl,
R ³³ is R ³⁴ represents a hydrogen atom or a _C 1 -C ₆ alkyl, halogen atom, _cyano, C 3 -C ₆ ^{cycloalkyl, -C (O) R 8,} -C (O) OR 16, -OR _{^{33, -S (O) m6 R}} 33, phenyl, (R ⁷⁾ phenyl substituted by _{p, U-1, U-} 3, U-7, U-8, U-9 , or U-14 through U- 25,
R ³⁵ represents a halogen atom or C ₁ -C ₆ alkoxy;
R ³⁶ represents a halogen atom or C ₁ -C ₆ alkoxy;
R ³⁷ represents C ₁ -C ₆ alkoxy;
R ³⁸ is C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ³⁴ , C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₂ -C _{6 alkenyl,} C 2 -C _{6 haloalkenyl,} C 2 -C ₆ represents _alkynyl, C 2 -C _{6 haloalkynyl,} a C 3 -C ₆ cycloalkenyl or phenyl,
R ³⁹ represents a hydrogen atom or C ₁ -C ₆ alkyl,
t1 represents an integer of 0 or 1, m1, m2, m3, m4, m6 and t2 each independently represents an integer of 0, 1 or 2;
n and t3 each independently represents an integer of 0, 1, 2, or 3,
p and r each independently represents an integer of 1, 2, 3, 4 or 5;
t4 represents an integer of 0, 1, 2, 3 or 4;
t5 represents an integer of 0, 1, 2, 3, 4 or 5,
t7 represents an integer of 0, 1, 2, 3, 4, 5, 6 or 7,
t8 represents an integer of 0, 1, 2, 3, 4, 5, 6, 7 or 8;
t9 represents an integer of 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9. ]
[Component B]
Acetochlor, acifluorfen, acronifene, alachlor, alloxidim, alloxidim sodium, amethrin, amicarbazone, amidosulfuron, aminocyclopyrazole, aminocyclopyracrol salts and esters, aminopyralide, aminopyralide salts and esters, amipro Phosmethyl, amitrol, anilophos, ashram, atrazine, azaphenidine, azimusulfuron, beflubutamide, benazoline ethyl, bencarbazone, benfluralin, benfrate, bensulfuronmethyl, benzulide, bentazone, bentazone sodium, bentazone salt, benchocarb, benzphendizone, benzobicyclo , Benzofenap, bialaphos, bialaphos sodium, bicyclopyrone, bifu Knox, bispyribac, sodium bispyribac, bromacil, bromobutide, bromophenoxime, bromoxynil, bromoxynil salts and esters, butachlor, butaphenacyl, butamifos, butenachlor, butralin, butroxydim, butyrate, caffantrol, carbetamide, carfentrazone ethyl, chloro Methoxyphen, chloromethoxynyl, chloramben, chloramben salts and esters, chloranthrammethyl, chlorflurenol methyl, chloridazone, chlorimuron ethyl, chlorobromulone, chlorotolulone, chloroxuron, chlorphthalim, chlorprofam, chloro IPC, chlorsulfuron , Chlortaldimethyl, chlorthiamide, sinidone ethyl, cinmesrin, sinosulf , Cletodim, clodinahop, clodinahop propargyl, clomazone, clomeprop, clopyralid, clopyralid salts and esters, CNP, cumyllone, cyanazine, cycloate, cyclopyranyl, cyclopyrimolate, cyclosulfamuron, cycloxydim, cihalohop butyl, Dalapon, dazomet, desmedifam, desmethrin, dicamba, dicamba salt and ester, diclobenil, diclohop, diclohopmethyl, dichloroprop, dichloroprop salt and ester, P dichloroprop, P dichloroprop salt and Ester, Diclosram, Difenzocote, Diflufenican, Diflufenzopyr, Diflufenzopyr sodium, Dimepiperate, Dimetamethrin, Dime Tacrolol, dimethenamide, P-dimethenamide, dimesipine, dinitroamine, dinocebu, dinoterb, DNOC, diphenamide, diquat, dithiopyr, diuron, DSMA, diemron, endtal, EPTC, esprocarb, ethalfluralin, ethamethsulfuronate, etofemuset Ethoxysulfuron, flazasulfuron, fenoxaprop, phenoxapropethyl, phenoxasulfone, fenquinotrione, fentrazamide, flamprop, flazasulfuron, florathram, flopirauxifene, flopurauxifenebenzyl, fluazifop, full Adihopbutyl, fluazolate, sodium flukazone, flucetosulfuron, fluchloraline, flufenacet, Fenpyrethyl, flumethram, full microlacpentyl, flumioxazin, fluometuron, fluoroglycophenethyl, flupirsulfuron, flupoxam, flurenol, fluridone, flurochloridone, fluroxypyr, ester of fluroxipyr, flurprimidol, flutamon, fluthiaset methyl , Fomesafen, foramsulfuron, fosamine, glufosinate, glufosinate ammonium, glyphosate, glyphosate ammonium, glyphosate isopropylamine, glyphosate potassium, glyphosate sodium, glyphosate trimesium, haloxifene, haloxifene salts and esters, halosafene, halosulfuron, Halosulfuronmethyl, haloxyhop, haloxyhop Chill, hexazinone, imazametabenzmethyl, imazamox, imazapic, imazapyr, imazetapyr, imazaquin, imazosulfuron, indanophan, indazifram, iodosulfuronmethyl sodium, ioxinyl, ioxynil salts and esters, ipfencarbazone, isoproturon, isouron , Isoxaben, isoxaflutol, carbbutylate, lactofen, lancotrione, lancotrione-sodium salt, lenacyl, linuron, maleic hydrazide, MCPA, MCPA salt and ester, MCPB, MCPB salt and ester, mecoprop, mecoprop salt And esters, P mecoprop, salts and esters of P mecoprop, mefenacet, mefluidide, mesosulfuron Methyl, Mesotrione, Metam, Metamihop, Metamitron, Metazachlor, Metabenzthiazulone, Metazosulfuron, Methiozoline, Methyl azide, Methyl bromide, Methyl diimron, Methyl iodide, Metobenzuron, Metolachlor, S Metolachlor, Methoslam, Metribuzin, Methos Ruflon methyl, methoxuron, molinate, monolinuron, monosulfuron, monosulfuron methyl, MSMA, naproanilide, napropamide, naptalam, naptalam sodium, nebulon, nicosulfuron, norflurazon, OK-701, oleic acid, olvencurve, orthosulfamlone, oryzalin, Oxadialgyl, Oxadiazone, Oxasulfuron, Oxadichromene, Oxyfluorfen, Paraquat, Perak Gonic acid, pendimethalin, penoxsulam, pentanochlor, pentoxazone, petoxamide, phenmedifamethyl, picloram, picloram salt and ester, picolinaphene, pinoxaden, piperophos, pretilachlor, primisulfurone methyl, prodiamine, profluazole, Profoxydim, Prometon, Promethrin, Propacrol, Propanyl, Propoxahop, Propazine, Profam, Propisochlor, Propoxycarbazone sodium, Propyrisulfuron, Propizzamid, Pullsulfocarb, Prosulfuron, Pyraclonil, Pyraflufenethyl, Pyrasulfo Toll, pyrazolinate, pyrazosulfuron, pyrazosulfuron ethyl, pyrazoxifene, pyribenzoxime, pyribuchi Rub, pyridafor, pyridate, pyriftalide, pyriminobacmethyl, pyrimylsulfan, pyrithiobac sodium, pyroxasulfone, piroxyslam, quinclolac, kimmelac, quinoclamine, quizalofop, quizalofopethyl, quizalofoptefuryl, P Quizalofop, Pquizalofop ethyl, Pxallohop tefryl, rimsulfuron, saflufenacil, cetoxydim, ciduron, simazine, cymetrine, SL-261, sulcotrione, sulfentrazone, sulfometuron methyl, sulfosulfuron, TCBA , Salts and esters of TCBA, TCTP, tebutam, tebutiurone, tefriltrione, tembotrione, tepraxidim, terbacil, terbumetone, terbutyrazine, terbutrin, Tetrapion, tenylchlor, thiaflurone, thiazopyr, thiadimine, thiazulone, thiencarbazone methyl, thifensulfuron methyl, thiaphenacyl, tolpyrate, topramezone, tolalkoxydim, triafamon, triarate, triasulfuron, triadifram, tribenuron methyl, triclopyr, triclopyr Salts and esters of Tolyphane, Trietadine, Trifludimoxazine, Trifloxysulfuron, Trifluralin, Triflusulfuronmethyl, Tritosulfuron, 2,4-PA, 2,4-PA salts and esters, 2, 4-D, 2,4-D salts and esters, 2,4-DB, 2,4-DB salts and esters.

[2]
Q represents Q-1;
W represents W-1,
X represents an oxygen atom,
R ^1a represents (C ₁ -C ₆ ) alkyl or —S (O) _m1 R ¹⁰ optionally substituted with R ⁶ ,
R ^2a represents C ₁ -C ₆ haloalkyl,
R ³ represents a hydrogen atom,
R ^4a represents a hydrogen atom or C ₁ -C ₆ alkyl;
R ⁶ represents —S (O) _m2 R ¹⁴ ,
R ¹⁰ and R ¹⁴ each independently represent C ₁ -C ₆ alkyl;
m1 represents an integer of 0;
m2 represents the integer of 0 or 2, The herbicidal composition of [1] description.

[3]
Component B is cihalohop butyl, phenoxaprop ethyl, metamihop, quizalofop ethyl, pyrazosulfuron ethyl, halosulfuron methyl, metazosulfuron, bensulfuron methyl, imazosulfuron, propyrisulfuron, penoxsulam, bispyribac sodium, pyrino Buckmethyl, pyrimisulphan, triafamon, imazetapyr, dimetamethrin, mesotrione, benzobicyclone, benzophenap, fenquinotrione, tefryltrione, pyrazolinate, lancotrione-sodium salt, clomazone, oxadiazone, oxadiargyl, pentoxazone, pyraclonyl, cyclopyranyl , Butachlor, pretilachlor, fentolazamide, fenfentrol, phenoxasulfone, ipfen Rubazon, esprocarb, benfuresate, clomeprop, furo Pirau carboxymethyl Fen benzyl, indanofan, oxaziclomefone, bromobutide, herbicidal composition according to cycloalkyl pyridinium mode rate and dymron [1] or [2].

[4]
Any 1 item | term of [1] thru | or [3] whose 1 or more types of compound chosen from the component B is 0.01-30 mass parts with respect to 1 mass part of 1 or more types of compounds chosen from the component A. A herbicidal composition as described in 1. above.

[5]
[1] One or more compounds selected from the component A described in [1] and one or more compounds selected from the component B described in [1] are treated simultaneously or in close proximity to each other in time. .

[6]
The weeding method according to [5], wherein the weeding method is a weeding method of paddy field weeds.

  According to the present invention, the mixture of Compound A, which is an active ingredient of a herbicide, and a herbicide selected from Group B, complement each other in the herbicidal spectrum without antagonizing, and also exhibits a synergistic effect. For these reasons, the utility of the present invention in practical use is extremely high.

  Specific examples of each substituent shown in the present specification are shown below. Here, n- represents normal, i- represents iso, s- represents secondary, and tert- represents tertiary, and Ph represents phenyl.

  Examples of the halogen atom in the present specification include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom. In the present specification, the notation “halo” also represents these halogen atoms.

The notation of C _a -C _b alkyl in the present specification represents a linear or branched hydrocarbon group having a carbon number of _a to _b , for example, methyl group, ethyl group, n-propyl group, Specific examples include i-propyl group, n-butyl group, i-butyl group, s-butyl group, tert-butyl group, n-pentyl group, 1,1-dimethylpropyl group, n-hexyl group, and the like. Each selected range of carbon atoms is selected.

In the present specification, C _a -C _b cycloalkyl represents a cyclic hydrocarbon group having a carbon number of _a to _b , and forms a monocyclic or complex ring structure having 3 to 6 members. I can do it. Each ring may be optionally substituted with an alkyl group within the range of the specified number of carbon atoms. Specific examples include cyclopropyl group, 1-methylcyclopropyl group, 2-methylcyclopropyl group, 2,2-dimethylcyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, etc. Selected in a range of numbers.

The notation of C _a -C _b halocycloalkyl in the present specification represents a cyclic hydrocarbon group having _a to _b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom. A monocyclic or complex ring structure from a 3-membered ring to a 10-membered ring can be formed. Each ring may be optionally substituted with an alkyl group within the range of the specified number of carbon atoms, and the substitution with a halogen atom may be a ring structure part, a side chain part, They may be both, and when they are substituted by two or more halogen atoms, the halogen atoms may be the same as or different from each other. For example, 2,2-difluorocyclopropyl group, 2,2-dichlorocyclopropyl group, 2,2-dibromocyclopropyl group, 2,2-difluoro-1-methylcyclopropyl group, 2,2-dichloro-1-methyl Specific examples include cyclopropyl group, 2,2-dibromo-1-methylcyclopropyl group, 2,2,3,3-tetrafluorocyclobutyl group, etc., each selected within the range of the specified number of carbon atoms. The

In the present specification, C _a -C _b alkenyl is a linear or branched chain composed of _a to _b carbon atoms and has one or more double bonds in the molecule. Represents a saturated hydrocarbon group, for example, vinyl group, 1-propenyl group, 2-propenyl group, 1-methylethenyl group, 2-butenyl group, 2-methyl-2-propenyl group, 3-methyl-2-butenyl group, 1 , 1-dimethyl-2-propenyl group and the like are listed as specific examples, and each is selected within the range of the designated number of carbon atoms.

In the present specification, C _a -C _b haloalkenyl is a linear or branched chain in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom, and the number of carbon atoms is ab. And an unsaturated hydrocarbon group having one or more double bonds in the molecule. At this time, when substituted with two or more halogen atoms, the halogen atoms may be the same as or different from each other. For example, 2,2-dichlorovinyl group, 2-fluoro-2-propenyl group, 2-chloro-2-propenyl group, 3-chloro-2-propenyl group, 2-bromo-2-propenyl group, 3,3-difluoro -2-propenyl group, 2,3-dichloro-2-propenyl group, 3,3-dichloro-2-propenyl group, 2,3,3-trifluoro-2-propenyl group, 2,3,3-trichloro- 2-propenyl group, 1- (trifluoromethyl) ethenyl group, 4,4-difluoro-3-butenyl group, 3,4,4-trifluoro-3-butenyl group, 3-chloro-4,4,4- Specific examples include a trifluoro-2-butenyl group and the like, and each is selected within the range of the designated number of carbon atoms.

The notation of C _a -C _b cycloalkenyl in the present specification represents a cyclic unsaturated hydrocarbon group having 1 to 2 carbon atoms and having 1 or 2 or more double bonds. A monocyclic or complex ring structure from a member ring to a 6-member ring can be formed. Each ring may be optionally substituted with an alkyl group within the range of the specified number of carbon atoms, and the double bond may be either endo- or exo-. Specific examples include 1-cyclopenten-1-yl group, 2-cyclopenten-1-yl group, 1-cyclohexen-1-yl group, 2-cyclohexen-1-yl group, and the like. Selected in a range of numbers.

In the present specification, C _a -C _b alkynyl is a linear or branched chain composed of _a to _b carbon atoms and has one or more triple bonds in the molecule. Represents a hydrocarbon group, for example, ethynyl group, 1-propynyl group, 2-propynyl group, 1-butynyl group, 2-butynyl group, 3-butynyl group, 1,1-dimethyl-2-propynyl group, etc. Each of which is selected for each specified number of carbon atoms.

In the present specification, C _a -C _b haloalkynyl represents a linear or branched chain in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom, and the number of carbon atoms is a to b. And an unsaturated hydrocarbon group having one or more triple bonds in the molecule. At this time, when substituted with two or more halogen atoms, the halogen atoms may be the same as or different from each other. Specific examples include 2-chloroethynyl group, 2-bromoethynyl group, 2-iodoethynyl group, 3-chloro-2-propynyl group, 3-bromo-2-propynyl group, 3-iodo-2-propynyl group and the like. Each of which is selected for each specified number of carbon atoms.

In the present specification, C _a -C _b haloalkyl is represented by a linear or branched chain having _a to _b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom. Represents a hydrocarbon group, and when substituted by two or more halogen atoms, the halogen atoms may be the same as or different from each other. For example, fluoromethyl group, chloromethyl group, bromomethyl group, iodomethyl group, difluoromethyl group, dichloromethyl group, trifluoromethyl group, chlorodifluoromethyl group, trichloromethyl group, bromodifluoromethyl group, 2-fluoroethyl group, 2- Chloroethyl group, 2-bromoethyl group, 2,2-difluoroethyl group, 2,2,2-trifluoroethyl group, 2-chloro-2,2-difluoroethyl group, 2,2,2-trichloroethyl group, 1 , 1,2,2-tetrafluoroethyl group, 2-chloro-1,1,2-trifluoroethyl group, pentafluoroethyl group, 3,3,3-trifluoropropyl group, 2,2,3,3 , 3-pentafluoropropyl group, 1,1,2,3,3,3-hexafluoropropyl group, heptafluoropropyl group 2,2,2-trifluoro-1- (trifluoromethyl) ethyl group, 1,2,2,2-tetrafluoro-1- (trifluoromethyl) ethyl group, 2,2,3,3,4, Specific examples include 4,4-heptafluorobutyl group, nonafluorobutyl group and the like, and each is selected within the range of the number of carbon atoms designated.

The notation of C _a -C _b alkoxy in the present specification represents an alkyl-O— group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methoxy group, ethoxy group, n-propyloxy group, Specific examples include an i-propyloxy group, an n-butyloxy group, an i-butyloxy group, an s-butyloxy group, a tert-butyloxy group, and the like, and each is selected within the range of the designated number of carbon atoms.

The notation of C _a -C _b alkylthio in the present specification represents an alkyl-S-group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methylthio group, ethylthio group, n-propylthio group, i Specific examples include -propylthio group, n-butylthio group, i-butylthio group, s-butylthio group, tert-butylthio group and the like, which are selected within the range of the number of carbon atoms specified.

The notation of C _a -C _b alkylcarbonyl in the present specification represents an alkyl-C (O) -group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, acetyl group, propionyl group, butyryl group. , Isobutyryl group, valeryl group, isovaleryl group, 2-methylbutanoyl group, pivaloyl group, hexanoyl group, heptanoyl group and the like, and specific examples thereof are selected within the range of the respective designated number of carbon atoms.

The notation of C _a -C _b haloalkylcarbonyl in the present specification represents a haloalkyl-C (O) -group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as a fluoroacetyl group, a chloroacetyl group, Difluoroacetyl group, dichloroacetyl group, trifluoroacetyl group, chlorodifluoroacetyl group, bromodifluoroacetyl group, trichloroacetyl group, pentafluoropropionyl group, heptafluorobutanoyl group, 3-chloro-2,2-dimethylpropanoyl group Etc. are given as specific examples, and each is selected within the range of the designated number of carbon atoms.

The notation of C _a -C _b cycloalkylcarbonyl in the present specification represents a cycloalkyl-C (O) -group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as cyclopropylcarbonyl group, 2 Specific examples include -methylcyclopropylcarbonyl group, cyclobutylcarbonyl group, etc., and each is selected within the range of the designated number of carbon atoms.

In the present specification, the expression C _a -C _b halocycloalkylcarbonyl represents a halocycloalkyl-C (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms. Specific examples include a dichlorocyclopropylcarbonyl group, a 2,2-dichloro-1-methylcyclopropylcarbonyl group, and the like, which are selected in the range of the designated number of carbon atoms.

The notation of C _a -C _b alkoxycarbonyl in the present specification represents an alkyl-O—C (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, for example, methoxycarbonyl group, ethoxycarbonyl Group, n-propyloxycarbonyl group, i-propyloxycarbonyl group, n-butoxycarbonyl group, i-butoxycarbonyl group, tert-butoxycarbonyl group and the like, and specific ranges of the number of carbon atoms are designated. Selected.

The notation of C _a -C _b haloalkoxycarbonyl in the present specification represents a haloalkyl-O—C (O) — group having the above-mentioned meaning consisting of _a to _b carbon atoms, such as a chloromethoxycarbonyl group, Specific examples include 2-chloroethoxycarbonyl group, 2,2-difluoroethoxycarbonyl group, 2,2,2-trifluoroethoxycarbonyl group, 2,2,2-trichloroethoxycarbonyl group, and the like. Selected in the range of the number of carbon atoms.

The notation of C _a -C _b alkylaminocarbonyl in the present specification represents a carbamoyl group in which one of the hydrogen atoms is substituted with an alkyl group having the above-mentioned meaning consisting of carbon atoms of _a to _b , for example, a methylcarbamoyl group , Ethylcarbamoyl group, n-propylcarbamoyl group, i-propylcarbamoyl group, n-butylcarbamoyl group, i-butylcarbamoyl group, s-butylcarbamoyl group, tert-butylcarbamoyl group, etc. Selected within the specified number of carbon atoms.

In the present specification, the expression C _a -C _b haloalkylaminocarbonyl represents a carbamoyl group in which one of the hydrogen atoms is substituted with a haloalkyl group having the above-described meaning consisting of _a to _b carbon atoms, for example, 2-fluoro Specific examples include ethylcarbamoyl group, 2-chloroethylcarbamoyl group, 2,2-difluoroethylcarbamoyl group, 2,2,2-trifluoroethylcarbamoyl group, etc. Is done.

In the present specification, the notation of di (C _a -C _b alkyl) aminocarbonyl means in the above meaning that the number of carbon atoms which may be the same or different from each other is _a to _b. Represents a carbamoyl group substituted by an alkyl group, such as N, N-dimethylcarbamoyl group, N-ethyl-N-methylcarbamoyl group, N, N-diethylcarbamoyl group, N, N-di (n-propyl) carbamoyl Specific examples include a group, an N, N-di (n-butyl) carbamoyl group, and the like, and each is selected within the range of the designated number of carbon atoms.

The notation of C _a -C _b alkylaminosulfonyl in the present specification represents a sulfamoyl group in which one of the hydrogen atoms is substituted with an alkyl group having the above-mentioned meaning consisting of _a to _b carbon atoms. Moyl group, ethylsulfamoyl group, n-propylsulfamoyl group, i-propylsulfamoyl group, n-butylsulfamoyl group, i-butylsulfamoyl group, s-butylsulfamoyl group, tert Specific examples include a -butylsulfamoyl group and the like, which are selected within the range of the number of carbon atoms designated.

In the present specification, the notation of di (C _a -C _b alkyl) aminosulfonyl means in the above meaning that the number of carbon atoms which may be the same or different from each other is _a to _b. Represents a sulfamoyl group substituted by an alkyl group, such as N, N-dimethylsulfamoyl group, N-ethyl-N-methylsulfamoyl group, N, N-diethylsulfamoyl group, N, N-di- Specific examples include (n-propyl) sulfamoyl group, N, N-di (n-butyl) sulfamoyl group and the like, and each is selected within the range of the designated number of carbon atoms.

The notation of C _a -C _b alkylamino in the present specification represents an amino group in which one of the hydrogen atoms is substituted with an alkyl group having the above-mentioned meaning consisting of a carbon atom number ab, such as a methylamino group, Specific examples include an ethylamino group, an n-propylamino group, an i-propylamino group, an n-butylamino group, an i-butylamino group, a tert-butylamino group, and the range of each designated number of carbon atoms. Selected.

In the present specification, the notation of di (C _a -C _b alkyl) amino has the above-mentioned meaning that the number of carbon atoms which may be the same or different from each other is ab. Represents an amino group substituted by an alkyl group, such as dimethylamino group, ethyl (methyl) amino group, diethylamino group, n-propyl (methyl) amino group, i-propyl (methyl) amino group, di (n-propyl) Specific examples include an amino group, a di (n-butyl) amino group, and the like, and each is selected within the range of the designated number of carbon atoms.

Optionally substituted by ^{R 6} herein _(C a _{~C b)} ^alkyl, optionally substituted by ^{R 27} _(C a _{~C b)} ^alkyl, optionally substituted by ^{R 34} _(C a ~ C _b) ^alkyl, optionally substituted by ^{R 35} _(C a ^~C _b) ^alkyl, optionally substituted by ^{R 36} _(C a ^~C _b) optionally substituted by alkyl or ^{R 37} _{(C a} -C _b) notation alkyl or the like, by any ^{R 6, R 27, R 34} , R 35, R 36 or ^{R 37,} the carbon atoms bonded to hydrogen atoms are optionally substituted carbon atoms a~ It represents an alkyl group as defined above consisting of b, and is selected in the range of the respective designated number of carbon atoms. At this time, when two or more substituents R ⁶ , R ²⁷ , R ³⁴ , R ³⁵ , R ³⁶ or R ³⁷ on each (C _a -C _b ) alkyl group are present, each R ⁶ , R ²⁷ , R ³⁴ , R ³⁵ , R ³⁶ or R ³⁷ may be the same as or different from each other.

Optionally substituted by ^{R 6} herein _(C a _{~C b)} optionally substituted by cycloalkyl or ^{R 27} _(C a _{~C b)} notation cycloalkyl or the like, any of ^{R 6} or R ²⁷ represents a cycloalkyl group as defined above, wherein the number of carbon atoms optionally substituted with hydrogen atoms bonded to carbon atoms is ab, and is selected within the respective specified number of carbon atoms . At this time, when two or more substituents R ⁶ or R ²⁷ on each (C _a -C _b ) cycloalkyl group are present, each R ⁶ or R ²⁷ may be the same as or different from each other, and further substituted The position may be a ring structure moiety, a side chain moiety, or both.

In the present specification, “R ¹¹ may form a C ₂ -C ₆ alkylene chain together with R ¹² to form a 3- to 7-membered ring together with the nitrogen atom to which R ¹¹ and R ¹² are bonded. In this case, this alkylene chain may contain one O, S, S (O), S (O) ₂ or N (R ³³ ), and may be substituted by an oxo group or a thioxo group ”,“ R ^11a may form a C ₂ -C ₆ alkylene chain together with R ^12a to form a 3- to 7-membered ring with the nitrogen atom to which R ^11a and R ^12a are bonded. Wherein the alkylene chain may contain one O, S, S (O), S (O) ₂ or N (R ³³ ) and may be substituted by an oxo or thioxo group ”and “R ²¹ is with R ²² This means that by forming a C ₂ -C ₆ alkylene chain, a 3- to 7-membered ring may be formed together with the nitrogen atom to which R ²¹ and R ²² are bonded. , S (O), S (O) ₂ or N (R ³⁹ ) may be substituted by an oxo group or a thioxo group ”, for example, aziridine, azetidine , Azetidin-2-one, pyrrolidine, pyrrolidin-2-one, oxazolidine, oxazolidine-2-one, oxazolidine-2-thione, thiazolidine, thiazolidine-2-one, thiazolidine-2-thione, imidazolidine, imidazolidine-2 -One, imidazolidine-2-thione, piperidine, piperidin-2-one, piperidine-2-thione, 2H-3,4,5 6-tetrahydro-1,3-oxazin-2-one, 2H-3,4,5,6-tetrahydro-1,3-oxazin-2-thione, morpholine, 2H-3,4,5,6-tetrahydro- 1,3-thiazin-2-one, 2H-3,4,5,6-tetrahydro-1,3-thiazin-2-thione, thiomorpholine, thiomorpholine-1-oxide, thiomorpholine-1,1-dioxide , Perhydropyrimidin-2-one, piperazine, homopiperidine, homopiperidin-2-one, heptamethyleneimine, and the like, and each is selected in the range of the specified number of atoms.

In the present specification, (C _a -C _b alkoxy) C _d -C _e alkyl or (C _a -C _b alkylthio) C _d -C _e alkyl and the like are represented by any C _a -C having the above-mentioned meanings, respectively. _b represents a linear or branched hydrocarbon group consisting of de to e carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted by an alkoxy group or a C _{a to} C _b alkylthio group, Each selected range of carbon atoms is selected.

  The term “5-6 membered aromatic heterocycle” in the present specification means that the number of atoms constituting the ring is 5 to 6, and 1 to 5 heteroatoms (the heteroatoms in the atoms constituting the ring). Is a monocyclic aromatic heterocyclic ring containing a nitrogen atom, an oxygen atom or a sulfur atom.) Specific examples include pyrrole, pyrazole, imidazole, triazole, tetrazole, pyridine, Examples include pyridazine, pyrimidine, pyrazine, triazine, furan, thiophene, thiazole, isothiazole, oxazole, isoxazole, oxadiazole, thiadiazole and the like.

  Further, when the “5-6 membered aromatic heterocycle” has a C═N double bond, the nitrogen atom may be an N-oxide.

  The term “5-6-membered heteroaryl” in the present specification means a monovalent substituent obtained by removing one hydrogen atom at any position from the above-mentioned definition “5-6-membered aromatic heterocycle”. In addition, those coupling positions are not particularly limited, and may be coupled at a desired position.

As used herein, “3-7 membered non-aromatic heterocycle”
1) The number of atoms constituting the ring is 3 to 7,
2) 1 to 3 heteroatoms (the hetero atom means a nitrogen atom, an oxygen atom or a sulfur atom) in the atoms constituting the ring,
3) The ring may contain a carbonyl group, a thiocarbonyl group, a double bond or a triple bond,
4) When a sulfur atom is contained in the atoms constituting the ring, the sulfur atom may be a sulfinyl group or a sulfonyl group.
Means a monocyclic non-aromatic heterocyclic ring, and specific examples thereof include, Examples thereof include diazepine, oxetane, tetrahydrofuran, 1,3-dioxolane, tetrahydropyran, 1,4-dioxane, oxepane, homomorpholine and the like.

  The “3-7 membered heterocyclyl” in the present specification means a monovalent substituent obtained by removing one hydrogen atom at any position from the above-mentioned definition “3-7 membered non-aromatic heterocycle”. In addition, those coupling positions are not particularly limited, and may be coupled at a desired position.

As used herein, “5-6-membered heteroaryl optionally substituted with R ²⁸ and R ^28a ” means a hydrogen atom on a carbon atom that forms the ring of “5-6-membered heteroaryl”. Represents a “5-6-membered heteroaryl” optionally substituted on a carbon atom by an arbitrary R ²⁸ , wherein the atoms constituting the ring of the “5-6-membered heteroaryl” have nitrogen If present and the nitrogen atom can assume the NH structure, the hydrogen atom on the nitrogen atom may be optionally substituted on the nitrogen atom by any R ^28a within the range of the number of hydrogen present. "5-6 membered heteroaryl". At this time, the substituent R ²⁸ on the carbon atom constituting the ring of each “5-6 membered heteroaryl” and the substituent R ^28a substituted with the nitrogen atom capable of forming the NH structure constituting the ring are independent of each other. Each of R ²⁸ and R ^28a may be the same or different from each other, and when two R ²⁸ are adjacent to each other, the two adjacent R ²⁸ are combined to form —CH═ By forming CH—CH═CH—, a 6-membered ring may be formed together with the carbon atom to which each R ²⁸ is bonded.

As used herein, “3-7 membered heterocyclyl optionally substituted with R ²⁸ and R ^28a ” refers to the number of hydrogen atoms present on the carbon atom that constitutes the ring of “3-7 membered heterocyclyl”. Represents a “3-7 membered heterocyclyl” optionally substituted on a carbon atom by any R ^{28 in} the range wherein nitrogen is present in the atoms constituting the ring of “3-7 membered heterocyclyl”, and If the nitrogen atom can take the NH structure, the hydrogen atom on the nitrogen atom may be optionally substituted on the nitrogen atom by any R ^28a within the number of hydrogens present. “Heterocyclyl”. At this time, the substituent R ²⁸ on the carbon atom constituting the ring of each “3-7 membered heterocyclyl” and the substituent R ^28a substituted with the nitrogen atom capable of forming the NH structure constituting the ring are independently represented. When two or more are present, each R ²⁸ and R ^28a may be the same as or different from each other, and when two R ²⁸ are adjacent to each other, the two adjacent R ²⁸ together are —CH═CH By forming —CH═CH—, a 6-membered ring may be formed together with the carbon atom to which each R ²⁸ is bonded.

  The heterocyclic amide compound represented by the formula (1) used as component A of the herbicidal composition of the present invention is a known compound described in International Patent Application Publication (WO2014 / 192936), specifically, The compounds of Table 1 are mentioned. However, the heterocyclic amide compound used as component A of the herbicidal composition of the present invention is not limited to these.

  In the table, “Me” represents a methyl group, and similarly, Et represents an ethyl group, Pr represents a propyl group, Ph represents a phenyl group, and i- represents iso.

  [Table 1]

――――――――――――――――――――――――――――――――――――――
No. R ^1a (R ^2a ) _n XR ³ R ^4a Melting point (° C)
――――――――――――――――――――――――――――――――――――――
A-1 SEt 5-CF ₃ OHH 189-191
A-2 CH ₂ S (i-Pr) 5-CF ₃ OH Me 156-157
A-3 CH ₂ S (O) ₂ (i-Pr) 5-CF ₃ OH Me 182-184
A-4 CH ₂ S (O) ₂ (Et) 5-CF ₃ OH Me 219-221
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The herbicidal composition of the present invention can be used as a herbicide for paddy fields in any treatment method of soil treatment and foliage treatment under flooded water. As paddy weeds, for example, Azegaya (chinese sprangletop, Leptochloa chinensis), Onidazegaya (bearded sprangletop, Leptochloa fascicularis), Barnyard grass, Echinochloa crus-galli, Komebie (Junglerice, Echinochloa colonlo, Echinochloa colonum, Thailand, oryzicola), southern cutgrass, Leersia hexandra, knotgrass, Paspalum distichum, saramollagrass, Ischaemum rugosum, itchgrass, Rottboellia cochinchins , Alexandergrass, Brachiaria plantaginea, large crabgrass, Digitaria sanguinalis, sea bream (crowfoot grass, Dactyloctenium aegyptium), goosegrass, Eleusine indica, weed, rice, orza Gramineae weeds, such as bermuda grass, Cynodon dactylon, and fallen panicum (Panicum dichotomiflorum); Schoenoplectus juncoides), Shizui (Schoenoplectus nipponicus), Japanese flounder (ricefield bulrush, Schoenoplectus mucronatus), Cyperus serotinus, Smallflower umbrella sedge, Cyperus difformis, Rice perch , Cyperus rotundus), yellow nutsedge, Cyperus esculentus, and cynoaceae (Cyperaceae) weeds, such as cosmopolitan bulrush, Bolboschoenus martimus, water plantain, Alisma canalihead taria pygmaea), as well as Omodaka (three leaf arrowhead, Sagittaria trifolia) etc. Species (Commelinaceae) weeds, Mizuaoi (heartleaf false pickerelweed, Monochoria korsakowii), oak (oval-leafed pondweed, Monochoria vaginalis), American oak (ducksalad, Heteranthera limosa), and water hyacinth (Eichhornia cress) Weeds represented by Pontederiaceae weeds, threestamen waterwort, Elatine triandra, etc. Lythraceae weed, clove Deer (Ludwigia epilobioides), red-crowned beetle (Oxother primrose-willow, Ludwigia octovalvis) and other species such as Oenotheraceae weeds, abalone (rushlike dopatrium, Dopatrium junceum), giant abalone (Gratiola japonica), chrysanthemum (dwarmn, Liwara) sessiliflora), Azena (prostrate false pimpernel, Lindernia pyxidaria), American Azena (yellowseed false pimpernel, Lindernia dubia) Amaranth, Amaranthus spinosus, etc., Amaranthaceae weeds, water pepper, Polygonum hydropiper, etc., Polygonaceae weeds, Nagabo nourushi, represented by gooseweed, Sphenoclea zeylanica, etc. Family (Sphenocleaceae) weed, Leguminosae (Fabaceae) weeds represented by Sanem (indian jointvetch, Aeschynomene indica), American horned sansane (hemp sesbania, Sesbania exaltata) and others Asteraceae weeds represented by false daisy, Eclipta prostrata, goatweed, Ageratum conyzoides, etc. Convolvulaceae weeds represented by swamp morningglory, Ipomoea aquatica, etc. , Lemaceae weeds typified by Drosdaceae (Marsileaceae), duckweed (Spirodela polyrhiza), duckweed, Lemna paucicostata, etc. In addition, it is represented by Hirumushiro (roundleaf pondweed, Potamogeton distinctus) Rumushiro Department (Potamogetonaceae) weeds, and the like.

  In addition, the herbicidal composition of the present invention can be used as a herbicide for field and orchard in any treatment method of soil treatment, soil admixture treatment, and foliage treatment. Examples of upland weeds include fall panicum, Panicum dichotomiflorum, shutter cane (shattercane, Sorgham bicolor), johnson grass (johnson grass, sorghum halepense), and barnyard grass (Echinochloa crus-galli var. Crus-galli). , Japanese barnyard millet, Echinochloa utilis, Japanese crabgrass, Digitaria ciliaris, Sourgrass, Digitaria insulart, Digitaria insulart cr horizontalis, wild oat, Avena fatua, blackgrass (blackgrass, Alopecurus myosuroides), sparrows (shortawn foxtail, Alopecurus aequalis), yellowgrass (windgrass, Apera spica-venti), downy brome, bromus tector Rat wheat (italian ryegrass, Lolium multiflorum), bo Wheat (rigid ryegrass, Lolium rigidum), Himekanarisakoshiyoshi (littleseed canarygrass, Phalaris minor), Eurasian bluegrass, Poa annua, Crunchy (goosegrass, Eleusine indica), Green foxtail, Setaria viridis (green foxtail, Setaria viridis) , Setaria faberi), signal grass (signalgrass, Brachiaria decumbens), and grasses (Poaceae), such as southern sandbur, Cenchrus echinatus, and cyperaceae, such as purple nutsedge, Cyperus rotundus. (Cyperaceae) weeds, black nightshade (Solanum nigrum), and solanaceae weeds, velvetleaf, Abutilon theophrasti, and American golden beetle typified by jirosonweed, Datura stramonium (Prickly sida, Sida spinosa) Convolvulaceae typified by malvaceae weeds, tall morning-glory, Ipomoea purpurea, American morning glory (ivyleaf morning-glory, Ipomoea hederacea), and Japanese bindweed, Calystegia hederacea ) Weeds, purple amaranth, Amaranthus lividus, red root pigweed, Amaranthus retroflexus, palmer amaranth, Amaranthus palmeri, and the common water family of tall waterhemp, Amaranthus tuberculatus (Amaranthaceae) weeds, common fleas (common cocklebur, Xanthium strumarium), ragweed (common ragweed, Ambrosia artemisiifolia), giant ragweed, Ambrosia trifida, horseweed, Conyza canadensis, common ragweed, sunflower (Pineappleweed, Matricaria matricarioides), Asteraceae grasses (Asteraceae) represented by hairy galinsoga, Galinsoga ciliata, canada thistle, Cirsium arvense, common groundsel, Senecio vulgaris, and common fleabane, Erigeron annuus Rabbitaceae (Brassicaceae) weeds, such as common leaf (variableleaf yellowcress, Rorippa indica), black mustard (wild mustard, Sinapis arvensis), and nazuna (sherpherd's purse, Capsella bursa-pastoris) , As well as Polygonaceae weeds represented by wild buckwheat, Polygonum convolvulus, etc., Weeds (Portulacaceae) weed represented by common purslane, Portulaca oleracea, and lambsquarters, Chenopodium album, Koakaza (figleaved goosefoot, Chenopodium ficifolium), Butterflies (koch) ia, Kochia scoparia), Russian thistle (Russian thistle, Salsola tragus) and other representatives of the red weeds (Chenopodiaceae), common chickweed (Stellaria media), and the like, Caryophyllaceae weeds, Plantasaceae (Plantaginaceae) weeds, represented by persian speedwell, Veronica persica, and other species, Commelinaceae weeds, represented by Asiatic dayflower, Commelina communis, and Benghal dayflowe, Commelina benghalensis (Henbit, Lamium amplexicaule), and Lamiaceae weeds represented by purple deadnettle, Lamium purpureum, etc., wild poinsettia, Euphorbia heterophylla, and spotted spurge, Euphorbia maculata Euphorbiaceae weed, Yaemugu (False cleavers, Galium spurium), Rubiaceae weed represented by Asian madder, Rubia akane, etc., Violaceae weed represented by pansy, Viola tricolor, etc. Leguminosae (Papaveraceae) weed represented by filed poppy, Papaver rhoeas), American horned foxtail (hemp sesbania, Sesbania exaltata), and legume (Fabaceae) weed represented by egebusa (sicklepod, Cassia obtusifolia) Oxalidaceae weeds and the like typified by crabs (creeping woodsorrel, Oxalis corniculata) and the like.

  Furthermore, the herbicidal composition of the present invention includes, for example, land for industrial facilities such as bank slopes, riverbeds, road shoulders and slopes, railroads, park green spaces, grounds, parking lots, airports, factories and storage facilities, Can weed a wide range of weeds in non-agricultural lands that need to control the growth of weeds, such as fallow land or city-paid land, or in orchards, pastures, lawns, forestry areas, etc. . The weeds include those mentioned in the field and orchard weeds, as well as the annual bluegrass, Poa annua, dandelion, Taraxacum officinale, hairy fleabane, Conyza bonariensis, and horza canadensis), Giant fleabane, Conyza sumatrensis, Wavy bittercress, Cardamine flexuosa, white clover, Trifolium repens, lawn pennywort, Hydrocotyle sibthorpioia, lawn pennywort, Hydrocotyle sibthorpioides, green kyllinga, Kyllinga brevifolia) and horsetail (field horsetail, Equisetum arvense).

  The herbicidal composition of the present invention can be applied to a useful plant, or a place where the useful plant is intended to grow or grow, or a non-agricultural land by acting simultaneously or dividedly. In contrast, undesirable plant growth can be controlled. The useful plants include field crops, paddy field crops, horticultural crops, turf, fruit trees and the like.

  The useful plant as used in the present invention specifically includes, for example, corn, rice, wheat, barley, rye, oat, sorghum, cotton, soybean, peanut, buckwheat, sugar beet, rapeseed, sunflower, sugarcane and tobacco. Agricultural crops: Eggplants, tomatoes, peppers, peppers, potatoes, cucurbits, pumpkins, zucchini, watermelons, melons, cruciferous vegetables (radish, turnip, horseradish, kohlrabi, Chinese cabbage, Cabbage, mustard, broccoli, cauliflower, etc.), asteraceae vegetables (burdock, shungiku, artichoke, lettuce, etc.), liliaceae vegetables (leek, onion, garlic, asparagus), seriaceae vegetables (carrot, parsley, celery, American boofish) Etc.), red crustaceae vegetables (spinach, fu Vegetables such as licorice, perilla (vegetables such as perilla, mint, basil), vegetables such as strawberries, sweet potatoes, yam and taro; berries (apples, pears, Japanese pears, quince, quince, etc.), nuclear fruits (peaches, Plum, Nectarine, Ume, Sweet cherry, Apricot, Prunes, etc.), Citrus (Satsuma mandarin, Orange, Lemon, Lime, Grapefruit, etc.), Fruits (Chestnut, Walnut, Hazel, Almond, Pistachio, Cashew nut, Macadamia nut, etc.), Liquid Fruits such as fruits (blueberries, cranberries, blackberries, raspberries, etc.), grapes, oysters, olives, loquats, bananas, coffee, date palms, coconut palms and oil palms; tea, mulberry, roadside trees (ash, birch, dogwood, eucalyptus) , Ginkgo, lilac, maple Oaks, poplars, redwoods, fus, platanus, zelkova, blackfish, Japanese amberjack, eels, pine, pine, spruce, yew, elm, redwood, etc.), coral jug, dogwood, cedar, cypress, croton, masaki and kanamochi Trees: Shiba (Nasis, Pleurotus, etc.), Bermudagrass (Gyogishiba, etc.), Bentgrass (Ponus, Hykonukagusa, Itokonukagusa, etc.), Bluegrass (Nagahagusa, Oosuzunokatabira, etc.), Fescue (Onishinokegusa, Ito) Lawn grasses, such as oxgrass, cynomolgus, etc.), ryegrass (rats, barleys, etc.), camouflage and prickly frogs; oil crops, such as oil palm and oilseed moth; flowers (roses, carnations, chrysanthemum, eustoma, gypsophila, moths) -Vera, Marigold, Salvia, Petunia, Verbena, Tulip, Aster, Gentian, Lily, Pansy, Cyclamen, Orchid, Lily of the valley, Lavender, Stock, Habutton, Primula, Poinsettia, Gladiolus, Cattleya, Daisy, Verbena, Symbidium, Begonia, etc.) A foliage plant and the like can be mentioned, but the invention is not limited thereto.

  In addition, useful plants referred to in the present invention include HPPD inhibitors such as isoxaflutol, ALS inhibitors such as imazetapyr and thifensulfuron methyl, EPSP synthase inhibitors such as glyphosate, and glutamine synthetase inhibitors such as glufosinate. , Plants that have been given resistance to acetyl-CoA carboxylase inhibitors such as cetoxydim, PPO inhibitors such as flumioxazin, herbicides such as bromoxynil, dicamba and 2,4-D by classical breeding methods and gene recombination techniques Is also included.

  Examples of “agricultural and horticultural plants” that have been given resistance by classical breeding methods include rapeseed, wheat, sunflower, rice, and corn that are resistant to imidazolinone-based ALS-inhibiting herbicides such as imazetapil. It has already been sold under the product name>.

  Similarly, there are soybeans that are resistant to sulfonylurea ALS-inhibiting herbicides such as thifensulfuron methyl by classical breeding methods and are already sold under the trade name STS soybeans. Similarly, SR corn and the like are examples of agricultural and horticultural plants to which resistance has been imparted to acetyl CoA carboxylase inhibitors such as trion oxime and aryloxyphenoxypropionic acid herbicides by classical breeding methods. Agro-horticultural plants tolerated by acetyl-CoA carboxylase inhibitors are the Proceedings of the National Academy of Sciences of the United States of America (Proc.Natl.Acad .Sci. USA) 87, 7175-7179 (1990). A mutant acetyl CoA carboxylase resistant to an acetyl CoA carboxylase inhibitor has been reported in Weed Science 53, 728-746 (2005). A plant resistant to an acetyl-CoA carboxylase inhibitor can be produced by introducing a mutation into the plant acetyl-CoA carboxylase or introducing a mutation associated with imparting resistance into the plant. Furthermore, a nucleic acid introduced with a base substitution mutation represented by chimera plastic technology (Gura T. 1999. Repairing the Genome's Spelling Mistakes. Science 285: 316-318) is introduced into a plant cell to produce a crop (acetyl CoA carboxylase / herbicide). Plants that are resistant to acetyl-CoA carboxylase inhibitors / herbicides can be created by inducing site-specific amino acid substitution mutations in the target) gene.

  Examples of agricultural and horticultural plants imparted with resistance by genetic recombination technology include glyphosate-resistant corn, soybean, cotton, rapeseed, sugar beet varieties, Roundup Ready (registered trademark), Aglisher GT ( (Agriculture GT) <registered trademark> and the like. Similarly, there are corn, soybean, cotton and rapeseed varieties that are resistant to glufosinate by genetic recombination technology, and are already sold under trade names such as LibertyLink (registered trademark). Similarly, bromoxynyl-resistant cotton by gene recombination technology is already sold under the trade name BXN.

  The “agricultural and horticultural plant” includes a plant that can synthesize, for example, a selective toxin known in the genus Bacillus using a gene recombination technique.

  Examples of insecticidal toxins expressed in such transgenic plants include insecticidal proteins derived from Bacillus cereus and Bacillus popilliae; Cry1 Ab derived from Bacillus thuringiensis , Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, etc., insecticidal proteins such as VIP1, VIP2, VIP3 or VIP3A; nematicidal insecticidal protein; scorpion toxin, spider toxin, bee toxin or Toxins produced by animals such as insect-specific neurotoxins; filamentous fungi toxins; plant lectins; agglutinins; trypsin inhibitors, serine protease inhibitors, protease inhibitors such as patatin, cystatin, papain inhibitors; ricin, Ribosome inactivating protein (RIP) such as sorghum-RIP, abrin, saporin, bryodin; steroid metabolic enzymes such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glucosyltransferase, cholesterol oxidase; ecdysone inhibitor; HMG-CoA Reductase; ion channel inhibitors such as sodium channel inhibitor and calcium channel inhibitor; juvenile hormone esterase; diuretic hormone receptor; stilbene synthase; bibenzyl synthase; chitinase;

  Moreover, as toxins expressed in such genetically modified plants, Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C and other δ-endotoxin proteins, VIP1, VIP2, VIP3 or VIP3A and other insecticidal proteins Hybrid toxins, partially defective toxins, and modified toxins are also included. Hybrid toxins are produced by new combinations of different domains of these proteins using recombinant techniques. As a toxin lacking a part, Cry1Ab lacking a part of the amino acid sequence is known. In the modified toxin, one or more amino acids of the natural toxin are substituted.

  Examples of these toxins and recombinant plants capable of synthesizing these toxins include, for example, EP-A-0374753, WO93 / 07278, WO95 / 34656, EP-A-0427529, EP-A-451878, WO03 / 052073, etc. It is described in the patent literature. Toxins contained in these recombinant plants particularly confer resistance to Coleoptera, Diptera pests, and Lepidoptera pests.

  In addition, genetically modified 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 (registered trademark) (a corn variety that expresses Cry1Ab toxin), YieldGuard rootworm (registered trademark) (a corn variety that expresses Cry3Bb1 toxin), YieldGuard Plus (registered trademark) (a corn variety expressing Cry1Ab and Cry3Bb1 toxin), Herculex I (registered trademark) (phosphino to confer resistance to Cry1Fa2 toxin and glufosinate Corn varieties expressing tricine N-acetyltransferase (PAT)), NuCOTN33B <registered trademark> (cotton varieties expressing Cry1Ac toxin), Bolger I (Bollgard I) (registered trademark) (cotton varieties expressing Cry1Ac toxin), Volgard II (Bollgard II) (registered trademark) (cotton varieties expressing Cry1Ac and Cry2Ab toxin), VIPCOT (registered trademark) (VIP toxin Cotton cultivated), NewLeaf <registered trademark> (potato cultivar expressing Cry3A toxin), Natureguard AGuresure GT Advantage (NatureGuard <registered trademark> Agriureture <registered trademark> GT Advantage) (GA21 glyphosate resistant trait) ), Aglisher CB Advantage (Agriuree® CB Advantage) (Bt11 corn borer (CB) trait), Protector (Protecta) Trademark> and the like.

  The useful plants include those that have been imparted with the ability to produce an anti-pathogenic substance having a selective action using genetic recombination techniques.

  Examples of anti-pathogenic substances include PR proteins (described in PRPs, EP-A-0392225); sodium channel inhibitors, calcium channel inhibitors (virus-produced KP1, KP4, KP6 toxins, etc.) Ion channel inhibitors; stilbene synthase; bibenzyl synthase; chitinase; glucanase; peptide antibiotics, heterocyclic antibiotics, protein factors involved in plant disease resistance (called plant disease resistance genes) And the like, which are produced by microorganisms such as those described in WO 03/000906). Such anti-pathogenic substances and genetically modified plants that produce them are described in EP-A-0392225, WO95 / 33818, EP-A-0353191, and the like.

  The useful plants include crops to which useful traits such as oil component modification and amino acid content enhancing traits have been imparted using genetic recombination techniques. Examples include VISTIVE <(R)> (low linolenic soybeans with reduced linolenic content) or high-lysine (high wheel) corn (corn with increased lysine or oil content).

  In addition, the above-mentioned classic herbicide traits or herbicide resistance genes, insecticidal pest resistance genes, anti-pathogenic substance production genes, oil component modification and amino acid content enhancement traits Combined stack varieties are also included.

Examples of known herbicidal active compounds used as component B of the composition of the present invention include the following compounds.
TCBA (2,3,6-TBA), TCBA salts and esters (2,3,6-TBA-salts and esters), 2,4-D (2,4-D), 2,4-DB (2 , 4-DB), 2,4-DB salts and esters (2,4-DB-salts and esters), 2,4-PA (2,4-PA), 2,4-PA salts and esters ( 2,4-PA-salts and esters, acetochlor, acifluorfen, acronifen, alachlor, alloxydim, alloxydim-sodium, amethrin (Ametryn), amicarbazone, amidosulfuron, aminocyclopirachlor, aminocyclopirachlor-salts and esters, aminopyralid, aminopyralide salts and esters (Aminopyralid-salts and esters, amiprophos-methyl, amitrol, anilofos, asuram, atrazine, azafenidin, azimsulfuron, beflubutamid, benazoline ethyl (Benazolin-ethyl), bencarbazone, benfluralin, benefin, benfuresate, bensulfuron-methyl, bensulide, bentazone, bentazone-salts , Bentazone sodium (bentazone-sodium), benthiocarb, benzfendizone, benzobicyclon, benzofenap, bialaphos, bialaphos-sodium, bicycl Bicyclopyrone, bifenox, bispyribac, sodium bispyribac-sodium, bromacil, bromobutide, bromofenoxim, bromoxynil, bromoxynil salts And esters (bromoxynil-salts and esters), butachlor, butafenacil, butamifos, butenafols, butenalin, butralin, butroxydim, butylate, cafenstrole, Carbetamide, carfentrazone-ethyl, chloromethoxyfen, chlomethoxynil, chloramben, chloramben salts and esters (chlor) amben-salts and esters, chloransulam-methyl, chlorflurenol-methyl, chloridazon, chlorimuron-ethyl, chlorobromuron, chlorotolulone (Chlorotoluron), chloroxuron, chlorphtalim, chlorpropham, chloro IPC (chlorpropham), chlorsulfuron, chlorthal-dimethyl, TCTP (chlorthal-dimethyl), Chlorthiamid, cinidon-ethyl, cinmethylin, cinosulfuron, clethodim, clodinafop, clodinafop-propargyl, clomazone, clomaprop clomeprop), clopyralid, clopyralid salts and esters, CNP (CNP), cumyluron, cyananadine, cycloate, cyclopyranil, cyclopyrimolate (Cyclopyrimorate), cyclosulfamuron, cyclooxydim, cyhalofop-butyl, dalapon, dazomet, desmedipham, desmethrin, dicamba (Dicamba), dicamba-salts and esters, dichlobenil, dichlorprop, P dichlorprop-P, dichlorprop-P salts and esters P-salts and esters), dichlorprop salt and esthetics (Dichlorprop-salts and esters), diclofop, diclofop-methyl, dicloslam, difenzoquat, diflufenican, diflufenzopyr, diflufenzopyr sodium (Diflufenzopyr-sodium), dimepiperate, dimethachlor, dimethametryn, dimethenamid, dimethenamid (dimethenamid-p), dimethipin, dinitroamine (dinitramine), bose Dinoterb, diphenamid, diquqt, dithiopyl, diuron, DNOC (DNOC), DSMA (DSMA), dimron, endothal, EPTC (EPTC) , Esprocal Esprocarb, ethalluralin, ethametsulfuron-methyl, etofumesate, ethoxysulfuron, ettobenzanid, fenoxaprop, phenoxapropethyl (Fenoxaprop-ethyl), phenoxasulfone, fenquionotrion, fentrazamide, flemrazamide, flamprop, flazasulfuron, florasulflam, florpyrauxifen , Flupirauxifen-benzyl, fluazifop, fluazifop-butyl, fluazolate, flucarbazone-sodium, flucetosulfuron (flucetosulon) lfuron, flucloralin, flufenacet, flufenpyl-ethyl, flumetsulam, flumiclorac-pentyl, flumioxazin, fluometuron , Fluoroglycofen-ethyl, flupoxam, flupirsulfuron, flurenol, fluridone, flurochloridone, fluroxypyr, ester of fluroxypyr -esters), flurprimidol, flurtamone, flutiacet-methyl, fomesafen, foramsulfuron, fosamine, glufosinate , Glufosinate-ammonium, glyphosate, glyphosate-ammonium, glyphosate-iso-propylammonium, glyphosate-potassium, glyphosate-sodium, glyphosate-sodium Glyphosate-trimesium, halauxifen, haloxifen-salts and esters, halosafen, halosulfuron, halosulfuron-methyl, Haloxyfop, Haloxyfop-methyl, Hexazinone, Imazamethabenz-methyl, Imazamox, imazapic, imazapyr, imazapyr, imazapyr, imazapyr, imazapyr Imazaquin, imazethapyr, imazosulfuron, indanofan, indaziflam, iodosulfuron-methyl-sodium, ioxynil octanoate, salts of ioxynil octanoate and ioxynil ioxynil-salts and esters, ipfencarbazone, isoproturon, isouron, isoxaben, isoxaflutole, karbutilate, lactofen, Lancotrione, lancotrione-sodium, lenacyl, linuron, maleic hydrazide, MCPA (MCPA), MCPA salts and esters (MCPA-salts and esters) , MCPB (MCPB), MCPB-salts and esters, mecoprop, MCPP, P mecoprop, MCPP-P, P mecoprop salts and esters (mecoprop-P-salts) and esters, mecoprop-salts and esters, mefenacet, mefluidide, mesosulfuron-methyl, mesotrione, metam, metamifop , Metamitron, metazachlor, metazosulfuron, methabenzthiazuron, methiozolin, methyl azide, methyl bromide, methyl dymron ), Methyl iodide, metobenzuron, Lacrol (metolachlor), S-metolachlor (metolachlor-S), metsusulam (metosulam), methoxuron (metoxuron), metribuzin (metribuzin), metsulfuron methyl (metsulfuron-methyl), molinate (molinate), monolinuron (monolinuron), monosulfuron (Monosulfuron), monosulfuron-methyl, MSMA (MSMA), naproanilide, napropamide, naptalam, naptalam-sodium, neburon, nicosulfuron ( nicosulfuron, norflurazon, oleic acid, orbencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon, oxasulfuron ), Oxaziclomefone, oxyfluorfen, paraquat, pelargonic acid, pendimethalin, penoxsulam, pentanochlor, pentoxazone, pentoxazone (pentoxazone) pethoxamid, phenmedipham-ethyl, picloram, picloram-salts and esters, picolinafen, pinoxaden, piperophos, pretilachlor , Primisulfuron-methyl, prodiamine, profluazol, prooxydim, prometon, promethrin, propachl or), propanil, propaquizafop, propazin, propham, propisochlor, propoxycarbazone-sodium, propyrisulfuron, propyzamide (Propyzamide), prosulfocarb, prosulfuron, pyracloni
l), pyraflufen-ethyl, pyrasulfotole, pyrazolynate, pyrazosulfuron, pyrazosulfuron-ethyl, pyrazoxifene, pyribenzoxim, Pyributicarb, pyridafol, pyridate, pyrifalide, pyriminobac-methyl, pyrimisulfan, pyrithiobac-sodium, pyroxasulfone (Pyroxasulfone), pyroxsulam, quinclorac, quinmerac, quinoclamine, quizalofop, quizalofop-ethyl, P quizalofop-P, P Ki Lohopethyl (quizalofop-P-ethyl), P quizalofop-P-tefuryl, quizalofop-tefuryl, rimsulfuron, saflufenacil, sethoxydim, Siduron, simazine, simetryn, sulcotrione, sulfentrazone, sulfometuron-methyl, sulfosulfuron, tebutam Tebuthiuron, tefuryltrione, tembotrione, tembotrione, tepraloxydim, terbacil, terbumeton, terbuthylazine, terbutryan tetrapionate ), Tenil Claw Thenylchlor, thiazafluron, thiazopyr, thidiazimin, thidiazuron, thiencarbazone-methyl, thifensulfuron-methyl, tiafenacil, Tolpyralate, topramezon, tralkoxydim, triafamone, trialate, triasulfuron, triaziflam, tribenuron-methyl, triclopyr (Triclopyr), salts and esters of triclopyr (trilopyr-salts and esters), tridiphane, trietazine, trifloxysulfuron, trifludimoxadin, trifludim Phosphorus (trifluralin), triflusulfuron Luz bensulfuron methyl (triflusulfuron-methyl), tritosulfuron (tritosulfuron), OK-701 (test name).

Examples of preferable known herbicidal active compounds used as component B of the composition of the present invention include the following compounds.
――――――――――――――――――――――――――――――――――
No. Compound name (generic name)
――――――――――――――――――――――――――――――――――
A01 cyhalofop-butyl
A02 fenoxaprop-ethyl
A03 Metamifop
A04 Quizalofop-ethyl
B01 Pyrazosulfuron-ethyl
B02 Halosulfuron-methyl
B03 metazosulfuron
B04 Bensulfuron-methyl
B05 Azimusulfuron
B06 cyclosulfamuron
B07 Ethoxysulfuron
B08 flucetosulfuron
B09 Imazosulfuron
B10 metsulfuron-methyl
B11 Orthosulfamuron
B12 propyrisulfuron
B13 penoxsulam
B14 Bispyribac-sodium
B15 pyribenzoxim
B16 Pyriminobac-methyl
B17 Pyriphthalide
B18 pyrimisulfan
B19 Triafamone
B20 imazamox
B21 imazapic
B22 imazapyr
B23 imazethapyr
C01 Dimethametryn
C02 propanil
C03 Bentazone-sodium
D01 Mesotrione
D02 Benzobicyclon
D03 Benzofenap
D04 fenquionotrion
D05 tefuryltrione
D06 Pyrazolynate
D07 Lancotrione-sodium salt
E01 clomazone
F01 carfentrazone-ethyl
F02 Oxadiazon
F03 Oxadiargyl
F04 Oxyfluorfen
F05 Pentoxazone
F06 Pyraclonil
F07 cyclopyranil
G01 pendimethalin
H01 Butachlor
H02 Pretilachlor
H03 Acetochlor
H04 Thenylchlor
H05 Fentrazamide
H06 Mefenacet
H07 cafenstrole
H08 Fenoxasulfone
H09 ipfencarbazone
I01 esprocarb
I02 molinate
I03 Benfuresate
I04 Benthiocarb
J01 quinclorac
J02 2,4-D (2,4-D)
J03 MCPA (MCPA)
J04 Clomeprop
J05 Florpyrauxifen-benzyl
K01 indanofan
K02 Oxaziclomefone
K03 Bromobutide
K04 cyclopyrimorate
K05 dymron
――――――――――――――――――――――――――――――――――
A suitable mixing ratio of [Component A] and [Component B] in the composition of the present invention and the method of the present invention is generally 0.001 to 1000 parts by mass of Component B with respect to 1 part by mass of Component A in general. Preferably, it is 0.01-100 mass parts, More preferably, it is 0.1-10 mass parts.

  In the composition of the present invention and the method of the present invention, the preferred treatment amount of each active ingredient depends on the target grass species to be controlled and the like, but usually the component A is 0.1 to 1000 ga.i./ha, the ingredient B is 0.1 to 1000 ga.i./ha, preferably component A is 1 to 300 ga.i./ha and component B is 1 to 300 ga.i./ha.

  The composition of the present invention may be mixed and applied with other types of herbicides, various insecticides, fungicides, plant growth regulators, synergists, etc., as necessary, during formulation or spraying.

In particular, when mixed with other herbicides, cost reduction due to a decrease in the amount of applied medicine, expansion of the herbicidal spectrum due to the synergistic action of the mixed drugs, and higher herbicidal effects can be expected. At this time, a combination with a plurality of known herbicides is also possible. In the present invention, in applying, each compound may be applied individually or as a mixed composition. When each is applied individually, it may be applied at the same time or may be processed separately as long as they are close in time, and both cases are included in the method of the present invention.
Examples of combinations of the component A selected from the heterocyclic amide compounds represented by the formula (1) and the component B selected from known herbicidal active compounds are listed below.

In the following notation, for example, the notation “A-1 + (A01)” indicates that component A is No. 1 in Table 1. No. 1 in Table 3, which is a compound of A-1. Represents a combination of A01 which is cyhalofop-butyl.
`` A-1 + (A01) '', `` A-1 + (A02) '', `` A-1 + (A03) '', `` A-1 + (A04) '', `` A-1 + (B01) '', `` A-1 + (B02) '', `` A-1 + (B03) '', `` A-1 + (B04) '', `` A-1 + (B05) '', `` A-1 + (B06) '', A-1 + (B07), A-1 + (B08), A-1 + (B09), A-1 + (B10), A-1 + (B11), `` A-1 + (B12) '', `` A-1 + (B13) '', `` A-1 + (B14) '', `` A-1 + (B15) '', `` A-1 + (B16) '', `` A-1 + (B17) '', `` A-1 + (B18) '', `` A-1 + (B19) '', `` A-1 + (B20) '', `` A-1 + (B21) '', A-1 + (B22), A-1 + (B23), A-1 + (C01), A-1 + (C02), A-1 + (C03), "A-1 + (D01)", "A-1 + (D02)", "A-1 + (D03)", "A-1 + (D04)", "A-1 + (D05)", "A-1 + (D06)", "A-1 + (D07)", "A-1 + (E01)", "A-1 + (F01)", "A-1 + (F02)", "A-1 + (F03)", "A-1 + (F04)", "A-1 + (F05)", "A-1 + (F06)", "A-1 + (F07)", A-1 + (G01), A-1 + (H01), A-1 + (H02), A-1 + (H03), A-1 + (H04), "A-1 + (H05)", "A-1 + (H06)", "A-1 + (H07)", "A-1 + (H08)", "A-1 + (H09)", `` A-1 + (I0 1), A-1 + (I02), A-1 + (I03), A-1 + (I04), A-1 + (J01), A-1 + ( J02), A-1 + (J03), A-1 + (J04), A-1 + (J05), A-1 + (K01), A-1 + ( K02), A-1 + (K03), A-1 + (K04), A-1 + (K05)
`` A-2 + (A01) '', `` A-2 + (A02) '', `` A-2 + (A03) '', `` A-2 + (A04) '', `` A-2 + (B01) '', `` A-2 + (B02) '', `` A-2 + (B03) '', `` A-2 + (B04) '', `` A-2 + (B05) '', `` A-2 + (B06) '', `` A-2 + (B07) '', `` A-2 + (B08) '', `` A-2 + (B09) '', `` A-2 + (B10) '', `` A-2 + (B11) '', `` A-2 + (B12) '', `` A-2 + (B13) '', `` A-2 + (B14) '', `` A-2 + (B15) '', `` A-2 + (B16) '', `` A-2 + (B17) '', `` A-2 + (B18) '', `` A-2 + (B19) '', `` A-2 + (B20) '', `` A-2 + (B21) '', `` A-2 + (B22) '', `` A-2 + (B23) '', `` A-2 + (C01) '', `` A-2 + (C02) '', `` A-2 + (C03) '', `` A-2 + (D01) '', `` A-2 + (D02) '', `` A-2 + (D03) '', `` A-2 + (D04) '', `` A-2 + (D05) '', `` A-2 + (D06) '', `` A-2 + (D07) '', `` A-2 + (E01) '', `` A-2 + (F01) '', `` A-2 + (F02) '', `` A-2 + (F03) '', `` A-2 + (F04) '', `` A-2 + (F05) '', `` A-2 + (F06) '', `` A-2 + (F07) '', `` A-2 + (G01) '', `` A-2 + (H01) '', `` A-2 + (H02) '', `` A-2 + (H03) '', `` A-2 + (H04) '', `` A-2 + (H05) '', `` A-2 + (H06) '', `` A-2 + (H07) '', `` A-2 + (H08) '', `` A-2 + (H09) '', `` A-2 + (I0 1), A-2 + (I02), A-2 + (I03), A-2 + (I04), A-2 + (J01), A-2 + ( J02), A-2 + (J03), A-2 + (J04), A-2 + (J05), A-2 + (K01), A-2 + ( K02), A-2 + (K03), A-2 + (K04), A-2 + (K05)
`` A-3 + (A01) '', `` A-3 + (A02) '', `` A-3 + (A03) '', `` A-3 + (A04) '', `` A-3 + (B01) '', A-3 + (B02), A-3 + (B03), A-3 + (B04), A-3 + (B05), A-3 + (B06), A-3 + (B07), A-3 + (B08), A-3 + (B09), A-3 + (B10), A-3 + (B11), `` A-3 + (B12) '', `` A-3 + (B13) '', `` A-3 + (B14) '', `` A-3 + (B15) '', `` A-3 + (B16) '', `` A-3 + (B17) '', `` A-3 + (B18) '', `` A-3 + (B19) '', `` A-3 + (B20) '', `` A-3 + (B21) '', A-3 + (B22), A-3 + (B23), A-3 + (C01), A-3 + (C02), A-3 + (C03), A-3 + (D01), A-3 + (D02), A-3 + (D03), A-3 + (D04), A-3 + (D05), A-3 + (D06), A-3 + (D07), A-3 + (E01), A-3 + (F01), A-3 + (F02), A-3 + (F03), A-3 + (F04), A-3 + (F05), A-3 + (F06), A-3 + (F07), `` A-3 + (G01) '', `` A-3 + (H01) '', `` A-3 + (H02) '', `` A-3 + (H03) '', `` A-3 + (H04) '', A-3 + (H05), A-3 + (H06), A-3 + (H07), A-3 + (H08), A-3 + (H09), `` A-3 + (I0 1), A-3 + (I02), A-3 + (I03), A-3 + (I04), A-3 + (J01), A-3 + ( J02), A-3 + (J03), A-3 + (J04), A-3 + (J05), A-3 + (K01), A-3 + ( K02), A-3 + (K03), A-3 + (K04), A-3 + (K05)
`` A-4 + (A01) '', `` A-4 + (A02) '', `` A-4 + (A03) '', `` A-4 + (A04) '', `` A-4 + (B01) '', `` A-4 + (B02) '', `` A-4 + (B03) '', `` A-4 + (B04) '', `` A-4 + (B05) '', `` A-4 + (B06) '', `` A-4 + (B07) '', `` A-4 + (B08) '', `` A-4 + (B09) '', `` A-4 + (B10) '', `` A-4 + (B11) '', `` A-4 + (B12) '', `` A-4 + (B13) '', `` A-4 + (B14) '', `` A-4 + (B15) '', `` A-4 + (B16) '', `` A-4 + (B17) '', `` A-4 + (B18) '', `` A-4 + (B19) '', `` A-4 + (B20) '', `` A-4 + (B21) '', A-4 + (B22), A-4 + (B23), A-4 + (C01), A-4 + (C02), A-4 + (C03), A-4 + (D01), A-4 + (D02), A-4 + (D03), A-4 + (D04), A-4 + (D05), A-4 + (D06), A-4 + (D07), A-4 + (E01), A-4 + (F01), A-4 + (F02), A-4 + (F03), A-4 + (F04), A-4 + (F05), A-4 + (F06), A-4 + (F07), A-4 + (G01), A-4 + (H01), A-4 + (H02), A-4 + (H03), A-4 + (H04), A-4 + (H05), A-4 + (H06), A-4 + (H07), A-4 + (H08), A-4 + (H09), `` A-4 + (I0 1), A-4 + (I02), A-4 + (I03), A-4 + (I04), A-4 + (J01), A-4 + ( J02), A-4 + (J03), A-4 + (J04), A-4 + (J05), A-4 + (K01), A-4 + ( K02), A-4 + (K03), A-4 + (K04), A-4 + (K05)
When the composition of the present invention is used in paddy fields, it may be subjected to simultaneous rice planting treatment in addition to the usual treatment before and after rice planting.

  Examples of the safener that can be used with the herbicidal composition of the present invention include AD-67, benoxacor, cloquintocet-mexyl, cyometrinil, dichlormid, and dicyclonon. (Dicyclonone), cyprosulfamide, diethorate, DKA-24, dymron, fenclorazole-ethyl, fenclorim, hexclorim, hexim (HEXIM), flurazole , Flxofenim, furilazole, isoxadifen, isoxadifen-ethyl, MCPA, mecoprop, mefenpyr, mefenpyr-ethyl, me Fenpyr-dithy (mefenpyr-diethy l), mephenate, mectoamifen, MG-191, NA (Naphthalic anhydride), OM (Octamethylene-diamine), oxabetrinil, PPG-1292, and the like. These components can be used alone or in admixture of two or more, and the ratio in the case of mixing can also be freely selected.

  The composition of the present invention is usually mixed with a suitable solid carrier or liquid carrier, and if necessary, a surfactant, penetrant, spreading agent, thickener, antifreeze agent, binder, anti-caking agent, disintegrant. , Antifoaming agents, antiseptics or anti-decomposition agents, etc., and adding soluble concentrate, emulsion (emulsifiable concentrate), wettable powder, water soluble powder, granular wettable powder ( water dispersible granule, water soluble granule, suspension concentrate, concentrated emulsion, suspoemulsion, microemulsion, dustable powder, granule It can be practically used in preparations of any dosage form such as a granule and a gel. In addition, from the viewpoint of labor saving and safety improvement, the preparation of any dosage form can be enclosed in a water-soluble package. If necessary, it can be used in combination with a plurality of other herbicides, insecticides, fungicides, plant growth regulators, fertilizers and the like during preparation or spraying.

  Examples of solid carriers include quartz, kaolinite, pyrophyllite, sericite, talc, bentonite, acid clay, attapulgite, zeolite, and diatomaceous earth, and other minerals, calcium carbonate, ammonium sulfate, sodium sulfate, and potassium chloride. Examples include salts, synthetic silicic acid and synthetic silicates.

  Examples of the liquid carrier include alcohols such as ethylene glycol, propylene glycol and isopropanol, aromatic hydrocarbons such as xylene, alkylbenzene and alkylnaphthalene, ethers such as butyl cellosolve, ketones such as cyclohexanone, and esters such as γ-butyrolactone. And acid amides such as N-methylpyrrolidone and N-octylpyrrolidone, vegetable oils such as soybean oil, rapeseed oil, cottonseed oil and castor oil, and water.

  These solid and liquid carriers may be used alone or in combination of two or more.

  Examples of the surfactant include polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, polyoxyethylene styryl phenyl ether, polyoxyethylene polyoxypropylene block copolymer, polyoxyethylene fatty acid ester, sorbitan fatty acid ester and polyoxyethylene sorbitan. Nonionic surfactant such as fatty acid ester, alkyl sulfate, alkylbenzene sulfonate, lignin sulfonate, alkyl sulfosuccinate, naphthalene sulfonate, alkyl naphthalene sulfonate, salt of formalin condensate of naphthalene sulfonate, Salt of formalin condensate of alkylnaphthalenesulfonic acid, polyoxyethylene alkylaryl ether sulfate and phosphate, polyoxyethylene polystyrene Anionic surfactants such as phenyl ether sulfate and phosphate, polycarboxylate and polystyrene sulfonate, cationic surfactants such as alkylamine salt and alkyl quaternary ammonium salt, and amphoteric interfaces such as amino acid type and betaine type An activator is mentioned.

  Although content of these surfactants is not specifically limited, The range of 0.05-20 mass parts is desirable normally with respect to 100 mass parts of this invention compositions. These surfactants may be used alone or in combination of two or more.

  At this time, a plurality of other herbicides, insecticides, fungicides, plant growth regulators, fertilizers and the like can be used in combination. In particular, by blending one or more other herbicides, it becomes possible to broaden the herbicidal spectrum, and the effects of the present invention can be made more stable.

  Next, formulation examples of the composition of the present invention will be shown. However, the present invention is not limited to these. In the following formulation examples, “part” means part by mass.

[Wettable powder]
Compound A and Compound B 0.1-80 parts Solid carrier 5-98.9 parts Surfactant 1-10 parts Others 0-5 parts Others include, for example, anti-caking agents and decomposition inhibitors.

[Emulsifiable concentrate]
Compound A and Compound B 0.1-30 parts Liquid carrier 45-95 parts Surfactant 4.9-15 parts Others 0-10 parts Others include, for example, spreading agents, decomposition inhibitors and the like.

[Suspension concentrate]
Compound A and Compound B 0.1 to 70 parts Liquid carrier 15 to 98.89 parts Surfactant 1 to 12 parts Others 0.01 to 30 parts Others include, for example, antifreezing agents and thickeners.

[Granular wettable powder (water dispersible granule)]
Compound A and Compound B 0.1 to 90 parts Solid carrier 0 to 98.9 parts Surfactant 1 to 20 parts Others 0 to 10 parts Others include, for example, binders and decomposition inhibitors.

[Soluble concentrate]
Compound A and Compound B 0.01 to 70 parts Liquid carrier 20 to 99.99 parts Others 0 to 10 parts Others include, for example, antifreezing agents and spreading agents.

[Granule]
Compound A and Compound B 0.01-80 parts Solid carrier 10-99.99 parts Others 0-10 parts Others include, for example, binders, decomposition inhibitors and the like.

[Dustable powder]
Compound A and Compound B 0.01-30 parts Solid carrier 65-99.99 parts Others 0-5 parts Others include, for example, drift inhibitors and decomposition inhibitors.

  In use, the above preparation is diluted 1 to 10,000 times with water or without dilution, and sprayed so that the active ingredient is 0.001 to 50 kg, preferably 0.01 to 10 kg per hectare (ha). .

[Formulation example]
Next, although an example of an agrochemical formulation is shown concretely, it is not limited only to these. In the following formulation examples, “part” means part by mass.

[Formulation 1] wettable powder
Compound A-1 10 parts Compound B01 3 parts Pyrophyllite 81 parts Solpol 5039 4 parts (mixture with nonionic surfactant and anionic surfactant: manufactured by Toho Chemical Industry Co., Ltd.)
Carplex # 80D 2 parts (Synthetic hydrous silicic acid: manufactured by Shionogi & Co.)
The above is uniformly mixed and ground to obtain a wettable powder.

[Formulation Example 2] Emulsifiable concentrate
Compound A-4 1 part Compound A01 10 parts Xylene 69 parts N-methylpyrrolidone 15 parts Solpol 2680 5 parts (mixture with nonionic surfactant and anionic surfactant: manufactured by Toho Chemical Co., Ltd.)
The above is uniformly mixed to obtain an emulsion.

[Composition Example 3] Suspension concentrate
Compound A-3 10 parts Compound B14 6 parts Agrisol S-710 10 parts (nonionic surfactant: manufactured by Kao Corporation)
Lnox 1000C 0.5 part (anionic surfactant: manufactured by Toho Chemical Co., Ltd.)
Xanthan gum 0.2 parts Water 73.3 parts After uniformly mixing the above, wet pulverize to make a suspension.

[Formulation 4] Granule wettable powder (water dispersible granule)
Compound A-2 20 parts Compound D02 60 parts Hytenol NE-15 5 parts (anionic surfactant: manufactured by Daiichi Kogyo Seiyaku Co., Ltd.)
Vanillex N 7.5 parts (anionic surfactant: manufactured by Nippon Paper Industries Co., Ltd.)
Carplex # 80D 7.5 parts (synthetic hydrous silicic acid: Shionogi Pharmaceutical Co., Ltd. trade name)
After uniformly mixing and pulverizing the above, a small amount of water is added, stirred and mixed, granulated with an extrusion granulator, and dried to obtain a granulated wettable powder.

[Formulation Example 5] Granule
Compound A-2 2 parts Compound F06 4 parts Bentonite 50 parts Talc 44 parts And

[Formulation 6] dustable powder
Compound A-1 1 part Compound J01 2 parts Carplex # 80D 0.5 part (Synthetic hydrous silicic acid: manufactured by Shionogi & Co.)
Kaolinite 95 parts Diisopropyl phosphate 1.5 parts or more uniformly mixed and pulverized to obtain a powder.

[Formulation Example 7] wettable powder
Compound A-4 5 parts Compound K05 15 parts Pyrophyllite 74 parts Solpol 5039 4 parts (mixture with nonionic surfactant and anionic surfactant: manufactured by Toho Chemical Industry Co., Ltd.)
Carplex # 80D 2 parts (Synthetic hydrous silicic acid: manufactured by Shionogi & Co.)
The above is uniformly mixed and ground to obtain a wettable powder.

[Formulation Example 8] Emulsifiable concentrate
Compound A-3 1 part Compound E01 6 parts Xylene 73 parts N-methylpyrrolidone 15 parts Solpol 2680 5 parts (mixture with nonionic surfactant and anionic surfactant: manufactured by Toho Chemical Co., Ltd.)
In use, each preparation is diluted 1 to 20000 times with water and sprayed so that the active ingredient is 0.005 to 50 kg per hectare (ha), preferably 0.05 to 10 kg. .

  The above is uniformly mixed to obtain an emulsion.

  Next, the usefulness of the present invention will be specifically described in the following test examples. However, the present invention is not limited to these.

[Test Example 1] Herbicidal effect test on paddy field weeds by foliar treatment After alluvial soil was put into a 1/10000 are Wagner pot, water was added and mixed, so that the water depth was 0.1 cm to 0.5 cm. The amount of was adjusted. After seeding Inubibie, Azegaya and Kogomegatsutsu seeds on alluvial soil, a Wagner pot was placed in a greenhouse at 25 ° C to 30 ° C to grow the plant. After growing for 10 days, the emulsion of the compound of the present invention prepared according to Formulation Example 2 was diluted with water to a predetermined dose, and uniformly treated with a small spray on the foliage. Two weeks after the drug treatment, the effects on various plants were investigated according to the following criteria. The results are shown in Table 2.

Judgment criteria 5 ... 90% or more of the killing rate (almost completely dead)
4 ... Herbicide rate 70% or more and less than 90% 3 ... Herbicide rate 40% or more and less than 70% 2 ... Herbicide rate 20% or more and less than 40% 1 ... Herbicide rate 5% or more and less than 20% 0 ..Harvicide rate of 5% or less (almost no effect)
In Table 2, for example, “A-1 + A01” in the “Compound No.” column indicates that component A is a compound of A-1 in Table 1 and component B is a compound of A01 in Table 4. In the “treatment dose (g / ha)” column, the expression “50 + 100” means that 50 g / ha of component A and 100 g / ha of component B are mixed. Represent. In addition, ha of the treatment dose (g / ha) represents hectare (10000 m ² ).

  In the tables, the notation “A” represents dogfish, and similarly, “B” represents Azegaya and “C” represents Kogomegatsuri. The herbicidal effect for each is expressed according to the criteria of the previous term.

[Table 2]
――――――――――――――――――――――――――――――
Compound No. Treatment amount (g / ha) ABC
――――――――――――――――――――――――――――――
A-1 + A02 50 + 60 5 5 5
A-1 + A03 50 + 100 5 5 5
A-1 + A04 50 + 50 5 5 5
A-1 + B04 50 + 50 5 5 5
A-1 + B09 50 + 90 5 5 5
A-1 + B12 50 + 90 5 5 5
A-1 + B16 50 + 30 5 5 5
A-1 + B18 50 + 50 5 5 5
A-1 + B23 50 + 100 5 5 5
A-1 + E01 50 + 500 5 5 5
A-1 + H02 50 + 300 5 5 5
A-1 + J05 50 + 30 5 5 5
A-1 + K05 50 + 1000 5 5 5
A-2 + A02 50 + 60 5 5 5
A-2 + A03 50 + 100 5 5 5
A-2 + A04 50 + 50 5 5 5
A-2 + B04 50 + 50 5 5 5
A-2 + B09 50 + 90 5 5 5
A-2 + B12 50 + 90 5 5 5
A-2 + B16 50 + 30 5 5 5
A-2 + B18 50 + 50 5 5 5
A-2 + B23 50 + 100 5 5 5
A-2 + E01 50 + 500 5 5 5
A-2 + H02 50 + 300 5 5 5
A-2 + J05 50 + 30 5 5 5
A-2 + K05 50 + 1000 5 5 5
A-3 + A02 50 + 60 5 5 5
A-3 + A03 50 + 100 5 5 5
A-3 + A04 50 + 50 5 5 5
A-3 + B04 50 + 50 5 5 5
A-3 + B09 50 + 90 5 5 5
A-3 + B12 50 + 90 5 5 5
A-3 + B16 50 + 30 5 5 5
A-3 + B18 50 + 50 5 5 5
A-3 + B23 50 + 100 5 5 5
A-3 + E01 50 + 500 5 5 5
A-3 + H02 50 + 300 5 5 5
A-3 + J05 50 + 30 5 5 5
A-3 + K05 50 + 1000 5 5 5
A-4 + A02 50 + 60 5 5 5
A-4 + A03 50 + 100 5 5 5
A-4 + A04 50 + 50 5 5 5
A-4 + B04 50 + 50 5 5 5
A-4 + B09 50 + 90 5 5 5
A-4 + B12 50 + 90 5 5 5
A-4 + B16 50 + 30 5 5 5
A-4 + B18 50 + 50 5 5 5
A-4 + B23 50 + 100 5 5 5
A-4 + E01 50 + 500 5 5 5
A-4 + H02 50 + 300 5 5 5
A-4 + J05 50 + 30 5 5 5
A-4 + K05 50 + 1000 5 5 5
――――――――――――――――――――――――――――――
[Test Example 2] Herbicidal effect test by treatment with weed growing season in flooded condition After alluvial soil was put into a 1/10000 are Wagner pot, water was added and mixed to obtain a flooded condition of 4 cm in water depth. The seeds of Tainubie, Inuhotarui, Tamagayatsuri, and Azena were mixed and sown in the cup, and placed in a greenhouse at 25 to 30 ° C. to grow plants. When Novier, Inuhotarui, Tamagayatsuri and Azena reached the 1st to 2nd leaf stage, the emulsion of the compound of the present invention prepared according to Formulation Example 2 was diluted with water so as to have a predetermined dosage, and then treated on the water surface. Three weeks after the drug treatment, the influence on various plants was investigated according to the criteria of Test Example 1. The results are shown in Table 3.

Regarding the description in Table 3, the description in the “Compound” column and the “Treatment dose (g / ha)” column has the same meaning as described above, and the symbols have the following meanings.
E: Tainubie, F: Inuhotarui, G: Tamagayatsuri, H: Azena [Table 3]
――――――――――――――――――――――――――――――
Compound No. Treatment dose (g / ha) EFGH
――――――――――――――――――――――――――――――
A-1 + A01 150 + 180 5 5 5 5
A-1 + B01 150 + 30 5 5 5 5
A-1 + B02 150 + 60 5 5 5 5
A-1 + B03 150 + 100 5 5 5 5
A-1 + B04 150 + 50 5 5 5 5
A-1 + B09 150 + 90 5 5 5 5
A-1 + B12 150 + 36 5 5 5 5
A-1 + B13 150 + 20 5 5 5 5
A-1 + B14 150 + 30 5 5 5 5
A-1 + B16 150 + 50 5 5 5 5
A-1 + B18 150 + 60 5 5 5 5
A-1 + B19 150 + 50 5 5 5 5
A-1 + C01 150 + 60 5 5 5 5
A-1 + F02 150 + 240 5 5 5 5
A-1 + F03 150 + 200 5 5 5 5
A-1 + F05 150 + 300 5 5 5 5
A-1 + F06 150 + 200 5 5 5 5
A-1 + F07 150 + 50 5 5 5 5
A-1 + D01 150 + 90 5 5 5 5
A-1 + D02 150 + 200 5 5 5 5
A-1 + D03 150 + 750 5 5 5 5
A-1 + D04 150 + 300 5 5 5 5
A-1 + D05 150 + 300 5 5 5 5
A-1 + D06 150 + 1000 5 4 5 5
A-1 + D07 150 + 210 5 5 5 5
A-1 + H01 150 + 750 5 5 5 5
A-1 + H02 150 + 500 5 5 5 5
A-1 + H05 150 + 300 5 5 5 5
A-1 + H07 150 + 300 5 5 5 5
A-1 + H08 150 + 200 5 5 5 5
A-1 + H09 150 + 250 5 5 5 5
A-1 + I01 150 + 1200 5 5 5 5
A-1 + I03 150 + 500 5 5 5 5
A-1 + J04 150 + 350 5 5 5 5
A-1 + J05 150 + 30 5 5 5 5
A-1 + K01 150 + 200 5 5 5 5
A-1 + K02 150 + 60 5 5 5 5
A-1 + K03 150 + 900 5 5 5 5
A-1 + K04 150 + 300 5 5 5 5
A-1 + K05 150 + 1000 5 5 5 5
A-2 + A01 150 + 180 5 5 5 5
A-2 + B01 150 + 30 5 5 5 5
A-2 + B02 150 + 60 5 5 5 5
A-2 + B03 150 + 100 5 5 5 5
A-2 + B04 150 + 50 5 5 5 5
A-2 + B09 150 + 90 5 5 5 5
A-2 + B12 150 + 36 5 5 5 5
A-2 + B13 150 + 20 5 5 5 5
A-2 + B14 150 + 30 5 5 5 5
A-2 + B16 150 + 50 5 5 5 5
A-2 + B18 150 + 60 5 5 5 5
A-2 + B19 150 + 50 5 5 5 5
A-2 + C01 150 + 60 5 5 5 5
A-2 + F02 150 + 240 5 5 5 5
A-2 + F03 150 + 200 5 5 5 5
A-2 + F05 150 + 300 5 5 5 5
A-2 + F06 150 + 200 5 5 5 5
A-2 + F07 150 + 50 5 5 5 5
A-2 + D01 150 + 90 5 5 5 5
A-2 + D02 150 + 200 5 5 5 5
A-2 + D03 150 + 750 5 5 5 5
A-2 + D04 150 + 300 5 5 5 5
A-2 + D05 150 + 300 5 5 5 5
A-2 + D06 150 + 1000 5 4 5 5
A-2 + D07 150 + 210 5 5 5 5
A-2 + H01 150 + 750 5 5 5 5
A-2 + H02 150 + 500 5 5 5 5
A-2 + H05 150 + 300 5 5 5 5
A-2 + H07 150 + 300 5 5 5 5
A-2 + H08 150 + 200 5 5 5 5
A-2 + H09 150 + 250 5 5 5 5
A-2 + I01 150 + 1200 5 5 5 5
A-2 + I03 150 + 500 5 5 5 5
A-2 + J04 150 + 350 5 5 5 5
A-2 + J05 150 + 30 5 5 5 5
A-2 + K01 150 + 200 5 5 5 5
A-2 + K02 150 + 60 5 5 5 5
A-2 + K03 150 + 900 5 5 5 5
A-2 + K04 150 + 300 5 5 5 5
A-2 + K05 150 + 1000 5 5 5 5
A-3 + A01 150 + 180 5 5 5 5
A-3 + B01 150 + 30 5 5 5 5
A-3 + B02 150 + 60 5 5 5 5
A-3 + B03 150 + 100 5 5 5 5
A-3 + B04 150 + 50 5 5 5 5
A-3 + B09 150 + 90 5 5 5 5
A-3 + B12 150 + 36 5 5 5 5
A-3 + B13 150 + 20 5 5 5 5
A-3 + B14 150 + 30 5 5 5 5
A-3 + B16 150 + 50 5 5 5 5
A-3 + B18 150 + 60 5 5 5 5
A-3 + B19 150 + 50 5 5 5 5
A-3 + C01 150 + 60 5 5 5 5
A-3 + F02 150 + 240 5 5 5 5
A-3 + F03 150 + 200 5 5 5 5
A-3 + F05 150 + 300 5 5 5 5
A-3 + F06 150 + 200 5 5 5 5
A-3 + F07 150 + 50 5 5 5 5
A-3 + D01 150 + 90 5 5 5 5
A-3 + D02 150 + 200 5 5 5 5
A-3 + D03 150 + 750 5 5 5 5
A-3 + D04 150 + 300 5 5 5 5
A-3 + D05 150 + 300 5 4 5 5
A-3 + D06 150 + 1000 5 5 5 5
A-3 + D07 150 + 210 5 5 5 5
A-3 + H01 150 + 750 5 5 5 5
A-3 + H02 150 + 500 5 5 5 5
A-3 + H05 150 + 300 5 5 5 5
A-3 + H07 150 + 300 5 5 5 5
A-3 + H08 150 + 200 5 5 5 5
A-3 + H09 150 + 250 5 5 5 5
A-3 + I01 150 + 1200 5 5 5 5
A-3 + I03 150 + 500 5 5 5 5
A-3 + J04 150 + 350 5 5 5 5
A-3 + J05 150 + 30 5 5 5 5
A-3 + K01 150 + 200 5 5 5 5
A-3 + K02 150 + 60 5 5 5 5
A-3 + K03 150 + 900 5 5 5 5
A-3 + K04 150 + 300 5 5 5 5
A-3 + K05 150 + 1000 5 5 5 5
A-4 + A01 150 + 180 5 5 5 5
A-4 + B01 150 + 30 5 5 5 5
A-4 + B02 150 + 60 5 5 5 5
A-4 + B03 150 + 100 5 5 5 5
A-4 + B04 150 + 50 5 5 5 5
A-4 + B09 150 + 90 5 5 5 5
A-4 + B12 150 + 36 5 5 5 5
A-4 + B13 150 + 20 5 5 5 5
A-4 + B14 150 + 30 4 5 5 5
A-4 + B16 150 + 50 5 5 5 5
A-4 + B18 150 + 60 5 5 5 5
A-4 + B19 150 + 50 5 5 5 5
A-4 + C01 150 + 60 5 5 5 5
A-4 + F02 150 + 240 5 5 5 5
A-4 + F03 150 + 200 5 5 5 5
A-4 + F05 150 + 300 5 5 5 5
A-4 + F06 150 + 200 5 5 5 5
A-4 + F07 150 + 50 5 5 5 5
A-4 + D01 150 + 90 5 5 5 5
A-4 + D02 150 + 200 5 5 5 5
A-4 + D03 150 + 750 5 5 5 5
A-4 + D04 150 + 300 5 5 5 5
A-4 + D05 150 + 300 5 5 5 5
A-4 + D06 150 + 1000 5 5 5 5
A-4 + D07 150 + 210 5 5 5 5
A-4 + H01 150 + 750 5 5 5 5
A-4 + H02 150 + 500 5 5 5 5
A-4 + H05 150 + 300 5 5 5 5
A-4 + H07 150 + 300 5 5 5 5
A-4 + H08 150 + 200 5 5 5 5
A-4 + H09 150 + 250 5 5 5 5
A-4 + I01 150 + 1200 5 5 5 5
A-4 + I03 150 + 500 5 5 5 5
A-4 + J04 150 + 350 5 5 5 5
A-4 + J05 150 + 30 5 5 5 5
A-4 + K01 150 + 200 5 5 5 5
A-4 + K02 150 + 60 5 5 5 5
A-4 + K03 150 + 900 5 5 5 5
A-4 + K04 150 + 300 5 5 5 5
A-4 + K05 150 + 1000 5 5 5 5
――――――――――――――――――――――――――――――

  The composition of the present invention is useful as a herbicide for paddy fields. In addition, it is useful in soil treatment, soil mixing treatment, and foliage treatment methods in the field of agriculture and horticulture such as upland and orchards, and in non-cultivated land such as turf, playground, open space, roadsides, and track ends.

Claims (6)

[Component A] selected from the group consisting of the heterocyclic amide compound represented by the formula (1) described below and a salt thereof, and [Component B] described below as active ingredients A herbicidal composition [component A]

[Wherein Q represents an aromatic heterocycle represented by any one of Q-1 to Q-7,

W represents an aromatic heterocycle represented by W-1, W-2 or W-3,

X represents an oxygen atom or a sulfur atom,
R 1a is a hydrogen atom, a halogen atom, optionally substituted by C 1 -C 6 alkyl, optionally substituted by R 6 (C 1 ~C 6) alkyl, C 3 -C 6 cycloalkyl, R 6 (C 3 ~C 6) cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, C 3 -C 6 cycloalkenyl, -C (O) R 8, -C (O) OR 16, cyano, -OR 9, -S (O) m1 R 10, -N (R 11) R 12, -C (= NR 12b) R 8b, phenyl, phenyl substituted by (R 7) p, naphthyl or U-1 To any of U-25 groups,
R 1b is a hydrogen atom, C 1 -C 6 alkyl, optionally substituted by R 6 (C 1 ~C 6) alkyl, C 3 -C 6 cycloalkyl, optionally substituted by R 6 (C 3 ~ C 6 ) cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, phenyl, (R 7 ) phenyl substituted by p , naphthyl, 5-6 membered heteroaryl, (by R 28 and R 28a Represents optionally substituted) 5-6 membered heteroaryl, 3-7 membered heterocyclyl or 3-7 membered heterocyclyl (optionally substituted by R 28 and R 28a );
R 1c represents C 1 -C 6 alkyl,
R 2a is a halogen atom, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, -C (O) R 18, -C (O) OR 24, cyano, nitro, -OR 19, -S (O) m3 R 20 , —N (R 21 ) R 22 , phenyl, or phenyl substituted by (R 7 ) p , and when n represents an integer of 2 or more, each R 2a may be the same as or In addition, when two R 2a are adjacent to each other, the two adjacent R 2a form —CH═CH—CH═CH— to bond each R 2a You may form a 6-membered ring with a carbon atom,
R 2c represents C 1 -C 6 haloalkyl,
R 3 is a hydrogen atom, C 1 -C 6 alkyl, (C 1 -C 6 ) alkyl optionally substituted by R 27 , C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 represents alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, -C (O) R 25 or -C (O) oR 26,
R 4a is a hydrogen atom, a halogen atom, optionally substituted by C 1 -C 6 alkyl, optionally substituted by R 27 (C 1 ~C 6) alkyl, C 3 -C 6 cycloalkyl, R 27 (C 3 ~C 6) cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, C 3 -C 6 cycloalkenyl, -NH 2 , C 1 -C 6 alkylamino, di (C 1 -C 6 alkyl) amino, —NHC (O) R 8 , phenyl, phenyl substituted by (R 28 ) r , 5-6 membered heteroaryl, ( 5-6 membered heteroaryl, optionally substituted by R 28 and R 28a ), 3-7 membered heterocyclyl, or 3-7 membered hete (optionally substituted by R 28 and R 28a ) Represents Rocyclyl,
R 4b is a hydrogen atom, halogen atom, cyano, nitro, C 1 -C 6 alkyl, (C 1 -C 6 ) alkyl optionally substituted with R 27 , C 3 -C 6 cycloalkyl, optional with R 27 (C 3 -C 6 ) cycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 haloalkenyl, C 2 -C 6 alkynyl, C 2 -C 6 haloalkynyl, C 3 -C 6 cyclo alkenyl, -C (O) OR 16, -OR 38, -S (O) m3 R 20, -NH 2, C 1 ~C 6 alkyl amino, di (C 1 -C 6 alkyl) amino, -NHC (O ) R 8 , phenyl, phenyl substituted by (R 28 ) r , 5-6 membered heteroaryl, 5-6 membered heteroaryl (optionally substituted by R 28 and R 28a ), 3-7 membered Terocyclyl or 3-7 membered heterocyclyl (optionally substituted by R 28 and R 28a );
R 4c represents a hydrogen atom, a halogen atom, optionally substituted by C 1 -C 6 alkyl, optionally substituted by R 27 (C 1 ~C 6) alkyl, C 3 -C 6 cycloalkyl, R 27 (C 3 -C 6) cycloalkyl, heteroaryl, phenyl substituted by (R 28) r, heteroaryl 5-6 membered, the (optionally substituted by R 28 and R 28a) 5-6 membered, 3-7 membered heterocyclyl or 3-7 membered heterocyclyl (optionally substituted by R 28 and R 28a ),
R 4d , R 4e , R 4f , R 4g and R 4h each independently represent a hydrogen atom, C 1 -C 6 alkyl or (C 1 -C 6 ) alkyl optionally substituted with R 35 ,
U-1 to U-6, U-6a, U-7 to U-10, U-10a, U-11, U-11a, U-12, U-12a, U-13, U-13a, U- 14 to U-22, U-22a, U-23, U-24, U-25 and U-26 each represent a heterocyclic ring represented by the following structure;

R ^5a and R ^5b are each independently a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted with R ²⁷ , C ₃ -C ₆ cycloalkyl, C ₃ -C _{6 halocycloalkyl,} C 2 -C _{6 alkenyl,} C 2 -C _{6 haloalkenyl,} C 2 -C _{6 alkynyl,} C 2 -C _{6 haloalkynyl,} C 3 -C ₆ cycloalkenyl, phenyl or ^(R _{28) r} Represents phenyl substituted by
R ^5c represents a hydrogen atom, C ₁ -C ₆ alkyl or (C ₁ -C ₆ ) alkyl optionally substituted by R ³⁶ , or R ^5c represents R ^4d and — (CH ₂ ) ₄ — or By forming —CH═CH—CH═CH—, a 6-membered ring may be formed together with the nitrogen atom to which R ^5c is bonded and the carbon atom to which R ^4d is bonded;
R ⁶ is a halogen atom, cyano, C ₃ -C ₆ cycloalkyl, —C (O) R ⁸ , —C (O) OR ¹⁶ , —OR ¹³ , —S (O) _{m 2} R ¹⁴ , phenyl or (R ⁷ ) represents phenyl substituted by _p ;
R ⁷ is a halogen atom, cyano, nitro, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ²⁷ , C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocyclo. _alkyl, C 2 -C _{6 alkenyl,} C 2 -C _{6 haloalkenyl,} C 2 -C _{6 alkynyl,} C 2 -C _{6 haloalkynyl,} C 3 -C _{6 cycloalkenyl,} C 1 -C ₆ alkylcarbonyl, _{C 3} -C _{6 cycloalkylcarbonyl,} C 1 -C _{6 haloalkylcarbonyl,} C 3 -C ₆ halocycloalkyl _carbonyl, C 1 -C _{6 alkoxycarbonyl,} C 1 -C _{6 haloalkoxycarbonyl,} C 1 -C ₆ alkylaminocarbonyl , _C 1 -C ₆ haloalkylcarbonyl aminocarbonyl, di _(C 1 -C ₆ alkylamino) carbonyl, ^{-OR 15 _{, -S (O) m3 R 20}} , C 1 ~C 6 alkylaminosulfonyl, di _(C 1 -C ₆ alkyl) _{aminosulfonyl,} -NH _2, C 1 ~C ₆ alkyl amino, di _(C 1 -C ₆ Alkyl) amino, 5-6 membered heteroaryl, optionally substituted by 5-6 membered heteroaryl (optionally substituted by R ²⁸ and R ^28a ), 3-7 membered heterocyclyl, or (optionally substituted by R ²⁸ and R ^28a ) Represents a 3-7 membered heterocyclyl,
R ⁸ represents a hydrogen atom, C ₁ -C ₆ alkyl or —N (R ^11a ) R ^12a ,
R ^8b represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ⁹ represents a hydrogen atom, C ₁ -C ₆ alkyl or phenyl,
R ¹⁰ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ³⁴ , C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₂ -C ₆ represents _alkenyl, C 2 -C _{6 haloalkenyl,} a C 2 -C ₆ alkynyl or _C 2 -C ₆ haloalkynyl,
R ¹¹ and R ¹² are each independently a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted with R ³⁴ , C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, phenylsulfonyl, phenyl, phenyl substituted by (R ⁷ ) _p , U-7, U-8, U-9 or U-14 to U-19, or R ¹¹ together with R ¹² to form a C ₂ -C ₆ alkylene chain, whereby a nitrogen atom to which R ¹¹ and R ¹² are bonded And the alkylene chain may contain one O, S, S (O), S (O) ₂ or N (R ³³ ), and By an oxo or thioxo group It may be substituted,
R ^11a and R ^12a each independently represent a hydrogen atom, C ₁ -C ₆ alkyl or phenyl, or R ^11a together with R ^12a forms a C ₂ -C ₆ alkylene chain. , R ^11a and R ^12a may form a 3- to 7-membered ring together with the nitrogen atom to which R ^12a is bonded, and at this time, the alkylene chain is O, S, S (O), S (O) ₂ or N ( R ³³ ) and may be substituted by an oxo group or a thioxo group,
R ^12b represents -OR ^19b ;
R ¹³ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ³⁴ , C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C Represents ₆ alkynyl, C ₂ -C ₆ haloalkynyl, —C (O) R ⁸ or phenyl,
R ¹⁴ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ³⁴ , C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C _{6 alkynyl,} C 2 -C ₆ haloalkynyl or phenyl,
R ¹⁵ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ²⁷ , C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₂ -C ₆ represents _alkenyl, C 2 -C _{6 haloalkenyl,} C 2 -C _{6 alkynyl,} C 2 -C ₆ haloalkynyl or _C 3 -C ₆ cycloalkenyl,
R ¹⁶ represents a hydrogen atom, C ₁ -C ₆ alkyl or (C ₁ -C ₆ ) alkyl optionally substituted by R ³⁷ ,
R ¹⁸ represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ¹⁹ represents a hydrogen atom, C ₁ -C ₆ alkyl or phenyl,
R ^19b represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ²⁰ is C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C represents ₆ haloalkynyl or _C 3 -C ₆ cycloalkenyl,
R ²¹ and R ²² each independently represent a hydrogen atom, C ₁ -C ₆ alkyl or phenyl, or R ²¹ together with R ²² forms a C ₂ -C ₆ alkylene chain. , R ²¹ and R ²² may form a 3- to 7-membered ring together with the nitrogen atom to which R ²¹ and R ²² are bonded. At this time, this alkylene chain is O, S, S (O), S (O) ₂ or N ( R ³⁹ ) and may be substituted by an oxo group or a thioxo group,
R ²⁴ represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ²⁵ and R ²⁶ are each independently a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C _2- C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cycloalkenyl or phenyl,
R ²⁷ is halogen atom, cyano, nitro, ^{phenyl, (R} ₂₈₎ phenyl substituted by _{^{r, -C (O) OR 16}} , -OR 29, -S (O) m4 R 30, the 5-6 membered heteroaryl represents heteroaryl, ^(optionally substituted by ^{R 28} and ^{R 28a)} 3-7 membered heterocyclyl or 3-7 membered heterocyclyl to ^(optionally substituted by ^{R 28} and ^{R 28a)} 5-6 membered,
R ²⁸ is a halogen atom, cyano, nitro, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₂ -C ₆ alkenyl, C ₂ -C _{6 haloalkenyl,} C 2 -C _{6 alkynyl,} C 2 -C _{6 haloalkynyl,} a _(C 1 -C _{6 alkoxy)} C 1 -C ₆ alkyl, ^{-OR 31} or -S _(O) m4 ^{R 30} When t2, t3, t4, t5, t7, t8 or t9 represent an integer of 2 or more, each R ²⁸ may be the same as or different from each other, and two R ²⁸ are adjacent to each other. when, by two adjacent ^{R 28} are forming a -CH = CH-CH = CH- together, may form a 6-membered ring together with the carbon atom to which each ^{R 28} is bonded ,
R ^28a represents C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, (C ₁ -C ₆ alkoxy) C ₁ -C ₆ alkyl or (C ₁ -C ₆ alkylthio) C ₁ -C ₆ alkyl,
R ²⁹ , R ³⁰ and R ³¹ are each independently a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₂ -C _{6 alkenyl,} C 2 -C _{6 haloalkenyl,} C 2 -C ₆ represents _alkynyl, C 2 -C _{6 haloalkynyl,} a C 3 -C ₆ cycloalkenyl or phenyl,
R ³³ is R ³⁴ represents a hydrogen atom or a _C 1 -C ₆ alkyl, halogen atom, _cyano, C 3 -C ₆ ^{cycloalkyl, -C (O) R 8,} -C (O) OR 16, -OR _{^{33, -S (O) m6 R}} 33, phenyl, (R ⁷⁾ phenyl substituted by _{p, U-1, U-} 3, U-7, U-8, U-9 , or U-14 through U- 25,
R ³⁵ represents a halogen atom or C ₁ -C ₆ alkoxy;
R ³⁶ represents a halogen atom or C ₁ -C ₆ alkoxy;
R ³⁷ represents C ₁ -C ₆ alkoxy;
R ³⁸ is C ₁ -C ₆ alkyl, (C ₁ -C ₆ ) alkyl optionally substituted by R ³⁴ , C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₂ -C _{6 alkenyl,} C 2 -C _{6 haloalkenyl,} C 2 -C ₆ represents _alkynyl, C 2 -C _{6 haloalkynyl,} a C 3 -C ₆ cycloalkenyl or phenyl,
R ³⁹ represents a hydrogen atom or C ₁ -C ₆ alkyl,
t1 represents an integer of 0 or 1, m1, m2, m3, m4, m6 and t2 each independently represents an integer of 0, 1 or 2;
n and t3 each independently represents an integer of 0, 1, 2, or 3,
p and r each independently represents an integer of 1, 2, 3, 4 or 5;
t4 represents an integer of 0, 1, 2, 3 or 4;
t5 represents an integer of 0, 1, 2, 3, 4 or 5,
t7 represents an integer of 0, 1, 2, 3, 4, 5, 6 or 7,
t8 represents an integer of 0, 1, 2, 3, 4, 5, 6, 7 or 8;
t9 represents an integer of 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9. ]
[Component B]
Acetochlor, acifluorfen, acronifene, alachlor, alloxidim, alloxidim sodium, amethrin, amicarbazone, amidosulfuron, aminocyclopyrazole, aminocyclopyracrol salts and esters, aminopyralide, aminopyralide salts and esters, amipro Phosmethyl, amitrol, anilophos, ashram, atrazine, azaphenidine, azimusulfuron, beflubutamide, benazoline ethyl, bencarbazone, benfluralin, benfrate, bensulfuronmethyl, benzulide, bentazone, bentazone sodium, bentazone salt, benchocarb, benzphendizone, benzobicyclo , Benzofenap, bialaphos, bialaphos sodium, bicyclopyrone, bifu Knox, bispyribac, sodium bispyribac, bromacil, bromobutide, bromophenoxime, bromoxynil, bromoxynil salts and esters, butachlor, butaphenacyl, butamifos, butenachlor, butralin, butroxydim, butyrate, caffantrol, carbetamide, carfentrazone ethyl, chloro Methoxyphen, chloromethoxynyl, chloramben, chloramben salts and esters, chloranthrammethyl, chlorflurenol methyl, chloridazone, chlorimuron ethyl, chlorobromulone, chlorotolulone, chloroxuron, chlorphthalim, chlorprofam, chloro IPC, chlorsulfuron , Chlortaldimethyl, chlorthiamide, sinidone ethyl, cinmesrin, sinosulf , Cletodim, clodinahop, clodinahop propargyl, clomazone, clomeprop, clopyralid, clopyralid salts and esters, CNP, cumyllone, cyanazine, cycloate, cyclopyranyl, cyclopyrimolate, cyclosulfamuron, cycloxydim, cihalohop butyl, Dalapon, dazomet, desmedifam, desmethrin, dicamba, dicamba salt and ester, diclobenil, diclohop, diclohopmethyl, dichloroprop, dichloroprop salt and ester, P dichloroprop, P dichloroprop salt and Ester, Diclosram, Difenzocote, Diflufenican, Diflufenzopyr, Diflufenzopyr sodium, Dimepiperate, Dimetamethrin, Dime Tacrolol, dimethenamide, P-dimethenamide, dimesipine, dinitroamine, dinocebu, dinoterb, DNOC, diphenamide, diquat, dithiopyr, diuron, DSMA, diemron, endtal, EPTC, esprocarb, ethalfluralin, ethamethsulfuronate, etofemuset Ethoxysulfuron, flazasulfuron, fenoxaprop, phenoxapropethyl, phenoxasulfone, fenquinotrione, fentrazamide, flamprop, flazasulfuron, florathram, flopirauxifene, flopurauxifenebenzyl, fluazifop, full Adihopbutyl, fluazolate, sodium flukazone, flucetosulfuron, fluchloraline, flufenacet, Fenpyrethyl, flumethram, full microlacpentyl, flumioxazin, fluometuron, fluoroglycophenethyl, flupirsulfuron, flupoxam, flurenol, fluridone, flurochloridone, fluroxypyr, ester of fluroxipyr, flurprimidol, flutamon, fluthiaset methyl , Fomesafen, foramsulfuron, fosamine, glufosinate, glufosinate ammonium, glyphosate, glyphosate ammonium, glyphosate isopropylamine, glyphosate potassium, glyphosate sodium, glyphosate trimesium, haloxifene, haloxifene salts and esters, halosafene, halosulfuron, Halosulfuronmethyl, haloxyhop, haloxyhop Chill, hexazinone, imazametabenzmethyl, imazamox, imazapic, imazapyr, imazetapyr, imazaquin, imazosulfuron, indanophan, indazifram, iodosulfuronmethyl sodium, ioxinyl, ioxynil salts and esters, ipfencarbazone, isoproturon, isouron , Isoxaben, isoxaflutol, carbbutylate, lactofen, lancotrione, lancotrione-sodium salt, lenacyl, linuron, maleic hydrazide, MCPA, MCPA salt and ester, MCPB, MCPB salt and ester, mecoprop, mecoprop salt And esters, P mecoprop, salts and esters of P mecoprop, mefenacet, mefluidide, mesosulfuron Methyl, Mesotrione, Metam, Metamihop, Metamitron, Metazachlor, Metabenzthiazulone, Metazosulfuron, Methiozoline, Methyl azide, Methyl bromide, Methyl diimron, Methyl iodide, Metobenzuron, Metolachlor, S Metolachlor, Methoslam, Metribuzin, Methos Ruflon methyl, methoxuron, molinate, monolinuron, monosulfuron, monosulfuron methyl, MSMA, naproanilide, napropamide, naptalam, naptalam sodium, nebulon, nicosulfuron, norflurazon, OK-701, oleic acid, olvencurve, orthosulfamlone, oryzalin, Oxadialgyl, Oxadiazone, Oxasulfuron, Oxadichromene, Oxyfluorfen, Paraquat, Perak Gonic acid, pendimethalin, penoxsulam, pentanochlor, pentoxazone, petoxamide, phenmedifamethyl, picloram, picloram salt and ester, picolinaphene, pinoxaden, piperophos, pretilachlor, primisulfurone methyl, prodiamine, profluazole, Profoxydim, Prometon, Promethrin, Propacrol, Propanyl, Propoxahop, Propazine, Profam, Propisochlor, Propoxycarbazone sodium, Propyrisulfuron, Propizzamid, Pullsulfocarb, Prosulfuron, Pyraclonil, Pyraflufenethyl, Pyrasulfo Toll, pyrazolinate, pyrazosulfuron, pyrazosulfuron ethyl, pyrazoxifene, pyribenzoxime, pyribuchi Rub, pyridafor, pyridate, pyriftalide, pyriminobacmethyl, pyrimylsulfan, pyrithiobac sodium, pyroxasulfone, piroxyslam, quinclolac, kimmelac, quinoclamine, quizalofop, quizalofopethyl, quizalofoptefuryl, P Quizalofop, Pquizalofop ethyl, Pxallohop tefryl, rimsulfuron, saflufenacil, cetoxydim, ciduron, simazine, cymetrine, SL-261, sulcotrione, sulfentrazone, sulfometuron methyl, sulfosulfuron, TCBA , Salts and esters of TCBA, TCTP, tebutam, tebutiurone, tefriltrione, tembotrione, tepraxidim, terbacil, terbumetone, terbutyrazine, terbutrin, Tetrapion, tenylchlor, thiaflurone, thiazopyr, thiadimine, thiazulone, thiencarbazone methyl, thifensulfuron methyl, thiaphenacyl, tolpyrate, topramezone, tolalkoxydim, triafamon, triarate, triasulfuron, triadifram, tribenuron methyl, triclopyr, triclopyr Salts and esters of Tolyphane, Trietadine, Trifludimoxazine, Trifloxysulfuron, Trifluralin, Triflusulfuronmethyl, Tritosulfuron, 2,4-PA, 2,4-PA salts and esters, 2, 4-D, 2,4-D salts and esters, 2,4-DB, 2,4-DB salts and esters. Q represents Q-1;
W represents W-1,
X represents an oxygen atom,
R ^1a represents (C ₁ -C ₆ ) alkyl or —S (O) _m1 R ¹⁰ optionally substituted with R ⁶ ,
R ^2a represents C ₁ -C ₆ haloalkyl,
R ³ represents a hydrogen atom,
R ^4a represents a hydrogen atom or C ₁ -C ₆ alkyl;
R ⁶ represents —S (O) _m2 R ¹⁴ ,
R ¹⁰ and R ¹⁴ each independently represent C ₁ -C ₆ alkyl;
m1 represents an integer of 0;
The herbicidal composition according to claim 1, wherein m2 represents an integer of 0 or 2.   Component B is cihalohop butyl, phenoxapropethyl, metamihop, quizalofop ethyl, pyrazosulfuron ethyl, halosulfuron methyl, metazosulfuron, bensulfuron methyl, imazosulfuron, propyrisulfuron, penoxsulam, bispyrivac sodium, pyrino Buckmethyl, pyrimisulphan, triafamon, imazetapyr, dimetamethrin, mesotrione, benzobicyclone, benzophenap, fenquinotrione, tefryltrione, pyrazolinate, lancotrione-sodium salt, clomazone, oxadiazone, oxadiargyl, pentoxazone, pyraclonyl, cyclopyranyl , Butachlor, pretilachlor, fentolazamide, fenfentrol, phenoxasulfone, ipfen Rubazon, esprocarb, benfuresate, clomeprop, furo Pirau carboxymethyl Fen benzyl, indanofan, oxaziclomefone, bromobutide, herbicidal composition according to claim 1 or claim 2 which is cyclo pyridinium mode rate and dymron.   4. One or more compounds selected from Component B are 0.01 to 30 parts by mass with respect to 1 part by mass of one or more compounds selected from Component A. 5. A herbicidal composition as described in 1. above.   A herbicidal method comprising treating one or more compounds selected from component A according to claim 1 and one or more compounds selected from component B according to claim 1 simultaneously or close in time. .   The weeding method according to claim 5, wherein the weeding method is a weeding method of paddy field weeds.