SALTS OF N-(1,3,4-OXADIAZOL-2-YL) ARYL CARBOXYLIC ACID AMIDES AND THE USE OF SAME AS HERBICIDESThe invention relates to salts of N-(1,3,4-oxadiazol-2-yl) aryl carboxylic acid amides of general formula (I), as herbicides. In this formula (I), X, Z and R stand for groups such as hydrogen, organic groups such as alkyl, and other groups such as halogen. A represents nitrogen or carbon. M+ represents a cation.The salt of n- (1,3,4- oxadiazole -2- bases) benzamide of formula (i)whereina is n or cy,r is hydrogen, (c1–c6)-alkyl, r1o-(c1-c6)-alkyl, ch2r6、(c3–c7)-cycloalkyl, halo-(c1–c6)-alkyl, (c2-c6)-alkenyl, halo-(c2-c6)-alkenyl, (c2-c6)-alkynyl, halo-(c2-c6)-alkynyl, or1、nhr1, methoxyl group carbonyl base, ethoxy carbonyl, methoxycarbonylmethyl, ethoxy carbonyl methyl, methyl carbonyl, trifluoromethylcarbonyl, dimethylamino, acetylamino, methyl mercapto, methylsulfinyl, methyl sulphonyl, or each by the s heteroaryls substituted selected from following group base, heterocyclic radical, benzyl or phenyl：halogen, nitro, cyano group, (c1-c6)-alkyl, halo-(c1-c6)-alkyl, (c3-c6)-cycloalkanes base, s (o)n-(c1-c6)-alkyl, (c1-c6)-alkoxy, halo-(c1-c6)-alkoxy, (c1-c6)-alkoxy-(c1-c4)- alkyl,x is nitro, halogen, cyano group, formoxyl, thiocyano-, (c1-c6)-alkyl, halo-(c1-c6)-alkyl, (c2-c6)- alkenyl, halo-(c2-c6)-alkenyl, (c2-c6)-alkynyl, halo-(c3-c6)-alkynyl, (c3-c6)-cycloalkyl, halo-(c3- c6)-cycloalkyl, (c3-c6)-cycloalkyl-(c1-c6)-alkyl, halo-(c3-c6)-cycloalkyl-(c1-c6)-alkyl, cor1、 coor1、ocoor1、nr1coor1、c(o)n(r1)2、nr1c(o)n(r1)2、oc(o)n(r1)2、c(o)nr1or1、or1、ocor1、 oso2r2、s(o)nr2、so2or1、so2n(r1)2、nr1so2r2、nr1cor1、(c1-c6)-alkyl-s (o)nr2、(c1-c6)-alkyl- or1、(c1-c6)-alkyl-ocor1、(c1-c6)-alkyl-oso2r2、(c1-c6)-alkyl-co2r1、(c1-c6)-alkyl-so2or1、 (c1-c6)-alkyl-con (r1)2、(c1-c6)-alkyl-so2n(r1)2、(c1-c6)-alkyl-nr1cor1、(c1-c6)-alkyl- nr1so2r2、nr1r2、p(o)(or5)2、ch2p(o)(or5)2、(c1-c6)-miscellaneous alkyl aryl, (c1-c6)-alkyl heterocyclic, wherein latter two group is each substituted by s selected from following group：halogen, (c1-c6)-alkyl, halo-(c1-c6)-alkyl, s (o)n-(c1-c6)-alkyl, (c1-c6)-alkoxy, halo-(c1-c6)-alkoxy, and wherein heterocyclic radical carries n oxo base group,y is hydrogen, nitro, halogen, cyano group, thiocyano-, (c1-c6)-alkyl, halo-(c1-c6)-alkyl, (c2-c6)-alkene base, halo-(c2-c6)-alkenyl, (c2-c6)-alkynyl, halo-(c2-c6)-alkynyl, (c3-c6)-cycloalkyl, (c3-c6)-cyclenes base, halo-(c3-c6)-cycloalkyl, (c3-c6)-cycloalkyl-(c1-c6)-alkyl, halo-(c3-c6)-cycloalkyl-(c1-c6)- alkyl, cor1、coor1、ocoor1、nr1coor1、c(o)n(r1)2、nr1c(o)n(r1)2、oc(o)n(r1)2、co(nor1)r1、 nr1so2r2、nr1cor1、or1、oso2r2、s(o)nr2、so2or1、so2n(r1)2(c1-c6)-alkyl-s (o)nr2、(c1-c6)-alkane base-or1、(c1-c6)-alkyl-ocor1、(c1-c6)-alkyl-oso2r2、(c1-c6)-alkyl-co2r1、(c1-c6)-alkyl-cn, (c1-c6)-alkyl-so2or1、(c1-c6)-alkyl-con (r1)2、(c1-c6)-alkyl-so2n(r1)2、(c1-c6)-alkyl- nr1cor1、(c1-c6)-alkyl-nr1so2r2、n(r1)2、p(o)(or5)2、ch2p(o)(or5)2、(c1-c6)-alkyl phenyl, (c1- c6)-miscellaneous alkyl aryl, (c1-c6)-alkyl heterocyclic, phenyl, heteroaryl or heterocyclic radical, wherein rear six kinds of groups are each by s substitute selected from following group：halogen, nitro, cyano group, (c1-c6)-alkyl, halo-(c1-c6)-alkyl, (c3-c6)-cycloalkanes base, s (o)n-(c1-c6)-alkyl, (c1-c6)-alkoxy, halo-(c1-c6)-alkoxy, (c1-c6)-alkoxy-(c1-c4)- alkyl and cyano methyl, and wherein heterocyclic radical carries n oxo group,z is halogen, cyano group, thiocyano-, (c1-c6)-alkyl, (c1-c6)-alkoxy, halo-(c1-c6)-alkyl, (c2- c6)-alkenyl, halo-(c2-c6)-alkenyl, (c2-c6)-alkynyl, halo-(c2-c6)-alkynyl, (c3-c6)-cycloalkyl, halo- (c3-c6)-cycloalkyl, (c3-c6)-cycloalkyl-(c1-c6)-alkyl, halo-(c3-c6)-cycloalkyl-(c1-c6)-alkyl, cor1、 coor1、ocoor1、nr1coor1、c(o)n(r1)2、nr1c(o)n(r1)2、oc(o)n(r1)2、c(o)nr1or1、oso2r2、s(o)nr2、so2or1、so2n(r1)2、nr1so2r2、nr1cor1、(c1-c6)-alkyl-s (o)nr2、(c1-c6)-alkyl-or1、(c1-c6)- alkyl-ocor1、(c1-c6)-alkyl-oso2r2、(c1-c6)-alkyl-co2r1、(c1-c6)-alkyl-so2or1、(c1-c6)-alkane base-con (r1)2、(c1-c6)-alkyl-so2n(r1)2、(c1-c6)-alkyl-nr1cor1、(c1-c6)-alkyl-nr1so2r2、n (r1)2、p(o)(or5)2, heteroaryl, heterocyclic radical or phenyl, wherein after three kinds of groups each taken by s selected from following group generation：halogen, nitro, cyano group, (c1-c6)-alkyl, halo-(c1-c6)-alkyl, (c3-c6)-cycloalkyl, s (o)n-(c1-c6)-alkane base, (c1-c6)-alkoxy or halo-(c1-c6)-alkoxy, and wherein heterocyclic radical carries n oxo group, orif y is s (o)nr2group, then z can also be hydrogen,r1for hydrogen, (c1-c6)-alkyl, (c1-c6)-haloalkyl, (c2-c6)-alkenyl, (c2-c6)-haloalkenyl group, (c2-c6)-alkynes base, (c2-c6)-halo alkynyl, (c3-c6)-cycloalkyl, (c3-c6)-cycloalkenyl group, (c3-c6)-halogenated cycloalkyl, (c1-c6)-alkane base-o- (c1-c6)-alkyl, (c3-c6)-cycloalkyl-(c1-c6)-alkyl, phenyl, phenyl-(c1-c6)-alkyl, heteroaryl, (c1- c6)-miscellaneous alkyl aryl, heterocyclic radical, (c1-c6)-alkyl heterocyclic, (c1-c6)-alkyl-o- heteroaryls, (c1-c6)-alkyl-o- heterocyclic radical, (c1-c6)-alkyl-nr3- heteroaryl or (c1-c6)-alkyl-nr3- heterocyclic radical, wherein rear 21 kinds of groups are each by s substitute selected from following group：cyano group, halogen, nitro, thiocyano-, or3、s(o)nr4、n(r3)2、nr3or3、cor3、 ocor3、scor4、nr3cor3、nr3so2r4、co2r3、cosr4、con(r3)2(c1-c4)-alkoxy-(c2-c6)-alkoxy carbonyl base, and wherein heterocyclic radical carries n oxo group,r2for (c1-c6)-alkyl, (c1-c6)-haloalkyl, (c2-c6)-alkenyl, (c2-c6)-haloalkenyl group, (c2-c6)-alkynyl, (c2-c6)-halo alkynyl, (c3-c6)-cyc...
N-(1,3,4-옥사디아졸-2-일)아릴 카복실산 아미드의 염 및 제초제로서의 그의 용도화학식 (I)의 N-(1,3,4-옥사디아졸-2-일)아릴카복사미드의 염이 제초제로서 개시된다:[이미지] 상기 식에서, X, Z 및 R은 수소와 같은 래디칼, 알킬과 같은 유기 래디칼 및 할로겐과 같은 다른 래디칼이고, A는 질소 또는 탄소이며, M+는 양이온을 나타낸다.화학식 (I)의 N-(1,3,4-옥사디아졸-2-일)벤즈아미드의 염:[이미지]상기 식에서,A는 N 또는 CY이고, R은 수소, (C1-C6)-알킬, R1O-(C1-C6)-알킬, CH2R6, (C3-C7)-사이클로알킬, 할로-(C1-C6)-알킬, (C2-C6)-알케닐, 할로-(C2-C6)-알케닐, (C2-C6)-알키닐, 할로-(C2-C6)-알키닐, OR1, NHR1, 메톡시카보닐, 에톡시카보닐, 메톡시카보닐메틸, 에톡시카보닐메틸, 메틸카보닐, 트리플루오로메틸카보닐, 디메틸아미노, 아세틸아미노, 메틸설페닐, 메틸설피닐, 메틸설포닐, 또는 각각 할로겐, 니트로, 시아노, (C1-C6)-알킬, 할로-(C1-C6)-알킬, (C3-C6)-사이클로알킬, S(O)n-(C1-C6)-알킬, (C1-C6)-알콕시, 할로-(C1-C6)-알콕시, (C1-C6)-알콕시-(C1-C4)-알킬로 구성된 그룹중에서 선택된 s개의 래디칼로 치환된 헤테로아릴, 헤테로사이클릴, 벤질 또는 페닐이고,X는 니트로, 할로겐, 시아노, 포르밀, 티오시아네이토, (C1-C6)-알킬, 할로-(C1-C6)-알킬, (C2-C6)-알케닐, 할로-(C2-C6)-알케닐, (C2-C6)-알키닐, 할로-(C3-C6)-알키닐, (C3-C6)-사이클로알킬, 할로-(C3-C6)-사이클로알킬, (C3-C6)-사이클로알킬-(C1-C6)-알킬, 할로-(C3-C6)-사이클로알킬-(C1-C6)-알킬, COR1, COOR1, OCOOR1,NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2,OC(O)N(R1)2,C(O)NR1OR1, OR1, OCOR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-알킬-S(O)nR2, (C1-C6)-알킬-OR1, (C1-C6)-알킬-OCOR1, (C1-C6)-알킬-OSO2R2, (C1-C6)-알킬-CO2R1, (C1-C6)-알킬-SO2OR1, (C1-C6)-알킬-CON(R1)2, (C1-C6)-알킬-SO2N(R1)2, (C1-C6)-알킬-NR1COR1, (C1-C6)-알킬-NR1SO2R2, NR1R2, P(O)(OR5)2, CH2P(O)(OR5)2, (C1-C6)-알킬헤테로아릴, (C1-C6)-알킬헤테로사이클릴이고, 여기에서 마지막으로 언급된 2개의 래디칼은 각각 s개의 할로겐, (C1-C6)-알킬, 할로-(C1-C6)-알킬, S(O)n-(C1-C6)-알킬, (C1-C6)-알콕시, 할로-(C1-C6)-알콕시 래디칼로 치환되고, 여기에서 헤테로사이클릴은 0개의 옥소 그룹을 가지며,Y는 수소, 니트로, 할로겐, 시아노, 티오시아네이토, (C1-C6)-알킬, 할로-(C1-C6)-알킬, (C2-C6)-알케닐, 할로-(C2-C6)-알케닐, (C2-C6)-알키닐, 할로-(C2-C6)-알키닐, (C3-C6)-사이클로알킬, (C3-C6)-사이클로알케닐, 할로-(C3-C6)-사이클로알킬, (C3-C6)-사이클로알킬-(C1-C6)-알킬, 할로-(C3-C6)-사이클로알킬-(C1-C6)-알킬, COR1, COOR1, OCOOR1,NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2,OC(O)N(R1)2,CO(NOR1)R1, NR1SO2R2, NR1COR1, OR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, (C1-C6)-알킬-S(O)nR2, (C1-C6)-알킬-OR1, (C1-C6)-알킬-OCOR1, (C1-C6)-알킬-OSO2R2, (C1-C6)-알킬-CO2R1, (C1-C6)-알킬-CN, (C1-C6)-알킬-SO2OR1, (C1-C6)-알킬-CON(R1)2, (C1-C6)-알킬-SO2N(R1)2, (C1-C6)-알킬-NR1COR1, (C1-C6)-알킬-NR1SO2R2, N(R1)2, P(O)(OR5)2, CH2P(O)(OR5)2, (C1-C6)-알킬페닐, (C1-C6)-알킬헤테로아릴, (C1-C6)-알킬헤테로사이클릴, 페닐, 헤테로아릴 또는 헤테로사이클릴이고, 여기에서 마지막으로 언급된 6개의 래디칼은 각각 할로겐, 니트로, 시아노, (C1-C6)-알킬, 할로-(C1-C6)-알킬, (C3-C6)-사이클로알킬, S(O)n-(C1-C6)-알킬, (C1-C6)-알콕시, 할로-(C1-C6)-알콕시, (C1-C6)-알콕시-(C1-C4)-알킬 및 시아노메틸로 구성된 그룹중에서 선택된 s개의 래디칼로 치환되고, 헤테로사이클릴은 n개의 옥소 그룹을 가지며,Z는 할로겐, 시아노, 티오시아네이토, (C1-C6)-알킬, (C1-C6)-알콕시, 할로-(C1-C6)-알킬, (C2-C6)-알케닐, 할로-(C2-C6)-알케닐, (C2-C6)-알키닐, 할로-(C2-C6)-알키닐, (C3-C6)-사이클로알킬, 할로-(C3-C6)-사이클로알킬, (C3-C6)-사이클로알킬-(C1-C6)-알킬, 할로-(C3-C6)-사이클로알킬-(C1-C6)-알킬, COR1, COOR1, OCOOR1,NR1COOR1, C(O)N(R1)2, NR1C(O)N(R1)2,OC(O)N(R1)2,C(O)NR1OR1, OSO2R2, S(O)nR2, SO2OR1, SO2N(R1)2, NR1SO2R2, NR1COR1, (C1-C6)-알킬-S(O)nR2, (C1-C6)-알킬-OR1, (C1-C6)-알킬-OCOR1, (C1-C6)-알킬-OSO2R2, (C1-C6)-알킬-CO2R1, (C1-C6)-알킬-SO2OR1, (C1-C6)-알킬-CON(R1)2, (C1-C6)-알킬-SO2N(R1)2, (C1-C6)-알킬-NR1COR1, (C1-C6)-알킬-NR1SO2R2, N(R1)2, P(O)(OR5)2, 헤테로아릴, 헤테로사이클릴 또는 페닐이고, 여기에서 마지막으로 언급된 3개의 래디칼은 각각 할로겐, 니트로, 시아노, (C1-C6)-알킬, 할로-(C1-C6)-알킬, (C3-C6)-사이클로알킬, S(O)n-(C1-C6)-알킬, (C1-C6)-알콕시 또는 할로-(C1-C6)-알콕시로 구성된 그룹중에서 선택된 s개의 래디칼로 치환되고, 헤테로사이클릴은 n개의 옥소 그룹을 가지거나, 또는 Z는 또한 Y가 S(O)nR2 래디칼이면 수소를 나타낼 수 있고,R1은 수소, (C1-C6)-알킬, (C1-C6)-할로알킬, (C2-C6)-알케닐, (C2-C6)-할로알케닐, (C2-C6)-알키닐, (C2-C6)-할로알키닐, (C3-C6)-사이클로알킬, (C3-C6)-사이클로알케닐, (C3-C6)-할로사이클로알킬, (C1-C6)-알킬-O-(C1-C6)-알킬, (C3-C6)-사이클로알킬-(C1-C6)-알킬, 페닐, 페닐-(C1-C6)-알킬, 헤테로아릴, (C1-C6)-알킬헤테로아릴, 헤테로사이클릴, (C1-C6)-알킬헤테로사이클릴, (C1-C6)-알킬-O-헤테로아릴, (C1-C6)-알킬-O-헤테로사이클릴, (C1-C6)-알킬-NR3-헤테로아릴 또는 (C1-C6)-알킬-NR3-헤테로사이클릴이고, 여기에서 마지막으로 언급된 21개의 래디칼은 시아노, 할로겐, 니트로, 티오시아네이토, OR3, S(O)nR4, N(R3)2, NR3OR3, COR3, OCOR3, SCOR4, NR3COR3, NR3SO2R4, CO2R3, COSR4, CON(R3)2 및 (C1-C4)-알콕시-(C2-C6)-알콕시카보닐로 구성된 그룹중에서 선택된 s개의 래디칼로 치환되고, 헤테로사이클릴은 n개의 옥소 그룹을 가지며,R2는 (C1-C6)-알킬, (C1-C6)-할로알킬, (C2-C6)-알케닐, (C2-C6)-할로알케닐, (C2-C6)-알키닐, (C2-C6)-할로알키닐, (C3-C6)-사이클로알킬, (C3-C6)-사이클로알케닐, (C3-C6)-할로사이클로알킬, (C1-C6)-알킬-O-(C1-C6)-알킬, (C3-C6)-사이클로알킬-(C1-C6)-알킬, 페닐, 페닐-(C1-C6)-알킬, 헤테로아릴, (C1-C6)-알킬헤테로아릴, 헤테로사이클릴, (C1-C6)-알킬헤테로사이클릴, (C1-C6)-알킬-O-헤테로아릴, (C1-C6)-알킬-O-헤테로사이클릴, (C1-C6)-알킬-NR3-헤테로아릴, (C1-C6)-알킬-NR3-헤테로사이클릴이고, 여기에서 마지막으로 언급된 21개의 래디칼은 시아노, 할로겐, 니트로, 티오시아네이토, OR3, S(O)nR4, N(R3)2, NR3OR3, COR3, OCOR3, SCOR4, NR3COR3, NR3SO2R4, CO2R3, COSR4, CON(R3)2 및 (C1-C4)-알콕시-(C2-C6)-알콕시카보닐로 구성된 그룹중에서 선택된 s개의 래디칼로 치환되고, 헤테로사이클릴은 n개의 옥소 그룹을 가지며,R3은 수소, (C1-C6)-알킬, (C2-C6)-알케닐, (C2-C6)-알키닐, (C3-C6)-사이클로알킬 또는 (C3-C6)-사이클로알킬-(C1-C6)-알킬이고,R4는 (C1-C6)-알킬, (C2-C6)-알케닐 또는 (C2-C6)-알키닐이고,R5는 메틸 또는 에틸이고,R6은 아세톡시, 아세트아미도, N-메틸아세트아미도, 벤조일옥시, 벤즈아미도, N-메틸벤즈아미도, 메톡시카보닐, 에톡시카보닐, 벤조일, 메틸카보닐, 피페리디닐카보닐, 모르폴리닐카보닐, 트리플루오로메틸카보닐, 아미노카보닐, 메틸아미노카보닐, 디메틸아미노카보닐, (C1-C6)-알콕시, (C3-C6)-사이클로알킬, 또는 각각 메틸, 에틸, 메톡시, 트리플루오로메틸 및 할로겐으로 구성된 그룹중에서 선택된 s개의 래디칼로 치환된 헤테로아릴, 헤테로사이클릴 또는 페닐이고,n은 0, 1 또는 2이고,s는 0, 1, 2 또는 3이고,M+는 나트륨 이온, 칼륨 이온, 리튬 이온, 마그네슘 이온, 칼슘 이온, NH4+ 이온, (2-하이드록시에트-1-일)암모늄 이온, 비스-N,N-(2-하이드록시에트-1-일)-암모늄 이온, 트리스-N,N,N-(2-하이드록시에트-1-일)암모늄 이온, 테트라-N,N,N,N-(2-하이드록시에트-1-일)암모늄 이온, N-(2-하이드록시에트-1-일)-트리스-N,N,N-메틸암모늄 이온, 메틸암모늄 이온, 디메틸암모늄 이온, 트리메틸암모늄 이온, 테트라메틸암모늄 이온, 에틸암모늄 이온, 디에틸암모늄 이온, 트리에틸암모늄 이온, 테트라에틸암모늄 이온, 이소프로필암모늄 이온, 디이소프로필암모늄 이온, 테트라프로필암모늄 이온, 테트라부틸암모늄 이온, 테트라옥틸암모늄 이온, 2-(2-하이드록시에트-1-옥시)에트-1-일암모늄 이온, 디-(2-하이드록시에트-1-일)암모늄 이온, 트리메...