ARYL OR HETEROARYL-SUBSTITUTED IMIDAZO PYRIDINE DERIVATIVES AND THEIR USE AS PESTICIDESThe invention relates to novel compounds of formula (I), wherein R1, R3, R2, R4, 1, A2, X and n have the meanings indicated in the description, to the use thereof as acaricides and/or insecticides for controlling animal pests, and to methods and intermediate products for the production thereof.The compound of formula (i)whereina1for nitrogen ,=n+- o- or=c-r5,a2for-n (r6)-, oxygen or sulphur,r1for (c1-c6) alkyl, (c1-c6) halogenated alkyl, (c1-c6) cyanoalkyl, (c1-c6) hydroxy alkyl, (c1-c6) alcoxyl base-(c1-c6) alkyl, (c1-c6) halogenated alkoxy-(c1-c6) alkyl, (c2-c6) alkenyl, (c2-c6) alkenyloxy group-(c1-c6) alkane base, (c2-c6) haloalkenyloxy-(c1-c6) alkyl, (c2-c6) halogenated alkenyl, (c2-c6) cyano alkenyl, (c2-c6) alkynyl, (c2- c6) alkynyloxy group-(c1-c6) alkyl, (c2-c6) halogenated alkynyloxy group-(c1-c6) alkyl, (c2-c6) halo alkynyl, (c2-c6) cyano alkynes base, (c3-c8) naphthenic base, (c3-c6) halogenated cycloalkyl, (c3-c6) cyanocycloalkyl, (c3-c8) naphthenic base-(c3-c8) cycloalkanes base, (c1-c6) alkyl-(c3-c8) naphthenic base, halogenated (c3-c8) naphthenic base, amino, (c1-c6) alkyl amino, two (c1-c6) alkane base amino, (c3-c8) cycloalkyl amino, (c1-c6) alkyl-carbonyl-amino, (c1-c6) alkylthio group-(c1-c6) alkyl, (c1-c6) halogen for alkylthio group-(c1-c6) alkyl, (c1-c6) alkyl sulphinyl-(c1-c6) alkyl, (c1-c6) alkylsulfinyl- (c1-c6) alkyl, (c1-c6) alkyl sulphonyl-(c1-c6) alkyl, (c1-c6) halogenated alkyl sulfonyl-(c1-c6) alkyl, (c1- c6) alkoxy-(c1-c6) alkylthio group-(c1-c6) alkyl, (c1-c6) alkoxy-(c1-c6) alkyl sulphinyl-(c1-c6) alkane base, (c1-c6) alkoxy-(c1-c6) alkyl sulphonyl-(c1-c6) alkyl, (c1-c6) alkyl-carbonyl-(c1-c6) alkyl, (c1- c6) halogenated alkyl carbonyl-(c1-c6) alkyl, (c1-c6) alkoxy carbonyl-(c1-c6) alkyl, (c1-c6) halo alkoxy carbonyl- (c1-c6) alkyl, (c1-c6) alkyl sulfonyl-amino, amino-sulfonyl-(c1-c6) alkyl, (c1-c6) alkyl amino sulfonyl- (c1-c6) alkyl, two (c1-c6) alkyl amino sulfonyl-(c1-c6) alkyl,it or is optionally identical or differently monosubstituted or polysubstituted by aryl, heteroaryl or heterocycle in each case (c1-c6) alkyl, (c1-c6) alkoxy, (c2-c6) alkenyl, (c2-c6) alkynyl, (c3-c8) naphthenic base, wherein aryl, heteroaryl or heterocycle can be respectively optionally identical or differently monosubstituted or polysubstituted by following groups: halogen, cyano, nitro, hydroxyl, amino, carboxyl, carbamoyl, amino-sulfonyl, (c1-c6) alkyl, (c3-c6) naphthenic base, (c1-c6) alkoxy, (c1-c6) halogenated alkyl, (c1-c6) halogenated alkoxy, (c1-c6) alkylthio group, (c1-c6) alkyl sulphinyl, (c1-c6) alkyl sulphonyl, (c1-c6) alkyl sulfide imino group, (c1-c6) alkyl sulfide imino group-(c1-c6) alkyl, (c1-c6) alkyl sulfide imino group-(c2-c6) alkyl-carbonyl, (c1-c6) alkyl sulfoxide imino group, (c1-c6) alkyl sulfoxide imino group-(c1-c6) alkyl, (c1-c6) alkyl sulfoxide imino group-(c2-c6) alkyl-carbonyl, (c1-c6) alkoxy carbonyl, (c1-c6) alkyl-carbonyl, (c3-c6) trialkylsilkl or benzyl,r2for optionally by identical or differently monosubstituted or polysubstituted saturation heterocycle, the heterocycle or hetero-aromatic ring of fractional saturation, wherein at least one carbon atom is substituted by hetero atom, wherein may be optionally present at least one carbonyl in each case, and possible substituent group wherein in each case is as follows: cyano, carboxyl, halogen, nitro, acetyl group, hydroxyl, amino, scn, three (c1-c6) aikylsilyl groups, (c1-c6) alkyl, (c1-c6) halogenated alkyl, (c1-c6) cyanoalkyl, (c1-c6) hydroxyl alkane base, hydroxycarbonyl group-(c1-c6) alkoxy, (c1-c6) alkoxy carbonyl-(c1-c6) alkyl, (c1-c6) alkoxy-(c1-c6) alkane base, (c2-c6) alkenyl, (c2-c6) halogenated alkenyl, (c2-c6) cyano alkenyl, (c2-c6) alkynyl, (c2-c6) halo alkynyl, (c2- c6) cyano alkynyl, (c3-c6) naphthenic base, (c3-c6) halogenated cycloalkyl, (c3-c6) cyanocycloalkyl, (c3-c6) naphthenic base-(c3- c6) naphthenic base, (c1-c4) alkyl-(c3-c6) naphthenic base, (c1-c6) alkoxy, (c1-c6) halogenated alkoxy, (c1-c6) cyano alkane oxygroup, (c1-c6) alkoxy carbonyl-(c1-c6) alkoxy, (c1-c6) alkoxy-(c1-c6) alkoxy, (c1-c6) alkoxy asia amino ,-n=c (h)-o (c1-c6) alkyl ,-c (h)=n-o (c1-c6) alkyl, (c1-c6) halogenated alkyl-(c1-c6) alkoxy asia amino, (c1-c6) alkylthio group, (c1-c6) halogenated alkylthio, (c1-c6) alkoxy-(c1-c6) alkylthio group, (c1-c6) alkylthio group- (c1-c6) alkyl, (c1-c6) alkyl sulphinyl, (c1-c6) alkylsulfinyl, (c1-c6) alkoxy-(c1-c6) alkane base sulfinyl, (c1-c6) alkyl sulphinyl-(c1-c6) alkyl, (c1-c6) alkyl sulphonyl, (c1-c6) halogenated alkyl sulphonyl base, (c1-c6) alkoxy-(c1-c6) alkyl sulphonyl, (c1-c6) alkyl sulphonyl-(c1-c6) alkyl, (c1-c6) alkyl sulfonyl oxygroup, (c1-c6) alkyl-carbonyl, (c1-c6) halogenated alkyl carbonyl, (c1-c6) alkyl carbonyl epoxide, (c1-c6) alkoxy carbonyl, (c1-c6) halo alkoxy carbonyl, amino carbonyl, (c1-c6) alkyl amino-carbonyl, two (c1-c6) alkyl amino-carbonyl, (c2-c6) alkenyl amino carbonyl, two (c2-c6) alkenyl amino carbonyl, (c3-c8) cycloalkyl amino carbonyl, (c1-c6) alkyl sulfonyl-amino, (c1-c6) alkyl amino, two (c1-c6) alkyl amino, amino-sulfonyl, (c1-c6) alkyl amino sulfonyl, two (c1-c6) alkyl amino-sulfonyl, (c1-c6) alkyl sulfoxide imino group, aminothiocarbonyl, (c1-c6) thio-alkyl amino-carbonyl, two (c1-c6) thio-alkyl amino-carbonyl, (c3-c8) cycloalk...
아릴 또는 헤테로아릴-치환된 이미다조 피리딘 유도체 및 농약으로서의 그의 용도본 발명은 화학식 (I)의 신규 화합물, 동물 해충을 방제하기 위한 살응애제 및/또는 살충제로서의 그의 용도, 및 그의 제조를 위한 방법 및 중간체에 관한 것이다:[이미지] 상기 식에서, R1, R2, R3, R4, A1, A2, X 및 n은 각각 상기 정의된 바와 같다.화학식 (I)의 화합물:[이미지]상기 식에서,A1은 질소, =N+-O- 또는 =C-R5이고,A2는 -N(R6)-, 산소 또는 황이고,R1은 (C1-C6)알킬, (C1-C6)할로알킬, (C1-C6)시아노알킬, (C1-C6)하이드록시알킬, (C1-C6)알콕시-(C1-C6)알킬, (C1-C6)할로알콕시-(C1-C6)알킬, (C2-C6)알케닐, (C2-C6)알케닐옥시-(C1-C6)알킬, (C2-C6)할로알케닐옥시-(C1-C6)알킬, (C2-C6)할로알케닐, (C2-C6)시아노알케닐, (C2-C6)알키닐, (C2-C6)알키닐옥시-(C1-C6)알킬, (C2-C6)할로알키닐옥시-(C1-C6)알킬, (C2-C6)할로알키닐, (C2-C6)시아노알키닐, (C3-C8)사이클로알킬, (C3-C6)할로사이클로알킬, (C3-C6)시아노사이클로알킬, (C3-C8)사이클로알킬-(C3-C8)사이클로알킬, (C1-C6)알킬-(C3-C8)사이클로알킬, 할로(C3-C8)사이클로알킬, 아미노, (C1-C6)알킬아미노, 디(C1-C6)알킬아미노, (C3-C8)사이클로알킬아미노, (C1-C6)알킬카보닐아미노, (C1-C6)알킬티오-(C1-C6)알킬, (C1-C6)할로알킬티오-(C1-C6)알킬, (C1-C6)알킬설피닐-(C1-C6)알킬, (C1-C6)할로알킬설피닐-(C1-C6)알킬, (C1-C6)알킬설포닐-(C1-C6)알킬, (C1-C6)할로알킬설포닐-(C1-C6)알킬, (C1-C6)알콕시-(C1-C6)알킬티오-(C1-C6)알킬, (C1-C6)알콕시-(C1-C6)알킬설피닐-(C1-C6)알킬, (C1-C6)알콕시-(C1-C6)알킬설포닐-(C1-C6)알킬, (C1-C6)알킬카보닐-(C1-C6)알킬, (C1-C6)할로알킬카보닐-(C1-C6)알킬, (C1-C6)알콕시카보닐-(C1-C6)알킬, (C1-C6)할로알콕시카보닐-(C1-C6)알킬, (C1-C6)알킬설포닐아미노, 아미노설포닐-(C1-C6)알킬, (C1-C6)알킬아미노설포닐-(C1-C6)알킬, 디(C1-C6)알킬아미노설포닐-(C1-C6)알킬이거나, 또는각 경우 동일하거나 상이하게 임의로 일- 또는 다회 아릴-, 헤트아릴- 또는 헤테로사이클릴-치환된 (C1-C6)알킬, (C1-C6)알콕시, (C2-C6)알케닐, (C2-C6)알키닐, (C3-C8)사이클로알킬이고, 여기서 아릴, 헤트아릴 또는 헤테로사이클릴은 각각 할로겐, 시아노, 니트로, 하이드록실, 아미노, 카복시, 카바모일, 아미노설포닐, (C1-C6)알킬, (C3-C6)사이클로알킬, (C1-C6)알콕시, (C1-C6)할로알킬, (C1-C6)할로알콕시, (C1-C6)알킬티오, (C1-C6)알킬설피닐, (C1-C6)알킬설포닐, (C1-C6)알킬설프이미노, (C1-C6)알킬설프이미노-(C1-C6)알킬, (C1-C6)알킬설프이미노-(C2-C6)알킬카보닐, (C1-C6)알킬설폭스이미노, (C1-C6)알킬설폭스이미노-(C1-C6)알킬, (C1-C6)알킬설폭스이미노-(C2-C6)알킬카보닐, (C1-C6)알콕시카보닐, (C1-C6)알킬카보닐, (C3-C6)트리알킬실릴 또는 벤질에 의해 동일하거나 상이하게 임의로 일- 또는 다치환될 수 있으며,R2는 동일하거나 상이하게 임의로 일- 또는 다치환되고 적어도 하나의 탄소 원자가 헤테로 원자로 대체된 포화 헤테로사이클릭, 부분 포화 헤테로사이클릭 또는 헤테로방향족 환이고, 여기서 각 경우 적어도 하나의 카보닐 그룹이 임의로 존재할 수 있으며 각 경우 가능한 치환체는 다음과 같고: 시아노, 카복실, 할로겐, 니트로, 아세틸, 하이드록실, 아미노, SCN, 트리(C1-C6)알킬실릴, (C1-C6)알킬, (C1-C6)할로알킬, (C1-C6)시아노알킬, (C1-C6)하이드록시알킬, 하이드록시카보닐-(C1-C6)알콕시, (C1-C6)알콕시카보닐-(C1-C6)알킬, (C1-C6)알콕시-(C1-C6)알킬, (C2-C6)알케닐, (C2-C6)할로알케닐, (C2-C6)시아노알케닐, (C2-C6)알키닐, (C2-C6)할로알키닐, (C2-C6)시아노알키닐, (C3-C6)사이클로알킬, (C3-C6)할로사이클로알킬, (C3-C6)시아노사이클로알킬, (C3-C6)사이클로알킬-(C3-C6)사이클로알킬, (C1-C4)알킬-(C3-C6)사이클로알킬, (C1-C6)알콕시, (C1-C6)할로알콕시, (C1-C6)시아노알콕시, (C1-C6)알콕시카보닐-(C1-C6)알콕시, (C1-C6)알콕시-(C1-C6)알콕시, (C1-C6)알콕시이미노, -N=C(H)-O(C1-C6)알킬, -C(H)=N-O(C1-C6)알킬, (C1-C6)할로알킬-(C1-C6)알콕시이미노, (C1-C6)알킬티오, (C1-C6)할로알킬티오, (C1-C6)알콕시-(C1-C6)알킬티오, (C1-C6)알킬티오-(C1-C6)알킬, (C1-C6)알킬설피닐, (C1-C6)할로알킬설피닐, (C1-C6)알콕시-(C1-C6)알킬설피닐, (C1-C6)알킬설피닐-(C1-C6)알킬, (C1-C6)알킬설포닐, (C1-C6)할로알킬설포닐, (C1-C6)알콕시-(C1-C6)알킬설포닐, (C1-C6)알킬설포닐-(C1-C6)알킬, (C1-C6)알킬설포닐옥시, (C1-C6)알킬카보닐, (C1-C6)할로알킬카보닐, (C1-C6)알킬카보닐옥시, (C1-C6)알콕시카보닐, (C1-C6)할로알콕시카보닐, 아미노카보닐, (C1-C6)알킬아미노카보닐, 디(C1-C6)알킬아미노카보닐, (C2-C6)알케닐아미노카보닐, 디(C2-C6)알케닐아미노카보닐, (C3-C8)사이클로알킬아미노카보닐, (C1-C6)알킬설포닐아미노, (C1-C6)알킬아미노, 디(C1-C6)알킬아미노, 아미노설포닐, (C1-C6)알킬아미노설포닐, 디(C1-C6)알킬아미노설포닐, (C1-C6)알킬설폭스이미노, 아미노티오카보닐, (C1-C6)알킬아미노티오카보닐, 디(C1-C6)알킬아미노티오카보닐, (C3-C8)사이클로알킬아미노, (C1-C6)알킬카바모일 (-NHCOO(C1-C6)알킬, -N(C1-C6)알킬COO(C1-C6)알킬, -OCONH(C1-C6)알킬 또는 -OCON(C1-C6)디알킬을 포함), (C1-C6)알킬카보닐아미노 ((C1-C6)알킬CONH), (C1-C6)알킬우레아 (-NHCONH(C1-C6)알킬, 및 -NHCON(C1-C6)디알킬을 포함), 동일하거나 상이하게 임의로 일- 또는 다치환되고 적어도 하나의 탄소 원자가 헤테로원자로 대체된 포화, 부분 포화 또는 헤테로방향족 환, 동일하거나 상이하게 임의로 일- 또는 다치환되고 각 경우 적어도 하나의 카보닐 그룹이 임의로 존재할 수 있는 방향족 환 (여기서 각 경우 가능한 치환체는 다음과 같음: 시아노, 카복실, 할로겐, 니트로, 아세틸, 하이드록실, 아미노, SCN, 트리(C1-C6)알킬실릴, (C1-C6)알킬, (C1-C6)할로알킬, (C1-C6)시아노알킬, (C1-C6)하이드록시알킬, 하이드록시카보닐-(C1-C6)알콕시, (C1-C6)알콕시카보닐-(C1-C6)알킬, (C1-C6)알콕시-(C1-C6)알킬, (C2-C6)알케닐, (C2-C6)할로알케닐, (C2-C6)시아노알케닐, (C2-C6)알키닐, (C2-C6)할로알키닐, (C2-C6)시아노알키닐, (C3-C6)사이클로알킬, (C3-C6)할로사이클로알킬, (C3-C6)시아노사이클로알킬, (C3-C6)사이클로알킬-(C3-C6)사이클로알킬, (C1-C4)알킬-(C3-C6)사이클로알킬, (C1-C6)알콕시, (C1-C6)할로알콕시, (C1-C6)시아노알콕시, (C1-C6)알콕시카보닐-(C1-C6)알콕시, (C1-C6)알콕시-(C1-C6)알콕시, (C1-C6)알콕시이미노, -N=C(H)-O(C1-C6)알킬, -C(H)=N-O(C1-C6)알킬, (C1-C6)할로알킬-(C1-C6)알콕시이미노, (C1-C6)알킬티오, (C1-C6)할로알킬티오, (C1-C6)알콕시-(C1-C6)알킬티오, (C1-C6)알킬티오-(C1-C6)알킬, (C1-C6)알킬설피닐, (C1-C6)할로알킬설피닐, (C1-C6)알콕시-(C1-C6)알킬설피닐, (C1-C6)알킬설피닐-(C1-C6)알킬, (C1-C6)알킬설포닐, (C1-C6)할로알킬설포닐, (C1-C6)알콕시-(C1-C6)알킬설포닐, (C1-C6)알킬설포닐-(C1-C6)알킬, (C1-C6)알킬설포닐옥시, (C1-C6)알킬카보닐, (C1-C6)할로알킬카보닐, (C1-C6)알킬카보닐옥시, (C1-C6)알콕시카보닐, (C1-C6)할로알콕시카보닐, 아미노카보닐, (C1-C6)알킬아미노카보닐, 디(C1-C6)알킬아미노카보닐, (C2-C6)알케닐아미노카보닐, 디(C2-C6)알케닐아미노카보닐, (C3-C8)사이클로알킬아미노카보닐, (C1-C6)알킬설포닐아미노, (C1-C6)알킬아미노, 디(C1-C6)알킬아미노, 아미노설포닐, (C1-C6)알킬아미노설포닐, 디(C1-C6)알킬아미노설포닐, (C1-C6)알킬설폭스이미노, 아미노티오카보닐, (C1-C6)알킬아미노티오카보닐, 디(C1-C6)알킬아미노티오카보닐, (C3-C8)사이클로알킬아미노 또는 (C1-C6)알킬카보닐아미노),R2는 또한 -C(=O)-R8 (G1), -C(=S)-R8 (G2), -C(=O)-NR11R12(G3), -C(=S)-NR11R12 (G4), -S(O)m-R13 (G5), -S=O(=NH)-R13 (G6), -S=O(=N-CN)-R13 (G7), -S(=N-CN)-R13 (G8), -S(O)2-NR11R12 (G9), -NR11R12 (G10), -NR11-NR11R12 (G11), -NR11-C(=O)-R8 (G12), -NR11-C(=S)-R8 (G13), -NR11-S(O)2-R13 (G14), -N(R11)-O-R13 (G15), -N=S(=O)p-R14R15 (G16), -O-R13 (G17), -CR11=N-OR13 (G18) 또는 -CR11=CR8R12 G(19)로부터 선택된 그룹이고, 이 경우 R2가 G5, G6, G7, G8, G9이면, n은 2이고,R3은 수소, 시아노, 할로겐, 니트로, 아세틸, 하이드록실, 아미노, SCN, 트리(C1-C6)알킬실릴, (C3-C8)사이클로알킬, (C3-C8)사이클로알킬-(C3-C8)사이클로알킬, (C1-C6)알킬-(C3-C8)사이클로알킬, 할로(C3-C8)사이클로알킬, 시아노(C3-C8)사이클로알킬, (C1-C6)알킬, (C1-C6)할로알킬, (C1-C6)시아노알킬, (C1-C6)하이드록시알킬, 하이드록시카...