Derivatives of heterocyclic compounds as pest control agentsThe invention relates to novel compounds of formula (I) in which Aa, Ab, R1, R2, R3, R4, R5 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.A compound of formula (i)whereinaa represents n (nitrogen) or ═ c (h) -,ab represents n (nitrogen) or ═ c (h) -,r1is represented by (c)1-c6) alkyl radicals, (c)1-c6) -haloalkyl, (c)2-c6) -alkenyl, (c)2-c6) -haloalkenyl, (c)2-c6) -alkynyl, (c)2-c6) -haloalkynyl, (c)3-c8) -cycloalkyl, halo- (c)3-c8) -cycloalkyl, (c)3-c6) -cycloalkyl- (c)1-c6) alkyl radicals, (c)3-c6) -cycloalkyl- (c)1-c6) -haloalkyl, (c)1-c6) -alkyl- (c)3-c8) -cycloalkyl, (c)1-c6) -haloalkyl- (c)3-c8) -cycloalkyl, (c)3-c8) -cycloalkyl- (c)3-c8) -cycloalkyl, spiro- (c)3-c8) -cycloalkyl- (c)3-c8) -cycloalkyl, (c)4-c12) -bicycloalkyl, (c)1-c6) cyanoalkyl, (c)1-c6) -hydroxyalkyl, (c)1-c6) -alkoxycarbonyl- (c)1-c6) alkyl radicals, (c)1-c6) -alkoxy- (c)1-c6) alkyl radicals, (c)2-c6) -cyanoalkenyl, (c)3-c6) -cycloalkyl- (c)2-c6) -alkenyl, (c)2-c6) -cyanoalkynyl, (c)3-c6) -cycloalkyl- (c)2-c6) -alkynyl, (c)1-c6) -haloalkoxy- (c)1-c6) alkyl radicals, (c)2-c6) -alkenyloxy- (c)1-c6) alkyl radicals, (c)2-c6) -haloalkenyloxy- (c)1-c6) alkyl radicals, (c)2-c6) -alkynyloxy- (c)1-c4) alkyl radicals, (c)2-c6) -haloalkynyloxy- (c)1-c6) alkyl, amino, (c)1-c6) -alkylthio- (c)1-c6) alkyl radicals, (c)1-c6) -alkylsulfinyl-, (c1-c6) alkyl radicals, (c)1-c6) -alkylsulfonyl- (c)1-c6) alkyl radicals, (c)1-c6) -haloalkylthio- (c)1-c6) alkyl radicals, (c)1-c6) -haloalkylsulfinyl- (c)1-c6) alkyl radicals, (c)1-c6) -haloalkylsulfonyl- (c)1-c6) alkyl radicals, (c)1-c6) -alkoxy- (c)1-c6) -alkylthio- (c)1-c6) alkyl radicals, (c)1-c6) -alkoxy- (c)1-c6) -alkylsulfinyl- (c)1-c6) alkyl radicals, (c)1-c6) -alkoxy- (c)1-c6) -alkylsulfonyl- (c)1-c6) alkyl radicals, (c)1-c6) -alkylcarbonyl- (c)1-c6) alkyl radicals, (c)1-c6) -haloalkylcarbonyl- (c)1-c6) alkyl radicals, (c)1-c6) -alkoxycarbonyl- (c)1-c6) alkyl radicals, (c)1-c6) -haloalkoxycarbonyl- (c)1-c6) alkyl, tri- (c)1-c6) alkylsilyl, aminosulfonyl- (c)1-c6) alkyl radicals, (c)1-c6) -alkylaminosulfonyl- (c)1-c6) alkyl or di- (c)1-c6) -alkylaminosulfonyl- (c)1-c6) -an alkyl group,r2、r3independently of one another, hydrogen, (c)3-c6) -cycloalkyl- (c)1-c6) -haloalkyl, (c)1-c6) -haloalkyl- (c)3-c8) -cycloalkyl, spiro- (c)3-c8) -cycloalkyl- (c)3-c8) -cycloalkyl, (c)4-c12) -bicycloalkyl, (c)3-c8) -cycloalkyl- (c)2-c6) -alkenyl, (c)3-c8) -cycloalkyl- (c)2-c6) -alkynyl, cyano- (c)3-c6) -cycloalkyl, (c)2-c6) -alkenyloxy- (c)1-c6) alkyl radicals, (c)2-c6) -haloalkenyloxy- (c)1-c6) alkyl radicals, (c)2-c6) -alkynyloxy- (c)1-c4) alkyl radicals, (c)2-c6) -haloalkynyloxy- (c)1-c6) -alkyl, -c (═ o) -r11、-c(＝s)-r11、-c(＝o)-or12、-c(＝s)-or13、-c(＝o)-sr13、-c(＝o)-nr15r16、-c(＝s)-nr13r14，-or17、-oc(＝o)-r12、-oc(＝s)-r13、-oc(＝o)-or13、-oc(＝s)-or13、-oc(＝o)-nr18r19、-oc(＝s)-nr13r14、-o-nr13r14、-os(＝o)m-r12、-os(＝o)m-nr18r19，-n(r13)-or14、-nr15r16、-n(h)-nr13r14、-n(h)-c(＝o)-r19、-n(h)-c(＝s)-r14、-n(h)-c(＝o)-or19、-n(h)-c(＝s)-or14、-n(h)-c(＝o)-nr18r19、-n(h)-c(＝s)-nr18r19、-n(h)-s(＝o)p-r12、-n(h)-s(＝o)p-or14、-n(h)-s(＝o)p-nr18r19，-s(＝o)-r17、-s(＝o)2-r17、-s-c(＝o)-r12、-s-c(＝o)-or13、-s-c(＝o)-nr13r14、-s(＝o)m-nr18r19or-s (═ o)m-or13wherein the radical r2or r3one must represent a substituent other than hydrogen,r4is represented by (c)1-c6) alkyl radicals, (c)1-c6) -haloalkyl, (c)1-c6) cyanoalkyl, (c)1-c6) -hydroxyalkyl, (c)1-c6) -alkoxy- (c)1-c6) alkyl radicals, (c)1-c6) -haloalkoxy- (c)1-c6) alkyl radicals, (c)2-c6) -alkenyl, (c)2-c6) -alkenyloxy- (c)1-c6) alkyl radicals, (c)2-c6) -haloalkenyloxy- (c)1-c6) alkyl radicals, (c)2-c6) -haloalkenyl, (c)2-c6) -cyanoalkenyl, (c)2-c6) -alkynyl, (c)2-c6) -alkynyloxy- (c)1-c6) alkyl radicals, (c)2-c6) -haloalkynyloxy- (c)1-c6) alkyl radicals, (c)2-c6) -haloalkynyl, (c)2-c6) -cyanoalkynyl, (c)3-c8) -cycloalkyl, (c)3-c8) -cycloalkyl- (c)3-c8) -cycloalkyl, (c)1-c6) -alkyl- (c)3-c8) -cycloalkyl, halo- (c)3-c8) -cycloalkyl, (c)1-c6) -alkylthio- (c)1-c6) alkyl radicals, (c)1-c6) -haloalkylthio- (c)1-c6) alkyl radicals, (c)1-c6) -alkylsulfinyl- (c)1-c6) alkyl radicals, (c)1-c6) -haloalkylsulfinyl- (c)1-c6) alkyl radicals, (c)1-c6) -alkylsulfonyl- (c)1-c6) alkyl radicals, (c)1-c6) -haloalkylsulfonyl- (c)1-c6) alkyl radicals, (c)1-c6) -alkoxy- (c)1-c6) -alkylthio- (c)1-c6) alkyl radicals, (c)1-c6) -alkoxy- (c)1-c6) -alkylsulfinyl- (c)1-c6) alkyl radicals, (c)1-c6) -alkoxy- (c)1-c6) -alkylsulfonyl- (c)1-c6) alkyl radicals, (c)1-c6) -alkylcarbonyl- (c)1-c6) alkyl radicals, (c)1-c6) -haloalkylcarbonyl- (c)1-c6) alkyl radicals, (c)1-c6) -alkoxycarbonyl- (c)1-c6) alkyl radicals, (c)1-c6) -haloalkoxycarbonyl- (c)1-c6) -alkyl, aminocarbonyl- (c)1-c6) alkyl radicals, (c)1-c6) -alkylamino- (c)1-c6) alkyl, di- (c)1-c6) -alkylamino- (c)1-c6) alkyl, tri- (c)1-c6) -alkylsilyl or (c)3-c8) -cycloalkylamino- (c)1-c6) -an alkyl group,r5represents hydrogen, halogen, cyano, hydroxycarbonyl, scn, sf5、(c1-c6) alkyl radicals, (c)1-c6) -haloalkyl, (c)2-c6) -alkenyl, (c)2-c6) -haloalkenyl, (c)2-c6) -alkynyl, (c)2-c6) -haloalkynyl, (c)1-c6) -alkoxy, (c)1-c6) -haloalkoxy, (c)3-c8) -cycloalkyl, halo- (c)3-c8) -cycloalkyl, (c)3-c6) -cycloalkyl- (c)1-c6) alkyl radicals, (c)...
해충 방제제로서의 헤테로시클릭 화합물의 유도체본 발명은 화학식 (I)의 신규 화합물 (여기서 Aa, Ab, R1, R2, R3, R4, R5 및 n은 명세서에 나타낸 의미를 가짐), 동물 해충을 방제하기 위한 살진드기제 및/또는 살곤충제로서의 그의 용도, 및 그의 제조를 위한 방법 및 중간체 생성물에 관한 것이다.[이미지]화학식 (I)의 화합물.[이미지]여기서Aa는 N (질소) 또는 =C(H)-를 나타내고,Ab는 N (질소) 또는 =C(H)-를 나타내고,R1은 (C1-C6)-알킬, (C1-C6)-할로알킬, (C2-C6)-알케닐, (C2-C6)-할로알케닐, (C2-C6)-알키닐, (C2-C6)-할로알키닐, (C3-C8)-시클로알킬, 할로-(C3-C8)-시클로알킬, (C3-C6)-시클로알킬-(C1-C6)-알킬, (C3-C6)-시클로알킬-(C1-C6)-할로알킬, (C1-C6)-알킬-(C3-C8)-시클로알킬, (C1-C6)-할로알킬-(C3-C8)-시클로알킬, (C3-C8)-시클로알킬-(C3-C8)-시클로알킬, 스피로-(C3-C8)-시클로알킬-(C3-C8)-시클로알킬, (C4-C12)-비시클로알킬, (C1-C6)-시아노알킬, (C1-C6)-히드록시알킬, (C1-C6)-알콕시카르보닐-(C1-C6)-알킬, (C1-C6)-알콕시-(C1-C6)-알킬, (C2-C6)-시아노알케닐, (C3-C6)-시클로알킬-(C2-C6)-알케닐, (C2-C6)-시아노알키닐, (C3-C6)-시클로알킬-(C2-C6)-알키닐, (C1-C6)-할로알콕시-(C1-C6)-알킬, (C2-C6)-알케닐옥시-(C1-C6)-알킬, (C2-C6)-할로알케닐옥시-(C1-C6)-알킬, (C2-C6)-알키닐옥시-(C1-C4)-알킬, (C2-C6)-할로알키닐옥시-(C1-C6)-알킬, 아미노, (C1-C6)-알킬티오-(C1-C6)-알킬, (C1-C6)-알킬술피닐-(C1-C6)-알킬, (C1-C6)-알킬술포닐-(C1-C6)-알킬, (C1-C6)-할로알킬티오-(C1-C6)-알킬, (C1-C6)-할로알킬술피닐-(C1-C6)-알킬, (C1-C6)-할로알킬술포닐-(C1-C6)-알킬, (C1-C6)-알콕시-(C1-C6)-알킬티오-(C1-C6)-알킬, (C1-C6)-알콕시-(C1-C6)-알킬술피닐-(C1-C6)-알킬, (C1-C6)-알콕시-(C1-C6)-알킬술포닐-(C1-C6)-알킬, (C1-C6)-알킬카르보닐-(C1-C6)-알킬, (C1-C6)-할로알킬카르보닐-(C1-C6)-알킬, (C1-C6)-알콕시카르보닐-(C1-C6)-알킬, (C1-C6)-할로알콕시카르보닐-(C1-C6)-알킬, 트리-(C1-C6)-알킬실릴, 아미노술포닐-(C1-C6)-알킬, (C1-C6)-알킬아미노술포닐-(C1-C6)-알킬 또는 디-(C1-C6)-알킬아미노술포닐-(C1-C6)-알킬을 나타내고,R2, R3은 서로 독립적으로 수소, (C3-C6)-시클로알킬-(C1-C6)-할로알킬, (C1-C6)-할로알킬-(C3-C8)-시클로알킬, 스피로-(C3-C8)-시클로알킬-(C3-C8)-시클로알킬, (C4-C12)-비시클로알킬, (C3-C8)-시클로알킬-(C2-C6)-알케닐, (C3-C8)-시클로알킬-(C2-C6)-알키닐, 시아노-(C3-C6)-시클로알킬, (C2-C6)-알케닐옥시-(C1-C6)-알킬, (C2-C6)-할로알케닐옥시-(C1-C6)-알킬, (C2-C6)-알키닐옥시-(C1-C4)-알킬, (C2-C6)-할로알키닐옥시-(C1-C6)-알킬,-C(=O)-R11, -C(=S)-R11, -C(=O)-OR12, -C(=S)-OR13, -C(=O)-SR13, -C(=O)-NR15R16, -C(=S)-NR13R14,-OR17, -OC(=O)-R12, -OC(=S)-R13, -OC(=O)-OR13, -OC(=S)-OR13, -OC(=O)-NR18R19, -OC(=S)-NR13R14, -O-NR13R14, -OS(=O)m-R12, -OS(=O)m-NR18R19,-N(R13)-OR14, -NR15R16, -N(H)-NR13R14, -N(H)-C(=O)-R19, -N(H)-C(=S)-R14, -N(H)-C(=O)-OR19, -N(H)-C(=S)-OR14, -N(H)-C(=O)-NR18R19, -N(H)-C(=S)-NR18R19, -N(H)-S(=O)p-R12, -N(H)-S(=O)p-OR14, -N(H)-S(=O)p-NR18R19,-S(=O)-R17, -S(=O)2-R17, -S-C(=O)-R12, -S-C(=O)-OR13, -S-C(=O)-NR13R14, -S(=O)m-NR18R19 또는-S(=O)m-OR13을 나타내고,여기서 라디칼 R2 또는 R3 중 1개는 수소 이외의 다른 치환기를 나타내야 하고,R4는 (C1-C6)-알킬, (C1-C6)-할로알킬, (C1-C6)-시아노알킬, (C1-C6)-히드록시알킬, (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)-시클로알킬, (C3-C8)-시클로알킬-(C3-C8)-시클로알킬, (C1-C6)-알킬-(C3-C8)-시클로알킬, 할로-(C3-C8)-시클로알킬, (C1-C6)-알킬티오-(C1-C6)-알킬, (C1-C6)-할로알킬티오-(C1-C6)-알킬, (C1-C6)-알킬술피닐-(C1-C6)-알킬, (C1-C6)-할로알킬술피닐-(C1-C6)-알킬, (C1-C6)-알킬술포닐-(C1-C6)-알킬, (C1-C6)-할로알킬술포닐-(C1-C6)-알킬, (C1-C6)-알콕시-(C1-C6)-알킬티오-(C1-C6)-알킬, (C1-C6)-알콕시-(C1-C6)-알킬술피닐-(C1-C6)-알킬, (C1-C6)-알콕시-(C1-C6)-알킬술포닐-(C1-C6)-알킬, (C1-C6)-알킬카르보닐-(C1-C6)-알킬, (C1-C6)-할로알킬카르보닐-(C1-C6)-알킬, (C1-C6)-알콕시카르보닐-(C1-C6)-알킬, (C1-C6)-할로알콕시카르보닐-(C1-C6)-알킬, 아미노카르보닐-(C1-C6)-알킬, (C1-C6)-알킬아미노-(C1-C6)-알킬, 디-(C1-C6)-알킬아미노-(C1-C6)-알킬, 트리-(C1-C6)-알킬실릴 또는 (C3-C8)-시클로알킬아미노-(C1-C6)-알킬을 나타내고,R5는 수소, 할로겐, 시아노, 히드록시카르보닐, SCN, SF5, (C1-C6)-알킬, (C1-C6)-할로알킬, (C2-C6)-알케닐, (C2-C6)-할로알케닐, (C2-C6)-알키닐, (C2-C6)-할로알키닐, (C1-C6)-알콕시, (C1-C6)-할로알콕시, (C3-C8)-시클로알킬, 할로-(C3-C8)-시클로알킬, (C3-C6)-시클로알킬-(C1-C6)-알킬, (C3-C6)-시클로알킬-(C1-C6)-할로알킬, (C1-C6)-알킬-(C3-C8)-시클로알킬, (C1-C6)-할로알킬-(C3-C6)-시클로알킬, (C3-C6)-시클로알킬-(C3-C6)-시클로알킬, 스피로-(C3-C6)-시클로알킬-(C3-C6)-시클로알킬, (C4-C12)-비시클로알킬, (C1-C6)-시아노알킬, 시아노-(C3-C6)-시클로알킬, (C1-C6)-알킬티오, (C1-C6)-할로알킬티오, (C1-C6)-알킬술피닐, (C1-C6)-할로알킬술피닐, (C1-C6)-알킬술포닐, (C1-C6)-할로알킬술포닐, (C1-C6)-알킬술포닐옥시, 아미노술포닐, (C1-C6)-알킬아미노술포닐 또는 디-(C1-C6)-알킬아미노술포닐을 나타내고,R11은 (C2-C6)-알케닐, (C2-C6)-할로알케닐, (C2-C6)-알키닐, (C2-C6)-할로알키닐, (C3-C8)-시클로알킬, 할로-(C3-C8)-시클로알킬, (C3-C6)-시클로알킬-(C1-C6)-알킬, (C3-C6)-시클로알킬-(C1-C6)-할로알킬, (C1-C6)-알킬-(C3-C8)-시클로알킬, (C1-C6)-할로알킬-(C3-C8)-시클로알킬, (C3-C8)-시클로알킬-(C3-C8)-시클로알킬, 스피로-(C3-C8)-시클로알킬-(C3-C8)-시클로알킬, (C4-C12)-비시클로알킬, (C1-C6)-시아노알킬, 시아노-(C3-C6)-시클로알킬, (C1-C6)-히드록시알킬, (C1-C6)-알콕시-(C1-C6)-알킬, (C1-C6)-알콕시카르보닐-(C1-C6)-알킬, (C2-C6)-시아노알케닐, (C3-C6)-시클로알킬-(C2-C6)-알케닐, (C2-C6)-시아노알키닐, (C3-C6)-시클로알킬-(C2-C6)-알키닐, (C1-C6)-할로알콕시-(C1-C6)-알킬, (C2-C6)-알케닐옥시-(C1-C6)-알킬, (C2-C6)-할로알케닐옥시-(C1-C6)-알킬, (C2-C6)-알키닐옥시-(C1-C4)-알킬, (C2-C6)-할로알키닐옥시-(C1-C6)-알킬, (C1-C6)-알킬티오-(C1-C6)-알킬, (C1-C6)-알킬술피닐-(C1-C6)-알킬, (C1-C6)-알킬술포닐-(C1-C6)-알킬, (C1-C6)-알킬카르보닐, (C1-C6)-알킬카르보닐-(C1-C6)-알킬, (C1-C6)-할로알킬카르보닐, 히드록시카르보닐, (C1-C6)-알콕시카르보닐, (C1-C6)-할로알콕시카르보닐, 아미노카르보닐, (C1-C6)-알킬아미노카르보닐, 디-(C1-C6)-알킬아미노카르보닐, (C3-C8)-시클로알킬아미노카르보닐, 트리-(C1-C6)-알킬실릴, 페닐 고리 또는 3- 내지 6-원 방향족 부분 포화 또는 포화 헤테로사이클을 나타내고, 여기서 페닐 고리 또는 헤테로사이클은 각각의 경우에 동일하거나 상이한 치환기에 의해 임의로 일치환 또는 다치환될 수 있고, 여기서 치환기는 서로 독립적으로 할로겐, 시아노, 니트로, 히드록시, 히드록시카르보닐, 아미노, (C1-C6)-알킬, (C1-C6)-할로알킬, (C2-C6)-알케닐, (C2-C6)-할로알케닐, (C2-C6)-알키닐, (C2-C6)-할로알키닐, (C1-C6)-알콕시, (C1-C6)-할로알콕시, (C3-C8)-시클로알킬, 할로-(C3-C8)-시클로알킬, (C1-C6)-알킬티오, (C1-C6)-할로알킬티오, (C1-C6)-알킬술피닐, (C1-C6)-할로알킬술피닐, (C1-C6)-알킬술포닐, (C1-C6)-할로알킬술포닐, (C1-C6)-알콕시카르보닐, 아미노카르보닐, (C1-C6)-알킬아미노카르보닐, 디-(C1-C6)-알킬아미노카르보닐, (C1-C6)-알킬아미노, 디-(C1-C6)-알킬아미노, (C3-C8)-시클로알킬아미노, 아미노술포닐, (C1-C6)-알킬아미노술포닐, 디-(C1-C6)-알킬아미노술포...