申请人:Puhl Michael
公开号:US20090209598A1
公开(公告)日:2009-08-20
This invention relates to resorcine derivatives of formula (I) wherein R
1
is phenyl or a 5- to 6-membered heteroaromatic ring which may contain 1 to 3 heteroatoms selected from oxygen, nitrogen and sulfur, wherein phenyl or the heteroaromatic ring may be fused to a ring selected from phenyl and a 5- to 6-membered saturated, partially unsaturated or aromatic heterocyclic ring which may contain 1 to 3 heteroatoms selected from oxygen, nitrogen and sulfur, wherein phenyl or the 5- to 6-membered heteroaromatic ring or the respective fused ring systems may be unsubstituted or substituted by any combination of 1 to 6 optionally substituted groups R
3
, wherein R
3
is halogen, cyano, nitro, hydroxy, mercapto, amino, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, haloalkyl, haloalkenyl, haloalkynyl, halocycloalkyl, halocycloalkenyl, alkoxy, alkenyloxy, alkynyloxy, haloalkoxy, haloalkenyloxy, haloalkynyloxy, alkylthio, alkenylthio, alkynylthio, haloalkylthio, haloalkenylthio, haloalkynylthio, alkylamino, alkenylamino, alkynylamino, dialkylamino, dialkenylamino, dialkynylamino, alkyl-alkenylamino, alkyl-alkynylamino, alkenyl-alkynylamino, trialkylsilyl, or phenyl or a 5- to 7-membered saturated or partially unsaturated heterocyclic ring which may contain 1 to 3 heteroatoms selected from oxygen, sulfur and nitrogen or a 5- to 6-membered heteraromatic ring system which may contain 1 to 4 heteroatoms selected from oxygen, nitrogen and sulfur, which phenyl and which heteroaromatic ring may be bonded via an oxygen or a sulfur atom, or —C(=G)Ra, —C(=G)ORa, —C(=G)NRa2, —C(=G)[N═SRa2], —C(═NORa)Ra, —C(═NORa)NRa2, —C(═NNRa2)Ra, —OC(=G)-OC(=G)ORa, N═SRa2, —NRaC(=G)Ra, —N[C(=G)Ra]2, —NRaC(=G)ORa, —C(=G)NRa—NRa2, —C(=G)NRa—NRa[C(=G)Ra], —NRa—C(=G)NRa2, —NRa—NRaC(=G)Ra, —NRa—N[C(=G)Ra]2, —N[(C=G)Ra]—NRa2, —NRa—NRa[(C=G)GRa], —NRa[(C=G)NRa2, —NRa[C═NRa]Ra, —NRa(C═NRa)NRa2, —O—NRa2, —O—NRa(C=G)Ra, —SO2NRa2, —NRaSO2Ra, —S(═O)Ra, —S(═O)2Ra, —SO2ORa, or —OSO2Ra, wherein G is oxygen or sulfur and Ra is as defined in the description, R
2
is hydrogen, halogen, cyano, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, or haloalkoxy, x is 2, 3, 4, 5, 6, or 7, or the diastereomers, enantiomers, salts or N-oxides thereof, with the proviso that R
1
is not 5-chloro-2,2,-dimethyl-2,3-dihydrobenzo[b]furan-7-yl when R
2
is hydrogen and x is 3 or 4, processes and intermediates for the preparation of compounds I, use of compounds I for combating insects, acarids, or nematodes, and a method for treating, controlling, preventing or protecting animals against infestation or infection by parasites using compounds I.
本发明涉及公式(I)的间苯二酚衍生物,其中R1是苯基或5-至6-成员杂芳环,可以包含1至3个从氧、氮和硫选择的杂原子,其中苯基或杂芳环可以与从苯基和5-至6-成员饱和、部分不饱和或芳香杂环环中选择的环融合,该环可以包含1至3个从氧、氮和硫选择的杂原子,其中苯基或5-至6-成员杂芳环或相应的融合环系统可以是未取代或由1至6个可选取代基团R3的任意组合取代,其中R3是卤素、氰基、硝基、羟基、巯基、氨基、烷基、烯基、炔基、环烷基、环烯基、卤代烷基、卤代烯基、卤代炔基、卤代环烷基、卤代环烯基、烷氧基、烯氧基、炔氧基、卤代烷氧基、卤代烯氧基、卤代炔氧基、烷硫基、烯硫基、炔硫基、卤代烷硫基、卤代烯硫基、卤代炔硫基、烷基氨基、烯基氨基、炔基氨基、二烷基氨基、二烯基氨基、二炔基氨基、烷基-烯基氨基、烷基-炔基氨基、烯基-炔基氨基、三烷基硅基、苯基或5-至7-成员饱和或部分不饱和杂环环,可以包含1至3个从氧、硫和氮选择的杂原子或可以包含1至4个从氧、氮和硫选择的杂原子的5-至6-成员杂芳环系统,其中苯基和杂芳环可以通过氧或硫原子连接,或-C(=G)Ra、-C(=G)ORa、-C(=G)NRa2、-C(=G)[N═SRa2]、-C(═NORa)Ra、-C(═NORa)NRa2、-C(═NNRa2)Ra、-OC(=G)-OC(=G)ORa、N═SRa2、-NRaC(=G)Ra、-N[C(=G)Ra]2、-NRaC(=G)ORa、-C(=G)NRa-NRa2、-C(=G)NRa-NRa[C(=G)Ra]、-NRa-C(=G)NRa2、-NRa-NRaC(=G)Ra、-NRa-N[C(=G)Ra]2、-N[(C=G)Ra]-NRa2、-NRa-NRa[(C=G)GRa]、-NRa[(C=G)NRa2、-NRa[C═NRa]Ra、-NRa(C═NRa)NRa2、-O-NRa2、-O-NRa(C=G)Ra、-SO2NRa2、-NRaSO2Ra、-S(═O)Ra、-S(═O)2Ra、-SO2ORa或-OSO2Ra,其中G是氧或硫,Ra如描述中所定义,R2是氢、卤素、氰基、烷基、卤代烷基、烯基、卤代烯基、炔基、卤代炔基、烷氧基或卤代烷氧基,x是2、3、4、5、6或7,或其对映异构体、对映体、盐或N-氧化物,但在R2为氢且x为3或4时,R1不是5-氯-2,2-二甲基-2,3-二氢苯并[b]呋喃-7-基,制备化合物I的过程和中间体,使用化合物I对抗昆虫、螨虫或线虫,以及使用化合物I治疗、控制、预防或保护动物免受寄生虫的侵害或感染的方法。