新的除草剂的制作方法

专利名称：新的除草剂的制作方法
技术领域：
本发明涉及新的除草活性苯甲酰基衍生物，它们的制备方法，含有所述化合物的组合物及其它们控制杂草的用途，特别是在栽培植物的农作物中控制杂草的用途及抑制植物生长的用途。
除草活性的苯甲酰基衍生物例如在US-A-5094685中被描述，目前发现了有除草和抑制生长性质的新的苯甲酰基衍生物。
因此本发明的目的是提供式I化合物 其中X是L1-Y1-R4，L2-Y2-L3-Y3-R5或L4-Y4-L5-Y5-L6-Y6-R6；L1，L2，L3，L4，L5，L6彼此独立地是C1-C6亚烷基，它们可以被C1-C4烷基，卤素，C1-C4烷氧基，C2-C6链烯基或C2-C6炔基取代；或者是C3-C6亚链烯基，它们可以被C1-C4烷基，卤素，C1-C4烷氧基，C2-C6链烯基或C2-C6炔基取代；或者是C3-C6亚炔基，它们可以被C1-C4烷基，卤素，C1-C4烷氧基，C2-C6链烯基或C2-C6炔基取代；Y1，Y3，Y6彼此独立地是氧，硫，SO，SO2，NR7，OC(O)，NR8SO2或OSO2；Y2，Y4，Y5彼此独立地是氧，硫，SO，SO2，NR9，OC(O)，NR10SO2；R7，R8，R9和R10彼此独立地是氢或C1-C6烷基；R1和R2彼此独立地是卤素，氰基，硝基，氨基，C1-C6烷基，C1-C6烷氧基，C1-C4-烷氧基-C1-C4烷基，C1-C6卤代烷基，C2-C6链烯基，C2-C6炔基，C1-C6烷氧基羰基，C1-C6烷基羰基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C6二烷基氨基磺酰基，C1-C6烷基氨基磺酰基，C1-C4烷基磺酰基氨基，C1-C6卤代烷氧基，OSO2-C1-C4烷基，C1-C6卤代烷硫基，C1-C6卤代烷基亚磺酰基，C1-C6卤代烷基磺酰基，苯硫基，苯基亚磺酰基或苯基磺酰基；R3是氢，C1-C4烷基或卤素；R4，R5和R6彼此独立地是氢；C1-C6烷基；它们可以被基团A1取代；C3-C7环烷基，它们可以被基团A2取代；C3-C7环烷基，它们可以含有1或2个氧原子、硫或NR11；C2-C6链烯基，它们可以被基团A3取代；C3-C6炔基，它们可以被基团A4取代；C3-C7环烷基-C1-C4烷基，其中的环烷基可以含有1或2个氧原子、硫或NR12；苄基或苯基，它们又可以被卤素，C1-C4烷基，C1-C4烷氧基，C1-C4卤代烷基，氰基，硝基，C1-C4卤代烷氧基，C1-C4烷硫基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，C1-C4二烷基氨基，C1-C4烷基羰基，C1-C4二烷基氨基磺酰基或NR13-CO-R14取代；R11和R12彼此独立地是氢或C1-C4烷基；R13和R14彼此独立地是氢或C1-C4烷基；A1，A2，A3，A4彼此独立地是羟基，甲酰基，COOH，C1-C6烷氧基，C1-C4烷硫基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，OSO2-C1-C4烷基，C1-C6烷基氨基，C1-C6二烷基氨基，C1-C6烷基氨基羰基，C1-C6二烷基氨基羰基，硝基，卤素，氰基，C1-C4烷氧基卤素，C1-C4烷基羰基，C1-C4烷氧基羰基或苯基，其中苯基又可以被卤素，C1-C4烷基，C1-C4烷氧基，C1-C4卤代烷基，氰基，硝基，C1-C4卤代烷氧基，C1-C4烷硫基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，C1-C4烷基羰基，C1-C4二烷基氨基磺酰基或NR15-CO-R16取代；R15和R16彼此独立地是氢或C1-C4烷基；Q是基团Q1 其中R39是羟基，卤素，C1-C6烷氧基，C1-C6烷基羰氧基，C1-C6烷氧基羰氧基，C1-C6二烷基氨基，COOH，C1-C6链烯硫基，C1-C6链烯基亚磺酰基，C1-C6链烯基磺酰基，OSO2-C1-C6烷基，苯甲酰氧基或OSO2-苯基，其中苯基和苯甲酰基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，卤素，硝基，COOH或氰基取代；V是C1-C4亚烷基，氧，硫，SO或SO2；R17，R18，R19，R20，R21和R22彼此独立地是氢，C1-C6烷基，C1-C6烷氧羰基，C2-C6链烯基，C2-C6炔基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基氨基磺酰基，C1-C4卤代烷基，C1-C4烷基氨基，C1-C4二烷基氨基，C1-C6烷氧基，氰基，硝基，卤素或苯基；q是1或2；或者Q是基团Q2 其中R23是羟基，卤素，C1-C6烷氧基，C1-C6烷基羰氧基，C1-C6烷氧基羰氧基，C1-C6二烷基氨基，COOH，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷氧羰基-C1-C4烷硫基，C1-C4烷氧羰基-C1-C4烷基亚磺酰基，C1-C4烷氧羰基-C1-C4烷基磺酰基，C1-C6链烯硫基，C1-C6链烯基亚磺酰基，C1-C6链烯基磺酰基，OSO2-C1-C6烷基，苯甲酰氧基，苯硫基，苯基亚磺酰基，苯基磺酰基或OSO2-苯基，其中苯基和苯甲酰基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，卤素，硝基，COOH或氰基取代；R24和R25彼此独立地是氢，羟基，C1-C6烷基，C1-C4烷氧基-C1-C4烷基，C2-C6链烯基，C2-C6炔基，C1-C6烷氧羰基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基氨基磺酰基，C1-C4卤代烷基，C1-C6烷基氨基，C1-C6二烷基氨基，C1-C6烷氧基，氰基，硝基，卤素或苯基，苯基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，氨基，C1-C4烷基氨基，C1-C4二烷基氨基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基-S(O)2O，C1-C4卤代烷硫基，C1-C4卤代烷基亚磺酰基，C1-C4卤代烷基磺酰基，C1-C4卤代烷基-S(O)2O，C1-C4烷基-S(O)2NH，C1-C4烷基-S(O)2N(C1-C4烷基)，卤素，硝基，COOH或氰基取代；或者R24和R25一起形成C2-C6亚烷基桥；R26是氢，C1-C4烷基，C1-C4烷氧羰基或苯基，苯基又可以被C1-C6烷基，C1-C6卤代烷基，C1-C6烷氧基，C1-C6卤代烷氧基，C1-C6烷基羰基，C1-C6烷氧基羰基，氨基，C1-C4烷基氨基，C1-C4二烷基氨基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4-烷基-S(O)2O，C1-C4卤代烷硫基，C1-C4卤代烷基亚磺酰基，C1-C4卤代烷基磺酰基，C1-C4卤代烷基-S(O)2O，C1-C4烷基-S(O)2NH，C1-C4烷基-S(O)2N(C1-C4烷基)，卤素，硝基，COOH或氰基取代；或者Q是基团Q3 其中R27是羟基，卤素，C1-C6烷氧基，C1-C6烷基羰氧基，C1-C6烷氧基羰氧基，C1-C6二烷基氨基，COOH，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷氧羰基-C1-C4烷硫基，C1-C4烷氧羰基-C1-C4烷基亚磺酰基，C1-C4烷氧羰基-C1-C4烷基磺酰基，C1-C6链烯硫基，C1-C6链烯基亚磺酰基，C1-C6链烯基磺酰基，OSO2-C1-C6烷基，苯甲酰氧基，苯硫基，苯基亚磺酰基，苯基磺酰基或OSO2-苯基，其中苯基和苯甲酰基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，卤素，硝基，COOH或氰基取代；R28，R29和R40彼此独立地是氢，羟基，C1-C6烷基，C1-C4烷氧基-C1-C4烷基，C2-C6链烯基，C2-C6炔基，C1-C6烷氧羰基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基氨基磺酰基，C1-C4卤代烷基，C1-C6烷基氨基，C1-C6二烷基氨基，C1-C6烷氧基，氰基，硝基，卤素或苯基，苯基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧羰基，氨基，C1-C4烷基氨基，C1-C4二烷基氨基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基-S(O)2O，C1-C4卤代烷硫基，C1-C4卤代烷基亚磺酰基，C1-C4卤代烷基磺酰基，C1-C4卤代烷基-S(O)2O，C1-C4烷基-S(O)2NH，C1-C4烷基-S(O)2N(C1-C4烷基)，卤素，硝基，COOH或氰基取代；或者R28和R29-起形成C2-C6亚烷基桥；R30是可以被基团A5取代的C1-C6烷基；可以被基团A6取代的C2-C6链烯基；可以被基团A7取代的C2-C6炔基；A5，A6和A7彼此独立地是羟基，甲酰基，COOH，C1-C6烷氧基，C1-C4烷硫基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，OSO2-C1-C4烷基，C1-C6烷基氨基，C1-C6二烷基氨基，C1-C6烷基氨基羰基，C1-C6二烷基氨基羰基，硝基，卤素，氰基，C1-C4烷氧基卤素，C1-C4烷基羰基，C1-C4烷氧基羰基或苯基，苯基又可以被卤素，C1-C4烷基，C1-C4烷氧基，C1-C4卤代烷基，氰基，硝基，C1-C4卤代烷基，C1-C4烷硫基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，C1-C4烷基羰基，C1-C4二烷基氨基磺酰基或NR31-COR32取代；R31，R32彼此独立地是氢或C1-C4烷基；或者Q是基团Q4 其中R33是羟基，卤素，C1-C6烷氧基，C1-C6烷基羰氧基，C1-C6烷氧基羰氧基，C1-C6二烷基氨基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷氧羰基-C1-C4烷硫基，C1-C4烷氧羰基-C1-C4烷基亚磺酰基，C1-C4烷氧羰基-C1-C4烷基磺酰基，C1-C6链烯硫基，C1-C6链烯基亚磺酰基，C1-C6链烯基磺酰基，OSO2-C1-C6烷基，苯甲酰氧基，苯硫基，苯基亚磺酰基，苯基磺酰基或OSO2-苯基，其中苯基和苯甲酰基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，卤素，硝基，COOH或氰基取代；W是氧，硫，SO，SO2，NR38或C＝O；R38是氢或C1-C6烷基；R34，R35，R36和R37彼此独立地是氢，羟基，C1-C6烷基，C1-C4烷氧基-C1-C4烷基，C2-C6链烯基，C2-C6炔基，C1-C6烷氧羰基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基氨基磺酰基，C1-C4卤代烷基，C1-C6烷基氨基，C1-C6二烷基氨基，C1-C6烷氧基，氰基，硝基，卤素或苯基，苯基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，氨基，C1-C4烷基氨基，C1-C4二烷基氨基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基-S(O)2O，C1-C4卤代烷硫基，C1-C4卤代烷基亚磺酰基，C1-C4卤代烷基磺酰基，C1-C4卤代烷基-S(O)2O，C1-C4烷基-S(O)2NH，C1-C4烷基-S(O)2N(C1-C4烷基)，卤素，硝基，COOH或氰基取代；或者R34和R35一起形成C2-C6亚烷基桥；以及上述化合物的农业上可接受的盐、异构体和对映体。
本发明也涉及式I化合物，特别是其中R23，R27，R33和R39是羟基的式I化合物和胺、碱金属及碱土金属或季铵碱形成的盐。
在作为形成盐的组份的碱金属和碱土金属氢氧化物中，锂，钠，钾，镁或钙的氢氧化物是值得注意的，特别是氢氧化钠和氢氧化钾。
适合于形成铵盐的胺的实例可以是氨和伯，仲，叔-C1-C18烷基胺，C1-C4羟烷基胺和C2-C4烷氧基烷基胺，例如甲基胺，乙基胺，正丙基胺，异丙基胺，四个异构体的丁基胺，正戊基胺，异戊基胺，己基胺，庚基胺，辛基胺，壬基胺，癸基胺，十五烷基胺，十六烷基胺，十七烷基胺，十八烷基胺，甲基乙基胺，甲基异丙基胺，甲基己基胺，甲基壬基胺，甲基十五烷基胺，甲基十八烷基胺，乙基丁基胺，乙基庚基胺，乙基辛基胺，己基庚基胺，己基辛基胺，二甲基胺，二乙基胺，二正丙基胺，二异丙基胺，二正丁基胺，二正戊基胺，二异戊基胺，二己基胺，二庚基胺，二辛基胺，乙醇胺，正丙醇胺，异丙醇胺，N，N-二乙醇胺，N-乙基丙醇胺，N-丁基乙醇胺，烯丙基胺，n-丁烯基-2-胺，n-戊烯基-2-胺，2，3-二甲基丁烯基-2-胺，二丁烯基-2-胺，n-己烯基-2-胺，丙二胺，三甲胺，三乙胺，三正丙基胺，三异丙基胺，三正丁基胺，三异丁基胺，三仲丁基胺，三正戊基胺，甲氧基乙基胺，和乙氧基乙基胺；杂环胺，例如吡啶，喹啉，异喹啉，吗啉，哌啶，吡咯烷，二氢吲哚，喹宁环和吖庚因；伯芳基胺，例如苯胺，甲氧基苯胺，乙氧基苯胺，邻-，间-，对-甲苯胺，苯二胺，联苯胺，萘胺和邻-，间-，对-氯苯胺；特别是三乙基胺、异丙基胺和二异丙基胺。
取代基定义中的烷基和亚烷基可以是直链或支链的，例如甲基，乙基，正丙基，异丙基，正丁基，仲丁基，异丁基，叔丁基，戊基和己基及其支链异构体；烷氧基，链烯基，亚链烯基，炔基和亚炔基从上述烷基衍生，所述链烯基，亚链烯基，炔基和亚炔基可以是单或多不饱和的。
卤素通常是指氟，氯，溴或碘，这也同样适用于和其它定义相结合的卤素，例如卤代烷基或卤代苯基中的卤素。
卤代烷基优选链长1-6个碳原子，卤代烷基例如是氟甲基，二氟甲基，三氟甲基，氯甲基，二氯甲基，三氯甲基，2，2，2-三氟乙基，2-氟乙基，2-氯乙基，五氟乙基，1，1-二氟-2，2，2-三氯乙基，2，2，3，3-四氟乙基和2，2，2-三氯乙基，优选三氯甲基，二氟氯甲基，二氟甲基，三氟甲基和二氯氟甲基。
烷氧基优选链长1-6个碳原子，烷氧基的实例是甲氧基，乙氧基，丙氧基，异丙氧基，正丁氧基，异丁氧基，仲丁氧基和叔丁氧基以及戊氧基和己氧基及其异构体，优选甲氧基和乙氧基。烷基羰基优选乙酰基和丙酰基。烷氧羰基例如是指甲氧羰基，乙氧羰基，丙氧羰基，异丙氧羰基，正丁氧羰基，异丁氧羰基，仲丁氧羰基或叔丁氧羰基，优选甲氧羰基或乙氧羰基。卤代烷氧基优选链长1-6个碳原子，卤代烷氧基例如是氟甲氧基，二氟甲氧基，三氟甲氧基，2，2，2-三氟乙氧基，1，1，2，2-四氟乙氧基，2-氟乙氧基，2-氯乙氧基，2，2-二氟乙氧基和2，2，2-三氯乙氧基，优选二氟甲氧基，2-氯乙氧基和三氟甲氧基。烷硫基优选链长1-6个碳原子，烷硫基例如是甲硫基，乙硫基，丙硫基，异丙硫基，正丁硫基，异丁硫基，仲丁硫基或叔丁硫基，优选甲硫基和乙硫基。烷基亚磺酰基例如是甲基亚磺酰基，乙基亚磺酰基，丙基亚磺酰基，异丙基亚磺酰基，正丁基亚磺酰基，异丁基亚磺酰基，仲丁基亚磺酰基，叔丁基亚磺酰基，优选甲基亚磺酰基和乙基亚磺酰基。
含有氧的C3-C7环烷基例如是环氧乙烷基，环氧丁烷基，四氢呋喃基，二氧戊环基，氧杂环己基，二氧杂环己基，氧杂环庚基或二氧杂环庚基。
含有氧的C3-C7-环烷基-C1-C3烷基例如是环氧乙烷-甲基，环氧丁烷-乙基，四氢呋喃-正丙基，二氧戊环-C1-C3烷基，氧杂环己基-C1-C3烷基，二氧杂环己基-C1-C3烷基，氧杂环庚基-C1-C3烷基或二氧杂环庚基-C1-C3烷基。
烷基磺酰基例如是甲基磺酰基，乙基磺酰基，丙基磺酰基，异丙基磺酰基，正丁基磺酰基，异丁基磺酰基，仲丁基磺酰基或叔丁基磺酰基，优选甲基磺酰基和乙基磺酰基。烷氧基烷氧基基团优选链长2-4个碳原子。
烷氧基烷氧基的实例是甲氧甲氧基，甲氧乙氧基，甲氧丙氧基，乙氧甲氧基，乙氧乙氧基，丙氧甲氧基或丁氧丁氧基。
烷基氨基例如是甲基氨基，乙基氨基，丙基氨基，异丙基氨基或丁基氨基的各异构体。二烷基氨基例如是二甲基氨基，甲基乙基氨基，二乙基氨基，正丙基甲基氨基，二丁基氨基和二异丙基氨基，烷基氨基优选链长1-4个碳原子。烷氧基烷基优选具有2-4个碳原子，烷氧基烷基例如是指甲氧基甲基，甲氧基乙基，乙氧基甲基，乙氧基乙基，正丙氧基甲基，正丙氧基乙基，异丙氧基甲基或异丙氧基乙基。烷硫基烷基优选具有2-4个碳原子，烷硫基烷基是指例如甲硫基甲基，甲硫基乙基，乙硫基甲基，乙硫基乙基，正丙硫基甲基，正丙硫基乙基，异丙硫基甲基，异丙硫基乙基，丁硫基甲基，丁硫基乙基或丁硫基丁基。环烷基优选有具3-6个环碳原子，例如环丙基，环丁基，环戊基和环己基。苯基和作为取代基一部分的苯基，如苯氧基，苄基，苄氧基，苯甲酰基，苯硫基，苯基烷基或苯氧基烷基中的苯基可以取代的形式存在。
优选的式I化合物是其中R1和R2彼此独立地是卤素，氰基，硝基，氨基，C1-C6烷基，C1-C6烷氧基，C1-C4烷氧基-C1-C4烷基，C1-C6卤代烷基，C2-C6链烯基，C2-C6炔基，C1-C6烷氧羰基，C1-C6烷基羰基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C6二烷基氨基磺酰基，C1-C6烷基氨基磺酰基，C1-C6卤代烷氧基，OSO2-C1-C4烷基，C1-C6卤代烷硫基，C1-C6卤代烷基亚磺酰基，C1-C6卤代烷基磺酰基，苯硫基，苯基亚磺酰基或苯基磺酰基，和R33表示羟基，卤素，C1-C6烷氧基，C1-C6烷基羰氧基，C1-C6烷氧基羰氧基，C1-C6二烷基氨基，COOH，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷氧羰基-C1-C4烷硫基，C1-C4烷氧羰基-C1-C4烷基亚磺酰基，C1-C4烷氧羰基-C1-C4烷基磺酰基，C1-C6链烯基硫基，C1-C6链烯基亚磺酰基，C1-C6链烯基磺酰基，OSO2C1-C6烷基，苯甲酰氧基，苯硫基，苯基亚磺酰基，苯基磺酰基或OSO2-苯基，其中的苯基和苯甲酰基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，卤素，硝基，COOH或氰基取代。
更优选的式I化合物的特征为Q是Q1或Q2，在基团Q2中，R24，R25和R26优选为氢或C1-C6烷基，R23和R39特别是羟基。还值得注意是这些式I化合物，即，其中X是L1-Y1-R4。在该组中，其中L1是亚甲基的化合物是优选的。在式I化合物的更优选的组中，R2是C1-C6烷基磺酰基，还有兴趣是其中R1表示甲基的式I化合物。
式I范围内的特别优选的个别化合物是4-羟基-3-(4-甲基磺酰基-3-甲氧基甲基-2-甲基-苯甲酰基)-双环[3.2.1]辛-3-烯-2-酮和5-羟基-4-(4-甲基磺酰基-3-甲氧基甲基-2-甲基-苯甲酰基)-2，6，6-三甲基-6H-[1.2]噁嗪-3-酮。
式I化合物可以用公知方法制备，例如US-A-5,565,410；US-A-5,608,101和EP-A-O 282 944记载的，例如将式II化合物 其中R1，R2，R3和X具有在式I中给出的含义，Z表示离去基，优选卤素，特别是氯或氰基；和式III化合物反应 其中取代基的定义和基团Q1中的定义相同，或者和式IV化合物反应 其中取代基的定义和基团Q2中的定义相同，或者和式V化合物反应 其中取代基的定义和基团Q3中的定义相同，或者和式VI化合物反应 其中取代基的定义和基团Q4中的定义相同，并且相应地R39、R23、R27和R33表示羟基，反应可任选在碱存在下进行。式II、III、IV或V化合物是US-A-5,565,410；US-A-5,608,101和EP-A-O 282 944中公开的或者可以类似地按照其中公开的方法制备。
制备式I化合物的反应可有利地在非质子惰性有机溶剂中进行，所述有机溶剂是烃类如苯，甲苯，二甲苯或环已烷，氯代烃类如二氯甲烷，三氯甲烷，四氯化碳或氯苯；醚类如乙醚，乙二醇二甲醚，二甘醇二甲醚，四氢呋喃或二噁烷；腈类如乙腈或丙腈；酰胺如N，N-二甲基甲酰胺，二乙基甲酰胺或N-甲基吡咯烷酮。反应温度优选-20℃到+120℃，反应通常稍稍放热，一般可以在室温下进行。可以将反应混合物短时间加热到沸点以便缩短反应时间，或者也是为了引发反应。加入几滴碱作为催化剂也可以缩短反应时间。特别合适的碱优选为叔胺如三甲胺，三乙胺，喹宁环，1，4-二氮杂双环[2.2.2]辛烷，1，5-二氮杂双环[4.3.0]壬-5-烯，1，5-二氮杂双环[5.4.0]十一碳-7-烯，也合适的碱是无机碱，一般是氢化物如氢化钠或氢化钙；氢氧化物如氢氧化钠或氢氧化钾；碳酸盐如碳酸钠或碳酸钾或者碳酸氢盐如碳酸氢钠或碳酸氢钾。
式I化合物可以通过常规方法分离，例如浓缩反应混合物和/或通过蒸馏除去溶剂，和通过重结晶或在不溶解它们的溶剂中研磨固体残留物，一般使用醚类，芳香烃或氯代烃。
按照本发明式I化合物或含有它们的组合物通过所有标准使用方法可以用于农业，包括芽前使用、苗后使用及浸种，也可以通过各种方法和技术如控制释放来施用。对于控制释放，将除草剂溶液施加到矿物颗粒载体上或者聚合物颗粒上(脲/甲醛)，然后干燥。也可以使用包衣技术(包衣颗粒)，使活性成分在一定的时间周期内以控制速度释放。
式I化合物本身可以例如以合成时得到的形式用作除草剂，但是优选使用制剂技术经常使用的助剂按照常规方法加工成乳油，直接可喷雾或稀释的溶液，稀乳液，可湿性粉剂，可溶性粉末，粉尘剂或颗粒剂或微胶囊剂。所述制剂在WO97/34485的第9-13页中有记载。如同制剂的类型一样，如喷雾，弥雾，喷粉，浸种，撒施或浇泼等施用方法可以根据其使用对象及流行的环境选择。
例如含有式I化合物或至少一种式I化合物及一种或一种以上的常用液体或固体制剂辅助剂的药剂、剂型、组合物的制剂可以通过常规方法制备，例如均匀混合和/或研磨除草剂和所述制剂辅助剂，一般是溶剂或固体载体。表面活性化合物(表面活性剂)也可以用于制备剂型，溶剂和固体载体的实例记载于WO9 7/34485的第6页。
依赖于加工配制成制剂的式I除草剂，合适的表面活性化合物是有良好的乳化性、分散性和润湿性的非离子、阳离子和/或阴离子表面活性剂以及表面活性剂混合物。
合适的阴离子、非离子和阳离子表面活性剂的实例记载于WO97/34485的第7-8页。
制剂领域常规的表面活性剂，以及尤其是记载于《McCutcheon洗涤剂和乳化剂年鉴》(“MeCutcheon’s Detergentsand Emulsifiers Annual”)MC Publeshing Corp.，RidgewoodNew Jersey，1981，Stache，H.，《表面活性剂手册》[“Tensid-Taschenbuch”(Handbook of Surfactants)]，Carl HanserVerlag，Munich/Vienna，1981，以及M.以及J.Ash，《表面活性剂大全》(“Encycloedia of Surfactants”)，第I-III卷，Chemical Publishing Co.，New York，1980-81中的表面活性剂也适用于制备本发明的除草剂剂型。
除草剂组合物一般含有0.1-99％重量，优选0.1-95％重量的除草剂，1-99.9％重量，优选5-99.8％重量的固体或液体辅助剂，以及0-25％重量，优选0.1-25％重量的表面活性剂。尽管作为商品优选配制成浓缩物，但是最终的使用者通常使用其稀释的制剂。组合物也可以含有其它成分如稳定剂，例如合适的话，可以是环氧化的植物油(环氧化椰子油、菜籽油或大豆油)；消泡剂，一般是硅油；防腐剂；粘度调节剂；粘合剂和胶粘剂，以及肥料和其它化学试剂。
式I化合物通常成功地用于植物或植物生长场所，其浓度为0.001-4kg/ha，优选0.005-2kg/ha。达到所需作用的浓度可以通过试验确定。依赖于作用类型、载培作物和杂草的生长阶段及施用方式(场所、时间和施用方法)，这些变化的结果导致浓度范围很宽。
式I化合物具有优异的除草和抑制生长活性，适用于作物植物，特别是谷物，棉花，大豆，甜菜，甘蔗，人工林(plantations)，油菜，玉米和稻的种植中，以及用于非选择性地控制杂草。作物应理解为还包括通过常规育种或基因工程方法使其对除草剂或一类除草剂有耐受性的作物。欲防除的杂草可以是单子叶或双子叶杂草，典型地有繁缕属，豆瓣菜属，剪股颖属，马塘属，燕麦属，狗尾草属，白芥属，黑麦草属，茄属，稗属，藨草属，雨久花属，慈姑属，雀麦属，看麦娘属，蜀黍属，石茅高梁，简轴茅属，莎草属，茼麻属，黄花稔属，苍耳属，苋属，藜属，番著属，茼蒿属，猪殃殃属，堇菜属和婆婆纳属。
本发明用以下非限制性实施例进行说明。制备实施例实施例P14-甲基磺酰基-3-甲氧基甲基-2-甲基苯甲酰氯的制备 将按照EP-A-0 282 944得到的1.5g(5.8mmol)4-甲基磺酰基-3-甲氧基甲基-2-甲基苯甲酸在15ml二氯甲烷中的溶液于20℃和2滴DMF混合。然后，在稍稍冷却的同时，滴加1.0ml(11.6mmol)草酰氯在2ml二氯甲烷中的溶液，搅拌反应混合物直到不再放出气体，然后蒸馏出溶剂。得到的4-甲基磺酰基-3-甲氧基甲基-2-甲基苯甲酰氯无需提纯直接用于下一步反应。实施例P24-羟基-3-(4-甲基磺酰基-3-甲氧基甲基-2-甲基-苯甲酰基)-双环[3.2.1]辛-3-烯-2-酮的制备 在20℃下，将0.8g(5.8mmol)双环[3.2.1]辛烷-2，4-二酮(其制备例如描述在US-A-5,608,101以及其中所引用的参考文献中)溶于15ml二氯甲烷中。所得溶液与0.97ml三乙胺混合并冷却至0℃。然后滴加1.6g(5.8mmol)4-甲基磺酰基-3-甲氧基甲基-2-甲基苯酰氯在10ml二氯甲烷中的溶液。0℃搅拌反应混合物0.5小时，然后用二氯甲烷稀释。洗涤和干燥后，通过蒸发浓缩有机相，得到非晶形式的2.23g4-甲基磺酰基-3-甲氧基甲基-2-甲基苯甲酸-4-氧代-双环[3.2.1]辛-2-烯-2-基酯。产物不用提纯直接可用于下一步反应。
将2.23g(5.8mmol)4-甲基磺酰基-3-甲氧基甲基-2-甲基苯甲酸-4-氧代-双环[3.2.1]辛-2-烯-2-基酯和1.6ml(11.6mmol)三乙胺溶于20ml乙腈中。于20℃加入0.2ml乙酰氰醇(acetocyanohydrin)。搅拌20小时后，将混合物进行后处理，并用薄层色谱纯化粗产物，得到非晶形式的1.0g 4-羟基-3-(4-甲基磺酰基-3-甲氧基甲基-2-甲基苯甲酰基)-双环[3.2.1]辛-3-烯-2-酮。实施例P35-羟基-4-(4-甲基磺酰基-3-甲氧基甲基-2-甲基-苯甲酰基)-2.6.6-三甲基-6.H.-[1.2]噁嗪-3-酮的制备 准备0.79g(5.04mmol)2，6，6-三甲基-2H-1，2-噁嗪-3，5-二酮(其制备方法例如描述于US-A-5，565，410中)、15ml二氯甲烷和0.97ml三乙胺，于0℃滴加1.3g(4.7mmol)4-甲基磺酰基-3-甲氧基甲基-2-甲基苯甲酰氯在10ml二氯甲烷中的溶液。搅拌30分钟后，用二氯甲烷稀释所得溶液。反应溶液然后用稀盐酸酸化，分离有机相、干燥并且浓缩，得到非晶形式的2.0g 4-甲基磺酰基-3-甲氧基甲基-2-甲基-苯甲酸-2，6，6-三甲基-5-氧代-5，6-二氢-2.H.-[1.2]噁嗪-3-基酯。产品无需纯化直接进一步使用。
将2.0g(5.04mmol)4-甲基磺酰基-3-甲氧基甲基-2-甲基-苯甲酸-2，6，6-三甲基-5-氧代-5，6-二氢-2.H.-[1.2]噁嗪-3-基酯溶于35ml乙腈和10ml二氯甲烷的混合物中。然后，加入1.4ml(10.08mmol)三乙胺和0.18ml乙酰氰醇。于20℃搅拌20小时后，进行后处理、重结晶，最终得到5-羟基-4-(4-甲基磺酰基-3-甲氧基甲基-2-甲基-苯甲酰基)-2，6，6-三甲基-6.H.-[1.2]噁嗪-3-酮，熔点为157℃。
下表1-4中命名的物质也可按照类似于上述的方法制备。在表1-4中，X表示下述基团X1＝CH2OCH3，X2＝CH2OC2H5，X3＝CH2OH，X4＝CH2CH2OCH3，X5＝CH2CH2OC2H5，X6＝CH2CH2OCH2CH2OCH3，X7＝CH2CH2OCH2CH2OC2H5，X8＝CH(CH3)OC2H5，X10＝CH2OCH2CH＝CH2，X11＝CH2OCH2CH2CH3，X12＝CH(C2H5)OC2H5，X13＝C(CH3)2OH，X14＝CH2CH2OCH(CH3)2，X15＝CH2SO2CH3，X16＝CH2N(CH3)C2H5，X17＝CH2NHCH3，X18＝CH2OCH(CH3)2，X19＝C(CH3)2OCH3，X20＝CH2CH2OH，X21＝CH2OCH2CCH，X22＝C(CH3)2OC2H5，X23＝CH(C2H5)OCH3，X24＝CH(CH3)OH，X25＝CH(OH)C2H5，X26＝CH2SCH3，X27＝CH2N(CH3)2，X28＝CH2CH2N(CH3)2，X29＝CH2OCOCH3，X30＝CH2OPh，X31＝CH2CH2OPh，X32＝CH2OCH2CH2OCH3，X33＝CH2OCH2CH2OC2H5，
表1式(Ia)化合物 化合物 VR17R22R1XR2物理数据序号1,001CH2H HCH3X1SO2CH3树脂状1,002CH2H HCH3X2SO2CH3-1,003CH2H HCH3X3SO2CH3-1,004CH2H HCH3X4SO2CH3-1,005CH2H HCH3X5SO2CH3-1,006CH2H HCH3X6SO2CH3-1,007CH2H HCH3X7SO2CH3-1,008CH2H HCH3X8SO2CH3-1,009CH2H HCH3X9SO2CH3-1,010CH2H HCH3X10SO2CH3-1,011CH2H HCH3X11SO2CH3-1,012CH2H HCH3X12SO2CH3-1,013CH2H HCH3X13SO2CH3-1,014CH2H HCH3X14SO2CH3-1,015CH2H HCH3X15S02CH3-1,016CH2H HCH3X16SO2CH3-1,017CH2H HCH3X17SO2CH3-1,018CH2H HCH3X18SO2CH3-1,019CH2H HCH3X19SO2CH3-1,020CH2H HCH3X20SO2CH3-1,021CH2H HCH3X21SO2CH3-1,022CH2H HCH3X22SO2CH3-1,023CH2H HCH3X23SO2CH3-1,024CH2H HCH3X24SO2CH3-化合物 V R17R22R1XR2物理数据序号1,025CH2HHCH3X25SO2CH3-1,026CH2HHCH3X26SO2CH3-1,027CH2HHCH3X27SO2CH3-1,028CH2HHCH3X28SO2CH3-1,029CH2HHCH3X29SO2CH3-1,030CH2HHCH3X30SO2CH3-1,031CH2HHCH3X31SO2CH3-1,032CH2HHCH3X32SO2CH3-1,033CH2HHCH3X33SO2CH3-1,034CH2HHCH3X34SO2CH3-1,035CH2HHCH3X35SO2CH3-1,036CH2HHCH3X36SO2CH3-1,037CH2HHCH3X37SO2CH3-1,038CH2HHCH3X38SO2CH3-1,039CH2HHCH3X39SO2CH3-1,040CH2HHCH3X40SO2CH3-1,041CH2HHCH3X41SO2CH3-1,042CH2HHCH3X42SO2CH3-1,043CH2HHCH3X1SCH3-1,044CH2HHCH3X2SCH3-1,045CH2HHCH3X3SCH3-1,046CH2HHCH3X4SCH3-1,047CH2HHCH3X5SCH3-1,048CH2HHCH3X6SCH3-1,049CH2HHCH3X7SCH3-1,050CH2HHCH3X10SCH3-1,051CH2HHCH3X15SCH3-1,052CH2HHCH3X20SCH3-1,053CH2HHCH3X21SCH3-1,054CH2HHCH3X26SCH3-1,055CH2HHCH3X27SCH3-化合物 V R17R22R1X R2物理数据序号1,056CH2H HCH3X29SCH3-1,057CH2H HCH3X30SCH3-1,058CH3CH3CH3CH3X1SO2CH3-1,059CH3CH3CH3CH3X2SO2CH3-1,060CH3CH3CH3CH3X4SO2CH3-1,061CH3CH3CH3CH3X10SO2CH3-1,062CH3CH3CH3CH3X15SO2CH3-1,063CH3CH3CH3CH3X21SO2CH3-1,064CH3CH3CH3CH3X26SO2CH3-1,065O CH3CH3CH3X1SO2CH3-1,066O CH3CH3CH3X2SO2CH3-1,067O CH3CH3CH3X4SO2CH3-1,068O CH3CH3CH3X10SO2CH3-1,069O CH3CH3CH3X15SO2CH3-1,070O CH3CH3CH3X21SO2CH3-1,071O CH3CH3CH3X26SO2CH3-1,072CH2H H Cl X1SO2CH31,073CH2H H Cl X2SO2CH31,074CH2H H Cl X3SO2CH31,075CH2H H Cl X4SO2CH31,076CH2H H Cl X5SO2CH31,077CH2H H Cl X6SO2CH31,078CH2H H Cl X7SO2CH31,079CH2H H Cl X8SO2CH31,080CH2H H Cl X9SO2CH31,081CH2H H Cl X10SO2CH31,082CH2H H Cl X11SO2CH31,083CH2H H Cl X12SO2CH31,084CH2H H Cl X13SO2CH31,085CH2H H Cl X14SO2CH31,086CH2H H Cl X15SO2CH3化合物 V R17R22R1X R2物理数据序号1,087CH2HHClX16SO2CH31,088CH2HHClX17SO2CH31,089CH2HHClX18SO2CH31,090CH2HHClX19SO2CH31,091CH2HHClX20SO2CH31,092CH2HHClX21SO2CH31,093CH2HHClX22SO2CH31,094CH2HHClX23SO2CH31,095CH2HHClX24SO2CH31 ,096 CH2HHClX25SO2CH31 ,097 CH2HHClX26SO2CH31,098CH2HHClX27SO2CH31,099CH2HHClX28SO2CH31,100CH2HHClX29SO2CH31,101CH2HHClX30SO2CH31,102CH2HHClX31SO2CH31,103CH2HHClX32SO2CH31,104CH2HHClX33SO2CH31,105CH2HHClX34SO2CH31,106CH2HHClX35SO2CH31,107CH2HHClX36SO2CH31,108CH2HHClX37SO2CH31,109CH2HHClX38SO2CH31,110CH2HHClX39SO2CH31,111CH2HHClX40SO2CH31,112CH2HHClX41SO2CH31,113CH2HHClX42SO2CH31,114CH2HHCH3X1CF31,115CH2HHCH3X2CF31,116CH2HHCH3X3CF31,117CH2HHCH3X4CF3化合物 V R17R22R1XR2物理数据序号1,118CH2HHCH3X5CF31,119CH2HHCH3X6CF31,120CH2HHCH3X7CF31,121CH2HHCH3X10CF31,122CH2HHCH3X15CF31,123CH2HHCH3X20CF31,124CH2HHCH3X21CF31,125CH2HHCH3X26CF31,126CH2HHCH3X27CF31,127CH2HHCH3X29CF31,128CH2HHCH3X30CF31,129CH2HHCH3X1Br1,130CH2HHCH3X2Br1,131CH2HHCH3X3Br1,132CH2HHCH3X4Br1,133CH2HHCH3X5Br1,134CH2HHCH3X6Br1,135CH2HHCH3X7Br1,136CH2HHCH3X10Br1,137CH2HHCH3X15Br1,138CH2HHCH3X20Br1,139CH2HHCH3X21Br1,140CH2HHCH3X26Br1,141CH2HHCH3X27Br1,142CH2HHCH3X29Br1,143CH2HHCH3X30Br1,144CH2HHCH3X1CN1,145CH2HHCH3X2CN1,146CH2HHCH3X3CN1,147CH2HHCH3X4CN1,148CH2HHCH3X6CN化合物 V R17R22R1X R2物理数据序号1,149CH2H H CH3X10CN1,150CH2H H CH3X15CN1,151CH2H H CH3X21CN1,152CH2H H CH3X26CN1,153CH2H H CH3X30CN1,154CH2H H CF3X1SO2CH31,155CH2H H CF3X2SO2CH31,156CH2H H CF3X3SO2CH31,157CH2H H CF3X4SO2CH31,158CH2H H CF3X6SO2CH31,159CH2H H CF3X10SO2CH31,160CH2H H CF3X15SO2CH31,161CH2H H CF3X21SO2CH31,162CH2H H CF3X26SO2CH31,163CH2H H CF3X30SO2CH31,164CH3CH3CH3CF3X1SO2CH31,165CH3CH3CH3CF3X2SO2CH31,166CH3CH3CH3CF3X4SO2CH31,167CH3CH3CH3CF3X10SO2CH31,168CH3CH3CH3CF3X15SO2CH31,169CH3CH3CH3CF3X21SO2CH31,170CH3CH3CH3CF3X26SO2CH31,171CH2H H SO2CH3X1CF31,172CH2H H SO2CH3X2CF31,173CH2H H SO2CH3X3CF31,174CH2H H SO2CH3X4CF31,175CH2H H SO2CH3X6CF31,176CH2H H SO2CH3X10CF31,177CH2H H SO2CH3X15CF31,178CH2H H SO2CH3X21CF31,179CH2H H SO2CH3X26CF3化合物 V R17R22R1X R2物理数据序号1,180CH2H H SO2CH3X30CF31,181CH2H H CH3X1Cl1,182CH2H H CH3X2Cl1,183CH2H H CH3X3Cl1,184CH2H H CH3X4Cl1,185CH2H H CH3X6Cl1,186CH2H H CH3X10Cl1,187CH2H H CH3X15Cl1,188CH2H H CH3X21Cl1,189CH2H H CH3X26Cl1,190CH2H H CH3X30Cl1,191CH2H H NO2X1SO2CH31,192CH2H H NO2X2SO2CH31,193CH2H H NO2X4SO2CH31,194CH2H H NO2X10SO2CH31,195CH2H H NO2X15SO2CH31,196CH2H H NO2X21SO2CH31,197CH2H H NO2X26SO2CH3表2式(Ib)化合物 化合物 R24R25R26R1X R2m.p.序号(℃)2,001CH3CH3CH3CH3X1SO2CH3157C2,002CH3CH3CH3CH3X2SO2CH3-2,003CH3CH3CH3CH3X3SO2CH3-化合物 R24R25R26R1XR2m.p.序号 (℃)2,004CH3CH3CH3CH3X4SO2CH3-2,005CH3CH3CH3CH3X5SO2CH3-2,006CH3CH3CH3CH3X6SO2CH3-2,007CH3CH3CH3CH3X7SO2CH3-2,008CH3CH3CH3CH3X8SO2CH3-2,009CH3CH3CH3CH3X9SO2CH3-2,010CH3CH3CH3CH3X10SO2CH3-2,011CH3CH3CH3CH3X11SO2CH3-2,012CH3CH3CH3CH3X12SO2CH3-2,013CH3CH3CH3CH3X13SO2CH3-2,014CH3CH3CH3CH3X14SO2CH3-2,015CH3CH3CH3CH3X15SO2CH3-2,016CH3CH3CH3CH3X16SO2CH3-2,017CH3CH3CH3CH3X17SO2CH3-2,018CH3CH3CH3CH3X18SO2CH3-2,019CH3CH3CH3CH3X19SO2CH3-2,020CH3CH3CH3CH3X20SO2CH3-2,021CH3CH3CH3CH3X21SO2CH3-2,022CH3CH3CH3CH3X22SO2CH3-2,023CH3CH3CH3CH3X23SO2CH3-2,024CH3CH3CH3CH3X24SO2CH3-2,025CH3CH3CH3CH3X25SO2CH3-2,026CH3CH3CH3CH3X26SO2CH3-2,027CH3CH3CH3CH3X27SO2CH3-2,028CH3CH3CH3CH3X28SO2CH3-2,029CH3CH3CH3CH3X29SO2CH3-2,030CH3CH3CH3CH3X30SO2CH3-2,031CH3CH3CH3CH3X31SO2CH3-2,032CH3CH3CH3CH3X32SO2CH3-2,033CH3CH3CH3CH3X33SO2CH3-2,034CH3CH3CH3CH3X34SO2CH3-化合物 R24R25R26R1X R2m.p.序号 (℃)2,035CH3CH3CH3CH3X35SO2CH3-2,036CH3CH3CH3CH3X36SO2CH3-2,037CH3CH3CH3CH3X37SO2CH3-2,038CH3CH3CH3CH3X38SO2CH3-2,039CH3CH3CH3CH3X39SO2CH3-2,040CH3CH3CH3CH3X40SO2CH3-2,041CH3CH3CH3CH3X41SO2CH3-2,042CH3CH3CH3CH3X42SO2CH3-2,043CH3CH3CH3Cl X1SO2CH3-2,044CH3CH3CH3Cl X2SO2CH3-2,045CH3CH3CH3Cl X3SO2CH3-2,046CH3CH3CH3Cl X4SO2CH3-2,047CH3CH3CH3Cl X5SO2CH3-2,048CH3CH3CH3Cl X6SO2CH3-2,049CH3CH3CH3Cl X7SO2CH3-2,050CH3CH3CH3Cl X10SO2CH3-2,051CH3CH3CH3Cl X15SO2CH3-2,052CH3CH3CH3Cl X20SO2CH3-2,053CH3CH3CH3Cl X21SO2CH3-2,054CH3CH3CH3Cl X26SO2CH3-2,055CH3CH3CH3Cl X27SO2CH3-2,056CH3CH3CH3Cl X29SO2CH3-2,057CH3CH3CH3Cl X30SO2CH3-2,058CH3CH3CH3CH3X1SCH3-2,059CH3CH3CH3CH3X2SCH3-2,060CH3CH3CH3CH3X3SCH3-2,061CH3CH3CH3CH3X4SCH3-2,062CH3CH3CH3CH3X5SCH3-2,063CH3CH3CH3CH3X6SCH3-2,064CH3CH3CH3CH3X7SCH3-2,065CH3CH3CH3CH3X10SCH3-化合物 R24R25R26R1XR2m.p.序号 (℃)2,066CH3CH3CH3CH3X15SCH3-2,067CH3CH3CH3CH3X20SCH3-2,068CH3CH3CH3CH3X21SCH3-2,069CH3CH3CH3CH3X26SCH3-2,070CH3CH3CH3CH3X27SCH3-2,071CH3CH3CH3CH3X29SCH3-2,072CH3CH3CH3CH3X30SCH3-2,073H H C2H5CH3X1SO2CH3-2,074H H C2H5CH3X2SO2CH3-2,075H H C2H5CH3X4SO2CH3-2,076H H C2H5CH3X10SO2CH3-2,077H H C2H5CH3X15SO2CH3-2,078H H C2H5CH3X21SO2CH3-2,079H H C2H5CH3X26SO2CH3-2,080H H C3H7CH3X1SO2CH3-2,081H H C3H7CH3X2SO2CH3-2,082H H C3H7CH3X4SO2CH3-2,083H H C3H7CH3X10SO2CH3-2,084H H C3H7CH3X15SO2CH3-2,085H H C3H7CH3X21SO2CH3-2,086H H C3H7CH3X26SO2CH3-2,087CH3CH3CH3Cl X1SCH3-2,088CH3CH3CH3Cl X2SCH3-2,089CH3CH3CH3Cl X4SCH3-2,090CH3CH3CH3Cl X26SCH3-2,091CH3CH3CH3CH3X1CF3-2,092CH3CH3CH3CH3X2CF3-2,093CH3CH3CH3CH3X3CF3-2,094CH3CH3CH3CH3X4CF3-2,095CH3CH3CH3CH3X6CF3-2,096CH3CH3CH3CH3X10CF3-化合物 R24R25R26R1X R2m.p.序号 (℃)2,097CH3CH3CH3CH3X15CF3-2,098CH3CH3CH3CH3X21CF3-2,099CH3CH3CH3CH3X26CF3-2,100CH3CH3CH3CH3X30CF3-2,101CH3CH3CH3SO2CH3X1CF3-2,102CH3CH3CH3SO2CH3X2CF3-2,103CH3CH3CH3SO2CH3X4CF3-2,104CH3CH3CH3SO2CH3X26CF3-2,105CH3CH3CH3NO2X1CF3-2,106CH3CH3CH3NO2X2CF3-2,107CH3CH3CH3NO2X4CF3-2,108CH3CH3CH3NO2X26CF3-2,109CH3CH3CH3NO2X1SO2CH3-2,110CH3CH3CH3NO2X2SO2CH3-2,111CH3CH3CH3NO2X4SO2CH3-2,112CH3CH3CH3NO2X26SO2CH3-2,113CH3CH3CH3BrX1SO2CH3-2,114CH3CH3CH3BrX2SO2CH3-2,115CH3CH3CH3BrX4SO2CH3-2,116CH3CH3CH3BrX26SO2CH3-表3式(Ic)化合物 化合物 R28R29R30R1X R2物理数据序号3,001CH3CH3CH3CH3X1SO2CH3-化合物 R28R29R30R1X R2物理数据序号3,002CH3CH3CH3CH3X2SO2CH3-3,003CH3CH3CH3CH3X3SO2CH3-3,004CH3CH3CH3CH3X4SO2CH3-3,005CH3CH3CH3CH3X5SO2CH3-3,006CH3CH3CH3CH3X6SO2CH3-3,007CH3CH3CH3CH3X7SO2CH3-3,008CH3CH3CH3CH3X8SO2CH3-3,009CH3CH3CH3CH3X9SO2CH3-3,010CH3CH3CH3CH3X10SO2CH3-3,011CH3CH3CH3CH3X11SO2CH3-3,012CH3CH3CH3CH3X12SO2CH3-3,013CH3CH3CH3CH3X13SO2CH3-3,014CH3CH3CH3CH3X14SO2CH3-3,015CH3CH3CH3CH3X15SO2CH3-3,016CH3CH3CH3CH3X16SO2CH3-3,017CH3CH3CH3CH3X17SO2CH3-3,018CH3CH3CH3CH3X18SO2CH3-3,019CH3CH3CH3CH3X19SO2CH3-3,020CH3CH3CH3CH3X20SO2CH3-3,021CH3CH3CH3CH3X21SO2CH3-3,022CH3CH3CH3CH3X22SO2CH3-3,023CH3CH3CH3CH3X23SO2CH3-3,024CH3CH3CH3CH3X24SO2CH3-3,025CH3CH3CH3CH3X25SO2CH3-3,026CH3CH3CH3CH3X26SO2CH3-3,027CH3CH3CH3CH3X27SO2CH3-3,028CH3CH3CH3CH3X28SO2CH3-3,029CH3CH3CH3CH3X29SO2CH3-3,030CH3CH3CH3CH3X30SO2CH3-3,031CH3CH3CH3CH3X31SO2CH3-3,032CH3CH3CH3CH3X32SO2CH3-化合物 R28R29R30R1X R2物理数据序号3,033CH3CH3CH3CH3X33SO2CH3-3,034CH3CH3CH3CH3X34SO2CH3-3,035CH3CH3CH3CH3X35SO2CH3-3,036CH3CH3CH3CH3X36SO2CH3-3,037CH3CH3CH3CH3X37SO2CH3-3,038CH3CH3CH3CH3X38SO2CH3-3,039CH3CH3CH3CH3X39SO2CH3-3,040CH3CH3CH3CH3X40SO2CH3-3,041CH3CH3CH3CH3X41SO2CH3-3,042CH3CH3CH3CH3X42SO2CH3-3,043CH3CH3CH3CH3X1SCH3-3,044CH3CH3CH3CH3X2SCH3-3,045CH3CH3CH3CH3X3SCH3-3,046CH3CH3CH3CH3X4SCH3-3,047CH3CH3CH3CH3X5SCH3-3,048CH3CH3CH3CH3X6SCH3-3,049CH3CH3CH3CH3X7SCH3-3,050CH3CH3CH3CH3X10SCH3-3,051CH3CH3CH3CH3X15SCH3-3,052CH3CH3CH3CH3X20SCH3-3,053CH3CH3CH3CH3X21SCH3-3,054CH3CH3CH3CH3X26SCH3-3,055CH3CH3CH3CH3X27SCH3-3,056CH3CH3CH3CH3X29SCH3-3,057CH3CH3CH3CH3X30SCH3-3,058CH3CH3CH3Cl X1SO2CH3-3,059CH3CH3CH3Cl X2SO2CH3-3,060CH3CH3CH3Cl X3SO2CH3-3,061CH3CH3CH3Cl X4SO2CH3-3,062CH3CH3CH3Cl X5SO2CH3-3,083CH3CH3CH3Cl X6SO2CH3-化合物 R28R29R30R1X R2物理数据序号3,064CH3CH3CH3ClX7SO2CH3-3,065CH3CH3CH3ClX8SO2CH3-3,066CH3CH3CH3ClX9SO2CH3-3,067CH3CH3CH3ClX10SO2CH3-3,068CH3CH3CH3ClX11SO2CH3-3,069CH3CH3CH3ClX12SO2CH3-3,070CH3CH3CH3ClX13SO2CH3-3,071CH3CH3CH3ClX14SO2CH3-3,072CH3CH3CH3ClX15SO2CH3-3,073CH3CH3CH3ClX16SO2CH3-3,074CH3CH3CH3ClX17SO2CH3-3,075CH3CH3CH3ClX18SO2CH3-3,076CH3CH3CH3ClX19SO2CH3-3,077CH3CH3CH3ClX20SO2CH3-3,078CH3CH3CH3ClX21SO2CH3-3,079CH3CH3CH3ClX22SO2CH3-3,080CH3CH3CH3ClX23SO2CH3-3,081CH3CH3CH3ClX24SO2CH3-3,082CH3CH3CH3ClX25SO2CH3-3,083CH3CH3CH3ClX26SO2CH3-3,084CH3CH3CH3ClX27SO2CH3-3,085CH3CH3CH3ClX28SO2CH3-3,086CH3CH3CH3ClX29SO2CH3-3,087CH3CH3CH3ClX30SO2CH3-3,088CH3CH3CH3ClX31SO2CH3-3,089CH3CH3CH3ClX32SO2CH3-3,090CH3CH3CH3ClX33SO2CH3-3,091CH3CH3CH3ClX34SO2CH3-3,092CH3CH3CH3ClX35SO2CH3-3,093CH3CH3CH3ClX36SO2CH3-3,094CH3CH3CH3ClX37SO2CH3-化合物 R28R29R30R1X R2物理数据序号3,095CH3CH3CH3Cl X38SO2CH3-3,096CH3CH3CH3Cl X39SO2CH3-3,097CH3CH3CH3Cl X40SO2CH3-3,098CH3CH3CH3Cl X41SO2CH3-3,099CH3CH3CH3Cl X42SO2CH3-3,100CH3CH3CH3CH3X1CF3-3,101CH3CH3CH3CH3X2CF3-3,102CH3CH3CH3CH3X3CF3-3,103CH3CH3CH3CH3X4CF3-3,104CH3CH3CH3CH3X6CF3-3,105CH3CH3CH3CH3X10CF3-3,106CH3CH3CH3CH3X15CF3-3,107CH3CH3CH3CH3X21CF3-3,108CH3CH3CH3CH3X26CF3-3,109CH3CH3CH3CH3X30CF3-3,110CH3CH3CH3NO2X1SO2CH3-3,111CH3CH3CH3NO2X2SO2CH3-3,112CH3CH3CH3NO2X4SO2CH3-3,113CH3CH3CH3NO2X26SO2CH3-3,114CH3CH3CH3NO2X1CF3-3,115CH3CH3CH3NO2X2CF3-3,116CH3CH3CH3NO2X4CF3-3,117CH3CH3CH3NO2X26CF3-3,118CH3C2H5CH3CH3X1SO2CH3-3,119CH3C2H5CH3CH3X2SO2CH3-3,120CH3C2H5CH3CH3X3SO2CH3-3,121CH3C2H5CH3CH3X4SO2CH3-3,122CH3C2H5CH3CH3X6SO2CH3-3,123CH3C2H5CH3CH3X10SO2CH3-3,124CH3C2H5CH3CH3X15SO2CH3-3,125CH3C2H5CH3CH3X21SO2CH3-化合物 R28R29R30R1X R2物理数据序号3,126CH3C2H5CH3CH3X26SO2CH3-3,127CH3C2H5CH3CH3X30SO2CH3-3,128C2H5C2H5CH3CH3X1SO2CH3-3,129C2H5C2H5CH3CH3X2SO2CH3-3,130C2H5C2H5CH3CH3X4SO2CH3-3,131C2H5C2H5CH3CH3X10SO2CH3-3,132C2H5C2H5CH3CH3X15SO2CH3-3,133C2H5C2H5CH3CH3X21SO2CH3-3,134C2H5C2H5CH3CH3X26SO2CH3-3,135CH3CH3CH3Cl X1SCH3-3,136CH3CH3CH3Cl X2SCH3-3,137CH3CH3CH3Cl X3SCH3-3,138CH3CH3CH3Cl X4SCH3-3,139CH3CH3CH3Cl X5SCH3-3,140CH3CH3CH3Cl X6SCH3-3,141CH3CH3CH3Cl X7SCH3-3,142CH3CH3CH3Cl X10SCH3-3,143CH3CH3CH3Cl X15SCH3-3,144CH3CH3CH3Cl X20SCH3-3,145CH3CH3CH3Cl X21SCH3-3,146CH3CH3CH3Cl X26SCH3-3,147CH3CH3CH3Cl X27SCH3-3,148CH3CH3CH3Cl X29SCH3-3,149CH3CH3CH3Cl X30SCH3-表4式(Id)化合物 化合物 R36R37WR1X R2物理数据序号4,001CH3CH3OCH3X1SO2CH3-4,002CH3CH3OCH3X2SO2CH3-4,003CH3CH3OCH3X3SO2CH3-4,004CH3CH3OCH3X4SO2CH3-4,005CH3CH3OCH3X5SO2CH3-4,006CH3CH3OCH3X6SO2CH3-4,007CH3CH3OCH3X7SO2CH3-4,008CH3CH3OCH3X8SO2CH3-4,009CH3CH3OCH3X9SO2CH3-4,010CH3CH3OCH3X10SO2CH3-4,011CH3CH3OCH3X11SO2CH3-4,012CH3CH3OCH3X12SO2CH3-4,013CH3CH3OCH3X13SO2CH3-4,014CH3CH3OCH3X14SO2CH3-4,015CH3CH3OCH3X15SO2CH3-4,016CH3CH3OCH3X16SO2CH3-4,017CH3CH3OCH3X17SO2CH3-4,018CH3CH3OCH3X18SO2CH3-4,019CH3CH3OCH3X19SO2CH3-4,020CH3CH3OCH3X20SO2CH3-4,021CH3CH3OCH3X21SO2CH3-4,022CH3CH3OCH3X22SO2CH3-4,023CH3CH3OCH3X23SO2CH3-4,024CH3CH3OCH3X24SO2CH3-4,025CH3CH3OCH3X25SO2CH3-4,026CH3CH3OCH3X26SO2CH3-4,027CH3CH3OCH3X27SO2CH3-4,028CH3CH3OCH3X28SO2CH3-4,029CH3CH3OCH3X29SO2CH3-4,030CH3CH3OCH3X30SO2CH3-4,031CH3CH3OCH3X31SO2CH3-化合物 R36R37WR1X R2物理数据序号4,032CH3CH3OCH3X32SO2CH3-4,033CH3CH3OCH3X33SO2CH3-4,034CH3CH3OCH3X34SO2CH3-4,035CH3CH3OCH3X35SO2CH3-4,036CH3CH3OCH3X36SO2CH3-4,037CH3CH3OCH3X37SO2CH3-4,038CH3CH3OCH3X38SO2CH3-4,039CH3CH3OCH3X39SO2CH3-4,040CH3CH3OCH3X40SO2CH3-4,041CH3CH3OCH3X41SO2CH3-4,042CH3CH3OCH3X42SO2CH3-4,043CH3CH3OCH3X1SCH3-4,044CH3CH3OCH3X2SCH3-4,045CH3CH3OCH3X3SCH3-4,046CH3CH3OCH3X4SCH3-4,047CH3CH3OCH3X5SCH3-4,048CH3CH3OCH3X6SCH3-4,049CH3CH3OCH3X7SCH3-4,050CH3CH3OCH3X10SCH3-4,051CH3CH3OCH3X15SCH3-4,052CH3CH3OCH3X20SCH3-4,053CH3CH3OCH3X21SCH3-4,054CH3CH3OCH3X26SCH3-4,055CH3CH3OCH3X27SCH3-4,056CH3CH3OCH3X29SCH3-4,057CH3CH3OCH3X30SCH3-4,058CH3CH3OCl X1SO2CH3-4,059CH3CH3OCl X2SO2CH3-4,060CH3CH3OCl X3SO2CH3-4,061CH3CH3OCl X4SO2CH3-4,062CH3CH3OCl X5SO2CH3-化合物 R36R37WR1X R2物理数据序号4,063CH3CH3OClX6SO2CH3-4,064CH3CH3OClX7SO2CH3-4,065CH3CH3OClX8SO2CH3-4,066CH3CH3OClX9SO2CH3-4,067CH3CH3OClX10SO2CH3-4,068CH3CH3OClX11SO2CH3-4,069CH3CH3OClX12SO2CH3-4,070CH3CH3OClX13SO2CH3-4,071CH3CH3OClX14SO2CH3-4,072CH3CH3OClX15SO2CH3-4,073CH3CH3OClX16SO2CH3-4,074CH3CH3OClX17SO2CH3-4,075CH3CH3OClX18SO2CH3-4,076CH3CH3OClX19SO2CH3-4,077CH3CH3OClX20SO2CH3-4,078CH3CH3OClX21SO2CH3-4,079CH3CH3OClX22SO2CH3-4,080CH3CH3OClX23SO2CH3-4,081CH3CH3OClX24SO2CH3-4,082CH3CH3OClX25SO2CH3-4,083CH3CH3OClX26SO2CH3-4,084CH3CH3OClX27SO2CH3-4,085CH3CH3OClX28SO2CH3-4,086CH3CH3OClX29SO2CH3-4,087CH3CH3OClX30SO2CH3-4,088CH3CH3OClX31SO2CH3-4,089CH3CH3OClX32SO2CH3-4,090CH3CH3OClX33SO2CH3-4,091CH3CH3OClX34SO2CH3-4,092CH3CH3OClX35SO2CH3-4,093CH3CH3OClX36SO2CH3-化合物 R36R37WR1X R2物理数据序号4,094CH3CH3OCl X37SO2CH3-4,095CH3CH3OCl X38SO2CH3-4,096CH3CH3OCl X39SO2CH3-4,097CH3CH3OCl X40SO2CH3-4,098CH3CH3OCl X41SO2CH3-4,099CH3CH3OCl X42SO2CH3-4,100CH3CH3OCH3X1CF3-4,101CH3CH3OCH3X2CF3-4,102CH3CH3OCH3X3CF3-4,103CH3CH3OCH3X4CF3-4,104CH3CH3OCH3X6CF3-4,105CH3CH3OCH3X10CF3-4,106CH3CH3OCH3X15CF3-4,107CH3CH3OCH3X21CF3-4,108CH3CH3OCH3X26CF3-4,109CH3CH3OCH3X30CF3-4,110CH3CH3ONO2X1SO2CH3-4,111CH3CH3ONO2X2SO2CH3-4,112CH3CH3ONO2X4SO2CH3-4,113CH3CH3ONO2X26SO2CH3-4,114CH3CH3ONO2X1CF3-4,115CH3CH3ONO2X2CF3-4,116CH3CH3ONO2X4CF3-4,117CH3CH3ONO2X26CF3-4,118CH3C2H5OCH3X1SO2CH3-4,119CH3C2H5OCH3X2SO2CH3-4,120CH3C2H5OCH3X3SO2CH3-4,121CH3C2H5OCH3X4SO2CH3-4,122CH3C2H5OCH3X6SO2CH3-4,123CH3C2H5OCH3X10SO2CH3-4,124CH3C2H5OCH3X15SO2CH3-化合物 R36R37WR1X R2物理数据序号4,125CH3C2H5OCH3X21SO2CH3-4,126CH3C2H5OCH3X26SO2CH3-4,127CH3C2H5OCH3X30SO2CH3-4,128C2H5C2H5OCH3X1SO2CH3-4,129C2H5C2H5OCH3X2SO2CH3-4,130C2H5C2H5OCH3X4SO2CH3-4,131C2H5C2H5OCH3X10SO2CH3-4,132C2H5C2H5OCH3X15SO2CH3-4,133C2H5C2H5OCH3X21SO2CH3-4,134C2H5C2H5OCH3X26SO2CH3-4,135CH3CH3OCl X1SCH3-4,136CH3CH3OCl X2SCH3-4,137CH3CH3OCl X3SCH3-4,138CH3CH3OCl X4SCH3-4,139CH3CH3OCl X5SCH3-4,140CH3CH3OCl X6SCH3-4,141CH3CH3OCl X7SCH3-4,142CH3CH3OCl X10SCH3-4,143CH3CH3OCl X15SCH3-4,144CH3CH3OCl X20SCH3-4,145CH3CH3OCl X21SCH3-4,146CH3CH3OCl X26SCH3-4,147CH3CH3OCl X27SCH3-4,148CH3CH3OCl X29SCH3-4,149CH3CH3OCl X30SCH3-4,150CH3CH3SCH3X1SO2CH3-4,151CH3CH3SCH3X2SO2CH3-4,152CH3CH3SCH3X4SO2CH3-4,153CH3CH3SCH3X26SO2CH3-4,154CH3CH3SCl X1SO2CH3-4,155CH3CH3SCl X2SO2CH3-化合物 R36R37WR1X R2物理数据序号4,156CH3CH3SCl X4SO2CH3-4,157CH3CH3SCl X26SO2CH3-4,158CH3CH3NCH3CH3X1SO2CH3-4,159CH3CH3NCH3CH3X2SO2CH3-4,160CH3CH3NCH3CH3X4SO2CH3-4,161CH3CH3NCH3CH3X26SO2CH3-4,162H H OCH3X1SO2CH3-4,163H H OCH3X2SO2CH3-4,164H H OCH3X4SO2CH3-4,165H H OCH3X26SO2CH3-生物学实施例实施例B1芽前除草活性单子叶和双子叶试验植物种植在塑料盆里的标准土壤中。种植后立即喷洒浓度为2kg活性物质/公顷的试验化合物的水悬浮液(按照WO97/34485的25％可湿性粉剂(实施例F3，b)制备)，或者试验化合物的乳液[由25％的乳油(实施例F1c)制备](500L水/公顷)。然后将试验植物于最佳条件下在温室中培育，3周以后按照1-9级进行评价实验结果(1＝全部损害，9＝无作用)，1-4级(特别是1-3级)说明除草效果良好至很好。表B1芽前活性试验植物 狗尾草属 莎草属 白芥属茄属 繁缕属剂量(Sinapsis) (Solanig) [g/AS/ha]活性成分序号1,0013 3 3 2 2 20002,0013 3 2 2 2 2000按照WO97/34485实施例F2和F4-F8方法加工配制式I化合物，得到同样的结果。实施例B2苗后除草活性在温室中，将单子叶和双子叶试验植物种植在塑料盆里的标准土壤中，在4-6叶期用从25％可湿性粉剂[WO97/34485(实施例F3，b)]制备的式I试验化合物的水悬浮液喷雾，或者用从25％乳油[WO97/34485(实施例F1c)]制备的式I试验化合物的乳液喷雾，喷洒浓度为2kg活性物质/公顷(500L水/公顷)。在温室中于最佳条件下进一步培育试验植物。18天以后按照1-9级进行评价实验结果(1＝全部损害，9＝无作用)，1-4级(特别是1-3级)说明除草效果良好至很好。在上述试验中，式I化合物表现出杰出的除草活性。表B2苗后活性试验植物狗尾草属莎草属白芥属茄属繁缕属剂量[g/AS/ha]活性成分序号1,001 2 3 222 20002,001 3 3 224 2000按照WO97/34485实施例F2和F4-F8方法加工配制式I化合物，得到同样的结果。
权利要求
1.式I化合物 其中X是L1-Y1-R4，L2-Y2-L3-Y3-R5或L4-Y4-L5-Y5-L6-Y6-R6；L1，L2，L3，L4，L5，L6彼此独立地是C1-C6亚烷基，它们可以被C1-C4烷基，卤素，C1-C4烷氧基，C2-C6链烯基或C2-C6炔基取代；或者是C3-C6亚链烯基，它们可以被C1-C4烷基，卤素，C1-C4烷氧基，C2-C6链烯基或C2-C6炔基取代；或者是C3-C6亚炔基，它们可以被C1-C4烷基，卤素，C1-C4烷氧基，C2-C6链烯基或C2-C6炔基取代；Y1，Y3，Y6彼此独立地是氧，硫，SO，SO2，NR7，OC(O)，NR8SO2或OSO2；Y2，Y4，Y5彼此独立地是氧，硫，SO，SO2，NR9，OC(O)或NR10SO2；R7，R8，R9和R10彼此独立地是氢或C1-C6烷基；R1和R2彼此独立地是卤素，氰基，硝基，氨基，C1-C6烷基，C1-C6烷氧基，C1-C4烷氧基-C1-C4烷基，C1-C6卤代烷基，C2-C6链烯基，C2-C6炔基，C1-C6烷氧基羰基，C1-C6烷基羰基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C6二烷基氨基磺酰基，C1-C6烷基氨基磺酰基，C1-C4烷基磺酰基氨基，C1-C6卤代烷氧基，OSO2-C1-C4烷基，C1-C6卤代烷硫基，C1-C6卤代烷基亚磺酰基，C1-C6卤代烷基磺酰基，苯硫基，苯基亚磺酰基或苯基磺酰基；R3是氢，C1-C4烷基或卤素；R4，R5，R6彼此独立地是氢，C1-C6烷基，它们可以被基团A1取代；C3-C7环烷基，它们可以被基团A2取代；C3-C7环烷基，它们可以含有1或2个氧原子、硫或NR11；C2-C6链烯基，它们可以被基团A3取代；C3-C6炔基，它们可以被基团A4取代；C3-C7-环烷基-C1-C4烷基，其中的环烷基可以含有1或2个氧原子、硫或NR12；苄基或苯基，它们又可以被卤素，C1-C4烷基，C1-C4烷氧基，C1-C4卤代烷基，氰基，硝基，C1-C4卤代烷氧基，C1-C4烷硫基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，C1-C4二烷基氨基，C1-C4烷基羰基，C1-C4二烷基氨基磺酰基或NR13-CO-R14取代；R11和R12彼此独立地是氢或C1-C4烷基；R13和R14彼此独立地是氢或C1-C4烷基；A1，A2，A3，A4彼此独立地是羟基，甲酰基，COOH，C1-C6-烷氧基，C1-C4-烷硫基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，OSO2-C1-C4烷基，C1-C6烷基氨基，C1-C6二烷基氨基，C1-C6烷基氨基羰基，C1-C6二烷基氨基羰基，硝基，卤素，氰基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基或苯基，其中苯基又可以被卤素，C1-C4烷基，C1-C4烷氧基，C1-C4卤代烷基，氰基，硝基，C1-C4卤代烷氧基，C1-C4烷硫基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，C1-C4烷基羰基，C1-C4二烷基氨基磺酰基或NR15-CO-R16取代；R15和R16彼此独立地是氢或C1-C4烷基；Q是基团Q1 其中R39是羟基，卤素，C1-C6烷氧基，C1-C6烷基羰氧基，C1-C6烷氧基羰氧基，C1-C6二烷基氨基，COOH，C1-C6链烯硫基，C1-C6链烯基亚磺酰基，C1-C6链烯基磺酰基，OSO2-C1-C6烷基，苯甲酰氧基或OSO2-苯基，其中苯基和苯甲酰基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，卤素，硝基，COOH或氰基取代；V是C1-C4亚烷基，氧，硫，SO或SO2；R17，R18，R19，R20，R21和R22彼此独立地是氢，C1-C6烷基，C1-C6烷氧基羰基，C2-C6链烯基，C2-C6炔基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基氨基磺酰基，C1-C4卤代烷基，C1-C4烷基氨基，C1-C4二烷基氨基，C1-C6烷氧基，氰基，硝基，卤素或苯基；q是1或2；或者Q是基团Q2 其中R23是羟基，卤素，C1-C6烷氧基，C1-C6烷基羰氧基，C1-C6烷氧基羰氧基，C1-C6二烷基氨基，COOH，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷氧基羰基-C1-C4烷硫基，C1-C4烷氧羰基-C1-C4烷基亚磺酰基，C1-C4烷氧羰基-C1-C4烷基磺酰基，C1-C6链烯硫基，C1-C6链烯基亚磺酰基，C1-C6链烯基磺酰基，OSO2-C1-C6烷基，苯甲酰氧基，苯硫基，苯基亚磺酰基，苯基磺酰基或OSO2-苯基，其中苯基和苯甲酰基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，卤素，硝基，COOH或氰基取代；R24和R25彼此独立地是氢，羟基，C1-C6烷基，C1-C4烷氧基-C1-C4烷基，C2-C6链烯基，C2-C6炔基，C1-C6烷氧羰基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基氨基磺酰基，C1-C4卤代烷基，C1-C6烷基氨基，C1-C6二烷基氨基，C1-C6烷氧基，氰基，硝基，卤素或苯基，苯基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，氨基，C1-C4烷基氨基，C1-C4二烷基氨基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基-S(O)2O，C1-C4卤代烷硫基，C1-C4卤代烷基亚磺酰基，C1-C4卤代烷基磺酰基，C1-C4卤代烷基-S(O)2O，C1-C4烷基-S(O)2NH，C1-C4烷基-S(O)2N(C1-C4烷基)，卤素，硝基，COOH或氰基取代；或者R24和R25一起形成C2-C6亚烷基桥；R26是氢，C1-C4烷基，C1-C4烷氧羰基或苯基，苯基又可以被C1-C6烷基，C1-C6卤代烷基，C1-C6烷氧基，C1-C6卤代烷氧基，C1-C6烷基羰基，C1-C6烷氧基羰基，氨基，C1-C4烷基氨基，C1-C4二烷基氨基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4-烷基-S(O)2O，C1-C4卤代烷硫基，C1-C4卤代烷基亚磺酰基，C1-C4卤代烷基磺酰基，C1-C4卤代烷基-S(O)2O，C1-C4烷基-S(O)2NH，C1-C4烷基-S(O)2N(C1-C4烷基)，卤素，硝基，COOH或氰基取代；或者Q是基团Q3 其中R27是羟基，卤素，C1-C6烷氧基，C1-C6烷基羰氧基，C1-C6烷氧基羰氧基，C1-C6二烷基氨基，COOH，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷氧羰基-C1-C4烷硫基，C1-C4烷氧羰基-C1-C4烷基亚磺酰基，C1-C4烷氧羰基-C1-C4烷基磺酰基，C1-C6链烯硫基，C1-C6链烯基亚磺酰基，C1-C6链烯基磺酰基，OSO2-C1-C6烷基，苯甲酰氧基，苯硫基，苯基亚磺酰基，苯基磺酰基或OSO2-苯基，其中苯基和苯甲酰基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，卤素，硝基，COOH或氰基取代；R28，R29和R40彼此独立地是氢，羟基，C1-C6烷基，C1-C4烷氧基-C1-C4烷基，C2-C6链烯基，C2-C6炔基，C1-C6烷氧羰基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基氨基磺酰基，C1-C4卤代烷基，C1-C6烷基氨基，C1-C6二烷基氨基，C1-C6烷氧基，氰基，硝基，卤素或苯基，苯基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，氨基，C1-C4烷基氨基，C1-C4二烷基氨基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基-S(O)2O，C1-C4卤代烷硫基，C1-C4卤代烷基亚磺酰基，C1-C4卤代烷基磺酰基，C1-C4卤代烷基-S(O)2O，C1-C4烷基-S(O)2NH，C1-C4-烷基-S(O)2N(C1-C4烷基)，卤素，硝基，COOH或氰基取代；或者R28和R29一起形成C2-C6亚烷基桥；R30是可以被基团A5取代的C1-C6烷基；可以被基团A6取代的C2-C6链烯基；可以被基团A7取代的C2-C6炔基；A5，A6和A7彼此独立地是羟基，甲酰基，COOH，C1-C6烷氧基，C1-C4烷硫基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，OSO2-C1-C4烷基，C1-C6烷基氨基，C1-C6二烷基氨基，C1-C6烷基氨基羰基，C1-C6二烷基氨基羰基，硝基，卤素，氰基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基或苯基，苯基又可以被卤素，C1-C4烷基，C1-C4烷氧基，C1-C4卤代烷基，氰基，硝基，C1-C4卤代烷氧基，C1-C4烷硫基，C1-C4烷基亚磺酰基，C1-C4烷基磺酰基，C1-C4烷基羰基，C1-C4二烷基氨基磺酰基或NR31-CO-R32取代；R31，R32彼此独立地是氢或C1-C4烷基；或者Q是基团Q4 其中R33是羟基，卤素，C1-C6烷氧基，C1-C6烷基羰氧基，C1-C6烷氧基羰氧基，C1-C6二烷基氨基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷氧羰基-C1-C4烷硫基，C1-C4烷氧羰基-C1-C4烷基亚磺酰基，C1-C4烷氧羰基-C1-C4烷基磺酰基，C1-C6链烯硫基，C1-C6链烯基亚磺酰基，C1-C6链烯基磺酰基，OSO2-C1-C6烷基，苯甲酰氧基，苯硫基，苯基亚磺酰基，苯基磺酰基或OSO2-苯基，其中苯基和苯甲酰基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，卤素，硝基，COOH或氰基取代；W是氧，硫，SO，SO2，NR38或C＝O；R38是氢或C1-C6烷基；R34，R35，R36和R37彼此独立地是氢，羟基，C1-C6烷基，C1-C4烷氧基-C1-C4烷基，C2-C6链烯基，C2-C6炔基，C1-C6烷氧羰基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基氨基磺酰基，C1-C4卤代烷基，C1-C6烷基氨基，C1-C6二烷基氨基，C1-C6烷氧基，氰基，硝基，卤素或苯基，苯基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，氨基，C1-C4烷基氨基，C1-C4二烷基氨基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷基-S(O)2O，C1-C4卤代烷硫基，C1-C4卤代烷基亚磺酰基，C1-C4卤代烷基磺酰基，C1-C4卤代烷基-S(O)2O，C1-C4-烷基-S(O)2NH，C1-C4烷基-S(O)2N(C1-C4烷基)，卤素，硝基，COOH或氰基取代；或者R34和R35一起形成C2-C6亚烷基桥；以及上述化合物的农业上可接受的盐、异构体和对映体。
2.根据权利要求1的化合物，其中R1和R2彼此独立地是卤素，氰基，硝基，氨基，C1-C6烷基，C1-C6烷氧基，C1-C4烷氧基-C1-C4烷基，C1-C6卤代烷基，C2-C6链烯基，C2-C6炔基，C1-C6烷氧羰基，C1-C6烷基羰基，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C6二烷基氨基磺酰基，C1-C6烷基氨基磺酰基，C1-C6卤代烷氧基，OSO2-C1-C4烷基，C1-C6卤代烷硫基，C1-C6卤代烷基亚磺酰基，C1-C6卤代烷基磺酰基，苯硫基，苯基亚磺酰基或苯基磺酰基；和R33是羟基，卤素，C1-C6烷氧基，C1-C6烷基羰氧基，C1-C6烷氧基羰氧基，C1-C6二烷基氨基，COOH，C1-C6烷硫基，C1-C6烷基亚磺酰基，C1-C6烷基磺酰基，C1-C4烷氧羰基-C1-C4烷硫基，C1-C4烷氧羰基-C1-C4烷基亚磺酰基，C1-C4烷氧羰基-C1-C4烷基磺酰基，C1-C6链烯硫基，C1-C6链烯基亚磺酰基，C1-C6链烯基磺酰基，OSO2-C1-C6烷基，苯甲酰氧基，苯硫基，苯基亚磺酰基，苯基磺酰基或OSO2-苯基，其中的苯基和苯甲酰基又可以被C1-C4烷基，C1-C4卤代烷基，C1-C4烷氧基，C1-C4卤代烷氧基，C1-C4烷基羰基，C1-C4烷氧基羰基，卤素，硝基，COOH或氰基取代。
3.根据权利要求1的化合物，其中Q是Q1或Q2。
4.根据权利要求1的化合物，其中X是L1-Y1-R4。
5.根据照权利要求4的化合物，其中L1是亚甲基。
6.根据权利要求1的化合物，其中R2是C1-C6烷基磺酰基。
7.一种除草和植物生长抑制组合物，其中包括除草有效量的式I化合物和惰性载体。
8.一种控制不需要的植物生长的方法，包括使用除草有效量的式I化合物或者含有所述化合物的组合物处理植物或其生长场所。
9.一种抑制不需要的植物生长的方法，包括使用除草有效量的式I化合物或者含有所述化合物的组合物处理植物或其生长场所。
10.根据权利要求7的组合物在控制不需要的植物生长上的用途。
全文摘要
式Ⅰ化合物及其农业上可接受的盐、异构体和对映体,以及所述化合物的农业上可接受的盐/N－氧化物/异构体/对映体,它们特别适于用作除草剂,其中各取代基的定义如权利要求1中所述。
文档编号A01N43/18GK1331675SQ99814885
公开日2002年1月16日 申请日期1999年12月20日 优先权日1998年12月21日
发明者J·谢策尔, A·德梅斯马克, S-F·李 申请人:辛根塔参与股份公司