Method for producing bicyclic 1,3-diketones
    5.
    发明授权
    Method for producing bicyclic 1,3-diketones 失效
    双环1,3-二酮的制备方法

    公开(公告)号:US06815563B2

    公开(公告)日:2004-11-09

    申请号:US10332034

    申请日:2003-01-06

    IPC分类号: A01N4358

    摘要: A process for preparing bicyclic 1,3-diketones of the formula I where R1, R2, R3 and R4 are hydrogen, C1-C4-alkyl, C1-C4-alkoxy-carbonyl, halogen, cyano, nitro, C1-C4-alkylthio, C1-C4-alkylsulfenyl or C1-C4-alkylsulfonyl and Z is C1-C4-alkylene, O, S, N—R5 where R5 is C1-C4-alkyl or C1-C4-alkylcarbonyl, which comprises a) reacting a bicyclic olefin of the formula II with haloform in the presence of a base to give the ring-expanded product of the formula III  where R1-R4 and Z are as defined above and X is halogen; b) hydrolyzing the allylic halogen of the compound of the formula III to the allyl alcohol of the formula IV c) oxidizing the allyl alcohol of the formula IV to the unsaturated ketone of the formula V d) reacting the ketone of the formula V with a nucleophilic ion Y− which stabilizes a negative charge to give the ketone of the formula VI e) hydrolyzing the ketone of the formula VI to the bicyclic 1,3-diketone of the formula I, novel intermediates and novel processes for preparing these intermediates are described.

    摘要翻译: 制备式I其中R 1,R 2,R 3和R 4的双环1,3-二酮的方法是氢,C 1 -C 4 - 烷基,C 1 -C 4 - 烷氧基 - 羰基,卤素 氰基,硝基,C 1 -C 4 - 烷硫基,C 1 -C 4烷基硫基或C 1 -C 4 - 烷基磺酰基,Z是C 1 -C 4 - 亚烷基,O,S,NR 5,其中R 5是C 1 -C 4烷基或C 1 -C4 - 烷基羰基,其包括a)在碱存在下使式II的双环烯烃与卤代甲基反应,得到式III的环扩展产物,其中R 1 -R 4和Z如上所定义,X和X 将式III的化合物的烯丙基卤水解成式IVc的烯丙醇,将式Ⅳ的烯丙醇氧化为式ⅤⅤ的不饱和酮)使式Ⅴ的酮与 使负电荷稳定以得到式VIe的酮)将式VI的酮水解成式I的双环1,3-二酮的新型中间体和新方法 描述这些中间体。

    N-cycloalkyl-3-alkenybenzoyl-pyrazole derivatives
    8.
    发明授权
    N-cycloalkyl-3-alkenybenzoyl-pyrazole derivatives 失效
    N-环烷基-3-烯基苯甲酰基 - 吡唑衍生物

    公开(公告)号:US06475957B1

    公开(公告)日:2002-11-05

    申请号:US10019047

    申请日:2001-12-27

    IPC分类号: A01N4356

    CPC分类号: A01N43/56 C07D231/20

    摘要: Cycloalkyl-substituted benzoylpyrazoles of the formula I where the variables have, for example, the following meanings: R1 is hydrogen, nitro, halogen, cyano, thiocyanato, or an unsubstituted or substituted aliphatic radical; R2 is an unsubstituted or substituted aliphatic radical, halogen, nitro, or substituted sulfonyl or amino groups, R3 is hydrogen, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl or C2-C6-alkynyl; R4, R5 are hydrogen, nitro, halogen, cyano, thiocyanato, an unsubstituted or substituted aliphatic radical or substituted sulfonyl or amino groups; R6 is hydrogen, halogen, C1-C6-alkyl, C1-C6-alkoxy, C3-C8-cycloalkyl; R7 is a cyclic ring system having 3-14 ring atoms; R16 is hydroxyl or a substituted hydroxyl group; and their tautomers or agriculturally useful salts are described. Moreover, the invention describes processes for preparing compounds of the formula I, compositions comprising them, and the use of the compounds of the formula I and of the compositions comprising them for controlling harmful plants.

    摘要翻译: 式I的环烷基取代的苯甲酰基吡唑,其中变量具有例如以下含义:R 1是氢,硝基,卤素,氰基,氰硫基或未取代或取代的脂族基; R 2是未取代或取代的脂族基,卤素, 硝基或取代的磺酰基或氨基,R 3是氢,卤素,C 1 -C 6烷基,C 1 -C 6卤代烷基,C 1 -C 6 - 烷氧基,C 2 -C 6 - 烯基或C 2 -C 6 - 炔基; R 4,R 5是氢 硝基,卤素,氰基,氰硫基,未取代或取代的脂族基团或取代的磺酰基或氨基; R 6是氢,卤素,C 1 -C 6烷基,C 1 -C 6 - 烷氧基,C 3 -C 8环烷基; 具有3-14个环原子的环系; R 16是羟基或取代的羟基;并且描述了它们的互变异构体或农业上有用的盐。此外,本发明描述了制备式I化合物的方法,包含它们的组合物,以及使用 式I化合物和组合物的化合物 包括它们用于控制有害植物。

    TRICYCLIC BENZOYLPYRAZOLE DERIVATIVES
    9.
    发明申请
    TRICYCLIC BENZOYLPYRAZOLE DERIVATIVES 审中-公开
    三苯甲酰基吡唑衍生物

    公开(公告)号:US20070197393A1

    公开(公告)日:2007-08-23

    申请号:US11461491

    申请日:2006-08-01

    摘要: Tricyclic benzoylpyrazole derivatives of the formula I where: X is oxygen, sulfur, S═O, S(═O)2, CR6R7, NR8 or a bond; Y together with the two carbons to which it is attached forms a saturated, partially saturated or unsaturated 5- or 6-membered heterocycle; R1, R2, R6, R7 are hydrogen, alkyl, haloalkyl, alkoxy or haloalkoxy; R3 is halogen, alkyl, haloalkyl, alkoxy or haloalkoxy; R4 is hydrogen, nitro, halogen, cyano, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, haloalkylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, unsubstituted or substituted aminosulfonyl or unsubstituted or substituted sulfonylamino; R5 is hydrogen, alkyl or halogen; l is 0, 1 or 2; R8 is hydrogen, alkyl, haloalkyl, alkylcarbonyl, formyl, alkoxycarbonyl, haloalkoxycarbonyl, alkylsulfonyl or haloalkylsulfonyl; R9 is substituted pyrazol-4-ylcarbonyl or substituted 5-oxopyrazolin-4-ylmethylidene; and their agriculturally useful salts; processes and intermediates for preparing the tricyclic benzoylpyrazole derivatives; compositions comprising them and the use of these derivatives or of the compositions comprising them for controlling undesirable plants are described.

    摘要翻译: 式I的三环苯甲酰基吡唑衍生物其中:X是氧,硫,SO,S(-O)2,CR 6,R 7, NR 8或键; Y与连接的两个碳一起形成饱和的,部分饱和的或不饱和的5-或6-元杂环; R 1,R 2,R 6,R 7是氢,烷​​基,卤代烷基,烷氧基或卤代烷氧基; R 3是卤素,烷基,卤代烷基,烷氧基或卤代烷氧基; R 4是氢,硝基,卤素,氰基,烷基,卤代烷基,烷氧基,卤代烷氧基,烷硫基,卤代烷硫基,烷基亚磺酰基,卤代烷基亚磺酰基,烷基磺酰基,卤代烷基磺酰基,未取代或取代的氨基磺酰基或未取代或取代的磺酰基氨基; R 5是氢,烷基或卤素; l为0,1或2; R 8是氢,烷基,卤代烷基,烷基羰基,甲酰基,烷氧基羰基,卤代烷氧基羰基,烷基磺酰基或卤代烷基磺酰基; R 9是取代的吡唑-4-基羰基或取代的5-氧代吡唑啉-4-基亚甲基; 及其农业用盐; 制备三环苯甲酰基吡唑衍生物的方法和中间体; 描述了包含它们的组合物以及这些衍生物或包含它们的组合物用于防治不期望的植物的用途。