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    Oxime esters of substituted quinoline-8-carboxylic acids and use thereof as herbicides
    101.
    发明授权
    Oxime esters of substituted quinoline-8-carboxylic acids and use thereof as herbicides 失效
    取代喹啉-8-羧酸的肟酯及其作为除草剂的用途

    公开(公告)号：US4808212A

    公开(公告)日：1989-02-28

    申请号：US944519

    申请日：1986-12-22

    申请人： Peter Plath ,  Karl Eicken ,  Bernd Zeeh ,  Ulrich Eichenauer ,  Helmut Hagen ,  Rolf-Dieter Kohler ,  Norbert Meyer ,  Bruno Wuerzer

    发明人： Peter Plath ,  Karl Eicken ,  Bernd Zeeh ,  Ulrich Eichenauer ,  Helmut Hagen ,  Rolf-Dieter Kohler ,  Norbert Meyer ,  Bruno Wuerzer

    IPC分类号： C07D333/00 ,  A01N43/42 ,  A01N43/48 ,  A01N43/653 ,  C07D215/32 ,  C07D215/48 ,  C07D335/00 ,  C07D401/12 ,  C07D405/12 ,  C07D409/12 ,  C07D521/00

    CPC分类号： C07D231/12 ,  A01N43/42 ,  A01N43/653 ,  C07D215/32 ,  C07D233/56 ,  C07D249/08 ,  C07D405/12 ,  C07D409/12

    摘要： Oxime esters of substituted quinoline-8-carboxylic acids of the formula ##STR1## where X is hydrogen, C.sub.1 -C.sub.4 -alkyl or halogen, Z is hydrogen or methyl, R.sup.1 is C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkoxymethyl, C.sub.1 -C.sub.4 -alkoxyethyl, C.sub.1 -C.sub.4 -alkylthiomethyl, C.sub.1 -C.sub.4 -alkylthioethyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.3 -C.sub.6 -alkenyl or C.sub.5 -C.sub.8 -cycloalkyl, each of which is unsubstituted or bears up to 3 methyl substituents, hydrogen, cyano, acetyl, benzoyl, unsubstituted benzyl or phenyl, or benzyl or phenyl bearing up to 3 substitutents selected from the group consisting of halogen, cyano, trifluoromethyl, C.sub.1 -C.sub.4 -haloalkyloxy, C.sub.1 -C.sub.6 -alkylthio, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkyl, hydroxy, dimethylamino or acetamino, R.sup.2 is hydrogen if R.sup.1 is not hydrogen, R.sup.2 further denotes C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkoxymethyl, chloromethyl, azolylmethyl, 1,1-dimethoxymethyl, cyano, C.sub.1 -C.sub.4 -alkoxycarbony, C.sub.1 -C.sub.4 -alkoxy, phenyl if R.sup.1 is H, CH.sub.3 or acetyl, or R.sup.2 denotes, when R.sup.1 is H or methyl, furyl, tetrahydrofuryl, thienyl, tetrahydropyranyl, tetrahydrothiopyranyl, dihydro-.DELTA..sup.3 -pyranyl or dihydro-.DELTA..sup.3 -thiopyranyl; further, R.sup.1 and R.sup.2, together with the carbon atom to which they are linked, denote C.sub.1 -C.sub.12 -cycloalkylidene, C.sub.5 -C.sub.6 -cycloalkenylidene or 4-oxacyclohexadienylidene, each of which is unsubstituted or bears up to 3 methyl substituents, it being possible, where the ring is 5-membered or 6-membered, or doubly unsaturated 6-membered, for it to contain an oxygen or sulfur atom, their preparation, and their use as herbicides.

    摘要翻译： 其中X是氢，C 1 -C 4烷基或卤素，Z是氢或甲基的取代喹啉-8-羧酸的肟酯，R 1是C 1 -C 6烷基，C 1 -C 4烷氧基甲基， C 1 -C 4 - 烷氧基乙基，C 1 -C 4 - 烷硫基甲基，C 1 -C 4 - 烷硫基乙基，C 1 -C 4 - 烷氧基羰基，C 3 -C 6 - 烯基或C 5 -C 8 - 环烷基，其各自为未取代的或至多含有3个甲基取代基 ，氰基，乙酰基，苯甲酰基，未取代的苄基或苯基，或带有至多3个选自卤素，氰基，三氟甲基，C 1 -C 4卤代烷氧基，C 1 -C 6 - 烷硫基，C 1 -C 4 - 烷氧基的取代基的苄基或苯基 C1-C4烷基，羟基，二甲基氨基或乙酰氨基，如果R1不是氢，R2是氢，R2还表示C1-C6-烷基，C1-C4-烷氧基甲基，氯甲基，唑基甲基，1,1-二甲氧基甲基，氰基，C1 -C 1-4烷氧基羰基，C 1 -C 4 - 烷氧基，如果R 1为H，CH 3或乙酰基，则为苯基，或R 2表示当R 1为H或甲基时，呋喃基，四氢呋喃基，噻吩基，四氢吡喃基，四氢噻喃基，二 水合-3β-吡喃基或二氢-D-3,3-噻喃基; 此外，R 1和R 2与它们所连接的碳原子一起表示C 1 -C 12 - 亚环烷基，C 5 -C 6 - 环亚烯基或4-氧杂环己二亚苯基，其各自是未取代的或最多含有3个甲基取代基，可能是 ，其中环为5元或6元，或双不饱和6元，含有氧或硫原子，其制备及其作为除草剂的用途。

    N-arylsulfonyl-N'-pyrimidyl ureas
    102.
    发明授权
    N-arylsulfonyl-N'-pyrimidyl ureas 失效
    N-芳基磺酰基-N'-嘧啶基脲

    公开(公告)号：US4808211A

    公开(公告)日：1989-02-28

    申请号：US116902

    申请日：1987-11-05

    申请人： Karl Eicken ,  Peter Plath ,  Bruno Wuerzer ,  Norbert Meyer

    发明人： Karl Eicken ,  Peter Plath ,  Bruno Wuerzer ,  Norbert Meyer

    IPC分类号： A01N47/36 ,  C07D403/04 ,  C07D521/00 ,  C07D239/69 ,  A01N43/54 ,  C07D401/04 ,  C07D409/14

    CPC分类号： C07D521/00 ,  A01N47/36 ,  C07D403/04

    摘要： Novel N-arylsulfonyl-N'-pyrimidyl-ureas of the formula ##STR1## where A is a radical of the formula ##STR2## where R.sup.1 is hydrogen, halogen, cyano, nitro, haloalkyl, alkyl, alkoxy, CO-R.sup.4, S(O).sub.m -alkyl or SO.sub.2 R.sup.5,R.sup.2 is hydrogen, halogen, methyl, ethyl, methoxy or ethoxy,R.sup.3 is hydrogen, halogen, nitro or methoxy,R.sup.4 is hydrogen, alkyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, phenoxy, benzyloxy or alkoxy which is unsubstituted or substituted by halogen atoms or alkoxy,R.sup.5 is alkoxy, phenoxy or benzyloxy which is unsubstituted or substituted by 1 to 3 halogen atoms,m is one of the integers 0, 1 and 2,R.sup.6 is oxygen or sulfur,R.sup.7 is hydrogen or alkyl,X is alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio or halogen,Y is the methyne group -CH= andZ is azolyl linked via nitrogen, salts of these compounds, and their use for combating the growth of unwanted plants.

    摘要翻译： 其中A是下式的基团：其中R 1是氢，卤素，氰基，硝基，卤代烷基，烷基，烷氧基，CO-R 4，S（C 1 -C 6）烷基的新的N-芳基磺酰基-N'-嘧啶基 - 脲 （O）m-烷基或SO 2 R 5，R 2是氢，卤素，甲基，乙基，甲氧基或乙氧基，R 3是氢，卤素，硝基或甲氧基，R 4是氢，烷基，烷氧基，烯氧基，炔氧基，烷硫基，苯氧基，苄氧基 或未被取代或被卤素原子或烷氧基取代的烷氧基，R5是未取代或被1至3个卤素原子取代的烷氧基，苯氧基或苄氧基，m是整数0,1和2之一，R6是氧或硫， R 7是氢或烷基，X是烷基，卤代烷基，烷氧基，卤代烷氧基，烷硫基或卤素，Y是甲炔基-CH =，Z是通过氮连接的唑基，这些化合物的盐，以及它们用于防止不想要的 植物。

    Herbicidal agents based on acetanilides
    107.
    发明授权
    Herbicidal agents based on acetanilides 失效
    基于乙酰苯胺的除草剂

    公开(公告)号：US4277278A

    公开(公告)日：1981-07-07

    申请号：US56146

    申请日：1979-07-09

    申请人： Karl Eicken ,  Bruno Wuerzer

    发明人： Karl Eicken ,  Bruno Wuerzer

    IPC分类号： A01N37/22 ,  A01N43/36 ,  A01N43/50 ,  A01N43/56 ,  A01N43/653 ,  A01P13/00 ,  C07C233/07

    CPC分类号： A01N43/50 ,  A01N43/36 ,  A01N43/56 ,  A01N43/653

    摘要： Herbicidal agents containing an N-azolylmethylhaloacetanilide of the formula ##STR1## where R denotes hydrogen or alkyl or alkoxy of a maximum of 5 carbon atoms, R.sup.1 denotes hydrogen, halogen, or alkyl or alkoxy of a maximum of 5 carbon atoms, R.sup.2 denotes hydrogen, halogen, or alkyl or alkoxy of a maximum of 5 carbon atoms, R together with R.sup.2 forms an alkylene chain of a maximum of 6 carbon atoms which is linked in the o-position and is unsubstituted or substituted by linear alkyl of a maximum of 4 carbon atoms, X denotes chlorine or bromine, and A denotes an azole and a haloacetanilide of the formula ##STR2## where R denotes alkyl, alkenyl or alkynyl, each of a maximum of 4 carbon atoms, or --A--R.sup.1, A denoting alkylene of 1 or 2 carbon atoms which may be monosubstituted by ethyl or mono- or disubstituted by methyl, and R.sup.1 denoting alkoxy, haloalkoxy, alkenoxy, alkynoxy or alkoxyalkoxy, each of a maximum of 4 carbon atoms, cycloalkoxy or cycloalkylmethoxy with 3 to 6 carbon atoms in the cycloalkyl ring, 1,3-dioxolan-2-y1 or alkoxycarbonyl of a maximum of 4 carbon atoms in the alkoxy, X denotes chlorine or bromine, and Y.sup.1 and Y.sup.2 each denotes hydrogen or alkyl of a maximum of 4 carbon atoms, Y.sup.1 and Y.sup.2 only denoting hydrogen when R is alkyl, alkenyl or alkynyl, each of a maximum of 4 carbon atoms.The ratio of N-azolylmethylhaloacetanilide of the formula I to halcacetanilide of the formula II is from 1:0.5 to 1:20 parts by weight.

    摘要翻译： 含有式“IMAGE”I的N-吡唑基甲基卤代乙酰替苯胺的除草剂，其中R表示氢或最多5个碳原子的烷基或烷氧基，R1表示氢，卤素或最多5个碳原子的烷基或烷氧基，R2 表示氢，卤素或最多5个碳原子的烷基或烷氧基，R与R2一起形成最多6个碳原子的亚烷基链，其在o位上连接并且未被取代或被直链烷基取代 最多4个碳原子，X表示氯或溴，A表示式II的唑和卤代乙酰苯胺，其中R表示最多4个碳原子的烷基，烯基或炔基，或-A- R1，A表示可被乙基单取代或被甲基单取代或被二取代的1或2个碳原子的亚烷基，R1表示最多4个碳原子的烷氧基，卤代烷氧基，链烯氧基，炔氧基或烷氧基烷氧基，环烷氧基或环烷基甲氧基 在t中具有3至6个碳原子 环烷基环，1,3-二氧戊环-2-基或烷氧基中最多4个碳原子的烷氧基羰基，X表示氯或溴，Y1和Y2各自表示氢或最多4个碳原子的烷基，Y1 而当R为烷基，烯基或炔基时，Y2仅表示氢，最多4个碳原子。 式I的N-吡唑基甲基卤代乙酰苯胺与式II的卤代乙酰苯胺的比例为1:0.5至1:20重量份。

    Preparation of nitrobiphenyls
    110.
    发明授权
    Preparation of nitrobiphenyls 有权
    硝基联苯的制备

    公开(公告)号：US06362380B1

    公开(公告)日：2002-03-26

    申请号：US09645980

    申请日：2000-06-01

    申请人： Karl Eicken ,  Joachim Gebhardt ,  Harald Rang ,  Michael Rack ,  Peter Schäfer

    发明人： Karl Eicken ,  Joachim Gebhardt ,  Harald Rang ,  Michael Rack ,  Peter Schäfer

    IPC分类号： C07C20500

    CPC分类号： C07C253/30 ,  C07B37/04 ,  C07C201/12 ,  C07C205/06 ,  C07C205/11 ,  C07C205/35

    摘要： A process for preparing nitrobiphenyls of the formula I where m is 1 or 2, R is halogen R′ or OR′, where R′ is a C-organic radical which may carry groups inert under the reaction conditions, n is 0, 1, 2 or 3, and, in the case of n being 2 or 3, the radicals R are the same or different, by reacting a chloronitrobenzene of the formula II in the presence of a palladium catalyst and a base in a solvent with a phenylboronic acid (IIIa) or an alkyl ester thereof of the formula IIIb where R1 is C1-C6-alkyl, or an anhydride thereof. The compounds I are useful as precursors for biphenylamines, which in turn are intermediates for fungicidal crop protection agents.

    摘要翻译： 制备式I的硝基联苯的方法，其中m为1或2，R为卤素R'或OR'，其中R'为C-有机基团，其可以携带在反应条件下为惰性的基团，n为0,1,2 或3，并且在n为2或3的情况下，基团R相同或不同，通过使钯催化剂和碱在溶剂中的存在下的式II的氯硝基苯与苯基硼酸（IIIa ）或其中R 1为C 1 -C 6 - 烷基的式IIIb的烷基酯或其酸酐。化合物I可用作联苯胺的前体，其又是杀真菌作物保护剂的中间体。