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    Fungicidal compositions and methods of making thereof
    4.
    发明授权
    Fungicidal compositions and methods of making thereof 有权
    杀真菌组合物及其制备方法

    公开(公告)号：US06291513B1

    公开(公告)日：2001-09-18

    申请号：US09609211

    申请日：2000-07-05

    申请人： Wendell G. Phillips ,  Michael K. Mao ,  Chun Ma ,  Thomas L. Fevig

    发明人： Wendell G. Phillips ,  Michael K. Mao ,  Chun Ma ,  Thomas L. Fevig

    IPC分类号： A01N4306

    CPC分类号： C07F7/083 ,  C07D333/38 ,  C07F7/0814

    摘要： The fungicidal compound 4,5-dimethyl-N-2-propenyl-2-(trimethylsilyl)-3-thiophenecarboxamide (Formula (I)) has shown superior and unexpected control of the growth of the soil-borne fungus Gaeumannomyces graminis (Gg). The present invention provides a novel compound for synthesizing the compound of Formula (I) which uses the compound 4-hydroxy-4,5-dimethyl-2-trimethylsilanyl-dihydrothiophene-3-carboxylic acid allylamide (Formula (II)) as well as novel compounds of synthesizing the allylamide. In addition, Formula (II) itself has unexpectedly been found to provide control of Gg. Therefore, the compounds having Formula (III): or an agronomic salts and compositions thereof are expected to provide such control as well; wherein: Q is —NH, S, or O; W is O, or S; X is —OH, —OAc, —OR, where R is lower alkyl; Y is S, O, or —NH; Z is —Si(R)3, —C(R)3, where R is lower alkyl; R1 is a lower alkyl, allyl, or propargyl; R2 is a lower alkyl or aryl; and R3 and R4 are independently chosen from hydrogen, a lower alkyl and aryl; optionally, R2 and R3 together form a 5- or 6-membered ring.

    摘要翻译： 杀真菌化合物4,5-二甲基-N-2-丙烯基-2-（三甲基甲硅烷基）-3-噻吩甲酰胺（式（I））显示出对土壤真菌Gaeumannomyces graminis（Gg）生长的优异和意想不到的控制， 。 本发明提供用于合成式（I）的化合物的新型化合物，其使用化合物4-羟基-4,5-二甲基-2-三甲基硅烷基 - 二氢噻吩-3-甲酸烯丙基酰胺（式（II））以及 合成烯丙基酰胺的新型化合物。 此外，公式（II）本身意外地被发现提供了GG的控制。 因此，具有式（III）的化合物或其农艺盐及其组合物预期也提供这种控制; 其中：Q是-NH，S或O; W是O或S; X是-OH，-OAc，-OR，其中R是低级烷基; Y是S，O或-NH; Z是-Si （R）3，-C（R）3，其中R是低级烷基; R 1是低级烷基，烯丙基或炔丙基; R 2是低级烷基或芳基; R 3和R 4独立地选自氢，低级烷基和芳基;任选地，R 2和R 3一起形成5-或6-元环。

    Fungicidal compositions and methods of making thereof
    5.
    发明授权
    Fungicidal compositions and methods of making thereof 有权
    杀真菌组合物及其制备方法

    公开(公告)号：US6140511A

    公开(公告)日：2000-10-31

    申请号：US326225

    申请日：1999-06-04

    申请人： Wendell G. Phillips ,  Michael K. Mao ,  Chun Ma ,  Thomas L. Fevig

    发明人： Wendell G. Phillips ,  Michael K. Mao ,  Chun Ma ,  Thomas L. Fevig

    IPC分类号： A01N43/10 ,  A01N55/00 ,  A01N55/10 ,  A01P3/00 ,  C07D333/38 ,  C07F7/08 ,  C07D333/30

    CPC分类号： C07F7/083 ,  C07D333/38 ,  C07F7/0814

    摘要： The fungicidal compound 4,5-dimethyl-N-2-propenyl-2-(trimethylsilyl)-3-thiophenecarboxamide (Formula (I) shown superior and unexpected control of the growth of the soil-borne fungus Gaeumannomyces graminis (Gg). The present invention provides a novel compound for synthesizing the compound of Formula (I) which uses the compound 4-hydroxy-4,5-dimethyl-2-trimethylsilanyl-dihydrothiophene-3-carboxylic acid allylamide (Formula (II)) as well as novel compounds of synthesizing the allylamide. In addition, Formula (II) itself has unexpectedly been found to provide control of Gg. Therefore, the compounds having Formula (III): ##STR1## or an agronomic salts and compositions thereof are expected to provide such control as well; wherein:Q is --NH, S, or O;W is O, or S;X is --OH, --OAc, --OR, where R is lower alkyl;Y is S, O, or --NH;Z is --Si(R).sub.3, --C(R).sub.3, where R is lower alkyl;R.sub.1 is a lower alkyl, allyl, or propargyl;R.sub.2 is a lower alkyl or aryl; andR.sub.3 and R.sub.4 are independently chosen from hydrogen, a lower alkyl and aryl;optionally, R.sub.2 and R.sub.3 together form a 5- or 6-membered ring.

    摘要翻译： 杀真菌化合物4,5-二甲基-N-2-丙烯基-2-（三甲基甲硅烷基）-3-噻吩甲酰胺（式（I））显示出对土壤真菌Gaeumannomyces graminis（Gg）的生长的优异和意想不到的控制。 本发明提供用于合成使用化合物4-羟基-4,5-二甲基-2-三甲基硅烷基 - 二氢噻吩-3-甲酸烯丙基酰胺（式（II））的式（I）化合物的新化合物以及新颖的 此外，意外地发现式（II）本身提供了对Gg的控制。因此，具有式（III）的化合物或其农艺盐及其组合物也预期也提供这样的控制; 其中：Q是-NH，S或O; W是O或S; X是-OH，-OAc，-OR，其中R是低级烷基; Y是S，O或-NH; Z是-Si （R）3，-C（R）3，其中R是低级烷基; R 1是低级烷基，烯丙基或炔丙基; R 2是低级烷基或芳基; R 3和R 4独立地选自氢，低 烷基和芳基; 任选地，R 2和R 3一起形成5-或6-元环。

    Synthesis of 3-carbomethoxy-4,5-dimethylthiophene
    7.
    发明授权
    Synthesis of 3-carbomethoxy-4,5-dimethylthiophene 有权
    3-甲酯基-4,5-二甲基噻吩的合成

    公开(公告)号：US6084108A

    公开(公告)日：2000-07-04

    申请号：US170441

    申请日：1998-10-13

    申请人： Thomas L. Fevig ,  Patrick H. Lau ,  Wendell G. Phillips

    发明人： Thomas L. Fevig ,  Patrick H. Lau ,  Wendell G. Phillips

    IPC分类号： C07D333/32 ,  C07D333/38 ,  C07D333/40 ,  C07D333/60 ,  C07D333/56

    CPC分类号： C07D333/38 ,  C07D333/32 ,  C07D333/40

    摘要： Fungicides having thiophene rings may be made from the intermediate compound 3-carbomethoxy-4,5-dimethylthiophene. That compound, and related compounds, may be produced by reacting an alpha mercaptoketone, e.g., 3-mercapto-2-butanone, with an acrylate, e.g., methyl-3-methoxy acrylate, in the presence of an alkoxide base, e.g., NaOMe, to form the substituted tetrahydrothiophene, followed by conversion to the aromatic thiophene with an acid treatment. The substituted tetrahydrothiophene is a novel compound.

    摘要翻译： 具有噻吩环的杀真菌剂可以由中间体化合物3-甲酯基-4,5-二甲基噻吩制备。 该化合物和相关化合物可以通过使α-巯基酮（例如3-巯基-2-丁酮）与丙烯酸酯例如甲基-3-甲氧基丙烯酸酯在醇盐碱例如NaOMe 形成取代的四氢噻吩，然后用酸处理转化成芳香族噻吩。 取代的四氢噻吩是一种新型化合物。