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    Method of producing nitroguanidine- and nitroenamine derivatives
    1.
    发明授权
    Method of producing nitroguanidine- and nitroenamine derivatives 有权
    制备硝基胍和硝基胺衍生物的方法

    公开(公告)号：US06747146B2

    公开(公告)日：2004-06-08

    申请号：US10325559

    申请日：2002-12-20

    申请人： Gottfried Seifert ,  Thomas Rapold ,  Verena Gisin

    发明人： Gottfried Seifert ,  Thomas Rapold ,  Verena Gisin

    IPC分类号： C07D27304

    CPC分类号： C07D213/40 ,  C07C257/22 ,  C07C261/00 ,  C07C277/08 ,  C07D213/38 ,  C07D277/28 ,  C07D307/14 ,  C07D401/06 ,  C07D417/06 ,  C07C279/36

    摘要： Method of producing compounds of formula wherein R1 is hydrogen or C1-C4-alkyl; R2 is hydrogen, C1-C8-alkyl, C3-C6-cycloalkyl, or a radical —N(R3)R4; or R2 and R6 together are —CH2—CH2—S—; R3 and R4 are hydrogen, C1-C4-alkyl, C3-C6-cycloalkyl or a radical —CH2B; R6 is hydrogen, C1-C8-alkyl, aryl or benzyl; or R3 and R6 together are —CH2—CH2—, —CH2—CH2—CH2—, —CH2—O—CH2—, —CH2—S—CH2— or —CH2—N(R5)—CH2—; X is CH—CN; CH—NO2 or N—NO2; A is an optionally substituted, aromatic or non-aromatic, monocyclic or bicyclic heterocyclic radical; and B is optionally substituted phenyl, 3-pyridyl or thiazolyl; characterised in that a compound of formula wherein R2, R6 and X have the same significance as given above in formula (I), is reacted in the presence of a phase transfer catalyst and a base with a compound of formula wherein A and R1 have the same significance as given above in formula (I) and Q is a leaving group.

    摘要翻译： 制备糠醛的化合物的方法是氢或C 1 -C 4烷基; R 2是氢，C 1 -C 8烷基，C 3 -C 6环烷基或-N（R 3）R 4基团; 或R 2和R 6一起是-CH 2 -CH 2 -S-; R 3和R 4是氢，C 1 -C 4 - 烷基，C 3 -C 6环烷基或基团-CH 2 B; R 6是氢，C 1 -C 8 - 烷基，芳基或苄基 ;或R 3和R 6一起是-CH 2 -CH 2 - ， - CH 2 -CH 2 - ， - CH 2 -O-CH 2 - ， - CH 2 -S-CH 2 - 或-CH 2 -N（R 5）-CH 2 - ; X是 CH-CN; CH-NO 2或N-NO 2; A是任选取代的芳族或非芳族单环或双环杂环基; 和B是任选取代的苯基，3-吡啶基或噻唑基;其特征在于，式（I）化合物与式（I）中所给出的具有相同意义的化合物在相转移催化剂和碱的存在下反应 与式（I）中的上述式相同，Q为离去基团。

    Process for the preparation of thiazole derivatives
    4.
    发明授权
    Process for the preparation of thiazole derivatives 有权
    噻唑衍生物的制备方法

    公开(公告)号：US6121455A

    公开(公告)日：2000-09-19

    申请号：US331432

    申请日：1999-08-13

    申请人： Thomas Pitterna ,  Henry Szczepanski ,  Peter Maienfisch ,  Ottmar Franz Huter ,  Thomas Rapold ,  Marcel Senn ,  Thomas Gobel ,  Anthony Cornelius O'Sullivan ,  Gottfried Seifert

    发明人： Thomas Pitterna ,  Henry Szczepanski ,  Peter Maienfisch ,  Ottmar Franz Huter ,  Thomas Rapold ,  Marcel Senn ,  Thomas Gobel ,  Anthony Cornelius O'Sullivan ,  Gottfried Seifert

    IPC分类号： C07D277/16 ,  C07D277/20 ,  C07D277/22 ,  C07D277/28 ,  C07D277/32 ,  C07D277/36 ,  C07D277/74 ,  C07D417/06 ,  C07D417/14

    CPC分类号： C07D277/32 ,  C07D277/16 ,  C07D277/36 ,  C07D417/06

    摘要： The invention relates to a process for the preparation of a compound of the formula ##STR1## and, where applicable, its E/Z-isomers, mixtures of E/Z-isomers and/or tautomers, in each case in free form or in salt form, whereinQ is CH or N,Y is NO.sub.2 or CN,Z is CHR.sub.3, O, NR.sub.3 or S,R.sub.1 and R.sub.2 are either each independently of the other hydrogen or unsubstituted or R.sub.4 -substituted C.sub.1 -C.sub.8 alkyl, or together form an alkylene bridge having two or three carbon atoms, and said alkylene bridge may additionally contain a hetero atom selected from the group consisting of NR.sub.5, O and S,R.sub.3 is H or unsubstituted or R.sub.4 -substituted C.sub.1 -C.sub.12 alkyl,R.sub.4 is unsubstituted or substituted aryl or heteroaryl, andR.sub.5 is H or C.sub.1 -C.sub.12 alkyl; which comprisesa) reacting a compound of the formula ##STR2## and, where applicable, its E/Z-isomers, mixtures of E/Z-isomers and/or tautomers, in each case in free form or in salt form, which is known or can be prepared by processes known.

    摘要翻译： PCT No.PCT / EP97 / 07087第 371日期1999年8月13日 102（e）日期1999年8月13日PCT 1997年12月17日PCT公布。 第WO98 / 27074号公报 日期1998年6月25日本发明涉及一种制备下式化合物和（如适用的话）其E / Z-异构体，E / Z-异构体和/或互变异构体的混合物的方法，在每种情况下为游离形式 或盐形式，其中Q是CH或N，Y是NO 2或CN，Z是CHR 3，O，NR 3或S，R 1和R 2各自独立地是另一个氢或未取代的或者R 4取代的C 1 -C 8烷基，或一起 形成具有两个或三个碳原子的亚烷基桥，并且所述亚烷基桥可以另外含有选自NR5，O和S的杂原子，R3是H或未取代的或R4取代的C1-C12烷基，R4是未取代的或 取代的芳基或杂芳基，R5是H或C1-C12烷基; 其包括：a）使游离形式或盐形式的下式化合物和/或其可能的E / Z-异构体，E / Z-异构体和/或互变异构体的混合物在各种情况下反应，其为已知或可以 由已知的方法准备。

    Process for the preparation of thiazole derivatives
    5.
    发明授权
    Process for the preparation of thiazole derivatives 失效
    噻唑衍生物的制备方法

    公开(公告)号：US06677457B2

    公开(公告)日：2004-01-13

    申请号：US10047807

    申请日：2002-01-15

    申请人： Thomas Pitterna ,  Henry Szczepanski ,  Peter Maienfisch ,  Ottmar Franz Hüter ,  Thomas Rapold ,  Marcel Senn ,  Thomas Göbel ,  Anthony Cornelius O'Sullivan ,  Gottfried Seifert

    发明人： Thomas Pitterna ,  Henry Szczepanski ,  Peter Maienfisch ,  Ottmar Franz Hüter ,  Thomas Rapold ,  Marcel Senn ,  Thomas Göbel ,  Anthony Cornelius O'Sullivan ,  Gottfried Seifert

    IPC分类号： C07D27716

    CPC分类号： C07D277/32 ,  C07D277/16 ,  C07D277/36 ,  C07D417/06

    摘要： The invention relates to a process for the preparation of a compound of the formula wherein Q, Y, Z, R1, R2, R3, R4 and R5 are as defined in the specification, which comprises a) reacting a compound of the formula  with a halogenating agent to form a compound of the formula or b) converting a compound of formula (II) by means of a halogenating agent into a compound of the formula optionally c) converting the compound of formula (IV) into a compound of formula (III); d) converting a compound of formula (III) by means of a compound of the formula into a compound of the formula or e) converting a compound (IV) by means of a compound (V) into a compound (VI); and f) converting a compound (VI) by means of a chlorinating agent into a compound (I); a compound (IV); to a process for the preparation of a compound (III) and to a process for the preparation of a compound (IV).

    摘要翻译： 本发明涉及制备糠醛的化合物的方法，其中Q，Y，Z，R 1，R 2，R 3，R 4和R 5如本说明书中所定义，其包括：a）将卤化剂的化合物与 将式（II）化合物通过卤化剂转化成式（Ⅲ）的化合物，将式（Ⅳ）化合物转化为式（Ⅳ）化合物; d）将化合物 通过化学式（Ⅳ）将化合物（Ⅳ）转化为化合物（Ⅵ）;将式（Ⅳ）化合物与式 和（f）通过氯化剂将化合物（VI）转化为化合物（I）;化合物（IV）; 涉及制备化合物（III）的方法和制备化合物（IV）的方法。

    Process for the preparation of aniline compounds
    6.
    发明授权
    Process for the preparation of aniline compounds 有权
    苯胺化合物的制备方法

    公开(公告)号：US06657085B2

    公开(公告)日：2003-12-02

    申请号：US10276474

    申请日：2002-11-15

    申请人： Gottfried Seifert ,  Thomas Rapold

    发明人： Gottfried Seifert ,  Thomas Rapold

    IPC分类号： C07C20936

    CPC分类号： C07D307/88 ,  A01N43/80 ,  C07C209/36 ,  C07C209/365 ,  C07C211/45

    摘要： A process for the preparation of aniline compounds of formula: wherein n and R are as defined in claim 1, by reacting nitro compounds of formula: wherein n and R are as defined, with hydrazine at elevated temperature in the presence of an aqueous base. The compounds of formula I are suitable as intermediates in the preparation of herbicides of the isobenzofuranone type.

    摘要翻译： 其中n和R如权利要求1中所定义，其中n和R如权利要求1所定义，其方法是在碱水溶液存在下，在升高的温度下，使下式的硝基化合物：其中n和R如上定义。 式I化合物适合作为制备异苯并呋喃酮类除草剂的中间体。

    PREPARATION OF THIAZOLES
    7.
    发明申请
    PREPARATION OF THIAZOLES 失效
    制备THIAZOLES

    公开(公告)号：US20080076920A1

    公开(公告)日：2008-03-27

    申请号：US11947891

    申请日：2007-11-30

    申请人： Thomas Pitterna ,  Henry Szczepanski ,  Peter Maienfisch ,  Ottmar Huter ,  Thomas Rapold ,  Marcel Senn ,  Thomas Gobel ,  Anthony O'Sullivan

    发明人： Thomas Pitterna ,  Henry Szczepanski ,  Peter Maienfisch ,  Ottmar Huter ,  Thomas Rapold ,  Marcel Senn ,  Thomas Gobel ,  Anthony O'Sullivan

    IPC分类号： C07D417/02 ,  C07D277/36 ,  C07D417/14

    CPC分类号： C07D277/32 ,  C07D277/16 ,  C07D277/36 ,  C07D277/70 ,  C07D277/74

    摘要： The present disclosure is directed to a process for the preparation of a compound having the formula: wherein R is unsubstituted or substituted C1-C12alkyl, unsubstituted or substituted C2-C4alkenyl, unsubstituted or substituted C2-C4alkynyl, unsubstituted or substituted C3-C6cycloalkyl, unsubstituted or substituted aryl, unsubstituted or substituted heteroaryl, or —SR1; R1 is unsubstituted or substituted C1-C12alkyl, unsubstituted or substituted C2-C4alkenyl, unsubstituted or substituted C2-C4alkynyl, unsubstituted or substituted cycloalkyl, unsubstituted or substituted aryl or unsubstituted or substituted heteroaryl; and X is a selected leaving group that is not halogen, and may specifically be methylsulfonate, trifluoromethylsulfonate, and p-toluenesulfonate. These compounds are valuable intermediates useful in the synthesis of compounds having pesticidal activity. Generally, the process includes reacting a water-removing reagent, with a compound having the formula Water-removing agents that may be used include thionyl chloride (SOCl2), thionyl bromide (SOBr2), phosphorus oxychloride (POCl3), phosphorus oxybromide (POBr3), phosphorus pentachloride or a sulfonic acid chloride or bromide.

    摘要翻译： 本公开涉及制备具有下式的化合物的方法：其中R是未取代或取代的C 1 -C 12烷基，未取代或取代的C 1 -C 12烷基， 未取代或取代的C 2 -C 4炔基，未取代或取代的C 1 -C 4烷基， 3个C 6环烷基，未取代或取代的芳基，未取代或取代的杂芳基或-SR 1 N; R 1是未取代或取代的C 1 -C 12烷基，未取代或取代的C 2 -C 3 未取代或取代的C 2 -C 4炔基，未取代或取代的环烷基，未取代或取代的芳基或未取代或取代的杂芳基; X是不是卤素的选择的离去基团，可以具体为甲基磺酸酯，三氟甲基磺酸酯和对甲苯磺酸酯。 这些化合物是有用的合成具有杀虫活性的化合物的中间体。 通常，该方法包括使除水试剂与具有式的化合物反应可以使用的除水剂包括亚硫酰氯（SOCl 2/2），亚硫酰溴（SO 2 R 2） （POCl 3 3），三溴氧化磷（POBr 3 N），五氯化磷或磺酰氯或溴化物。

    Preparation of thiazoles
    8.
    发明授权
    Preparation of thiazoles 失效
    噻唑的制备

    公开(公告)号：US06548676B1

    公开(公告)日：2003-04-15

    申请号：US09331433

    申请日：1999-06-18

    申请人： Thomas Pitterna ,  Henry Szczepanski ,  Peter Maienfisch ,  Ottmar Franz Hüter ,  Thomas Rapold ,  Marcel Senn ,  Thomas Göbel ,  Anthony Cornelius O'Sullivan

    发明人： Thomas Pitterna ,  Henry Szczepanski ,  Peter Maienfisch ,  Ottmar Franz Hüter ,  Thomas Rapold ,  Marcel Senn ,  Thomas Göbel ,  Anthony Cornelius O'Sullivan

    IPC分类号： C07D27732

    CPC分类号： C07D277/32 ,  C07D277/16 ,  C07D277/36 ,  C07D277/70 ,  C07D277/74

    摘要： Described is a process for the preparation of a compound of formula (I) wherein R is unsubstituted or substituted C1-C12alkyl, C2-C4alkenyl, C2-C4alkynyl, C3-C6cycloalkyl, aryl or heteroaryl, or —SR1; R1 is unsubstituted or substituted C1-C12alkyl, C2-C4alkenyl, C2-C4alkynyl, cycloalkyl, aryl or heteroaryl; and X is a leaving group; which comprises: a) reacting a compound of formula (II) wherein R is as defined for formula (I), with a water-removing reagent; or b) for the preparation of a compound of formula (I) wherein X is halogen or a sulfonate, reacting a compound of the formula (III) wherein R is as defined for formula (I), with a halogenating or a sulfonylating agent; or c) for the preparation of a compound of formula (I) wherein X is halogen, reacting a compound of formula (IV) wherein R is as defined for formula (I); and wherein R2 and R3 are for example H, C1-C6alkyl, C3-C6cycloalkyl, phenyl or benzyl; with a compound of the formula halogen-C(═O)—O—C1-C8alkyl, halogen-C(═O)—O-aryl or halogen-C(═O)—O-benzyl. Intermediates for the preparation of the synthesis of compounds (II) to (IV) and method of the preparation thereof.

    摘要翻译： 描述了制备式（I）化合物的方法，其中R是未取代的或取代的C 1 -C 12烷基，C 2 -C 4烯基，C 2 -C 4炔基，C 3 -C 6环烷基，芳基或杂芳基或-SR 1; R1是未取代的或取代的C1-C12烷基，C2-C4链烯基，C2-C4炔基，环烷基，芳基或杂芳基; X为离去群; 其包括：a）使其中R如式（I）所定义的式（II）化合物与除水试剂反应; 或者b）用于制备其中X为卤素或磺酸盐的式（I）化合物，其中R为式（I）所定义的式（III）化合物与卤化剂或磺酰化剂反应; 或c）用于制备其中X为卤素的式（I）化合物，其中R为式（I）所定义的式（IV）化合物; 并且其中R 2和R 3是例如H，C 1 -C 6烷基，C 3 -C 6环烷基，苯基或苄基; 与卤素-C（= O）-O-C 1 -C 8烷基，卤素-C（= O）-O-芳基或卤素-C（= O）-O-苄基的化合物反应。 用于制备化合物（II）至（IV）的合成的中间体及其制备方法。