公开(公告)号：US20100105920A1

公开(公告)日：2010-04-29

申请号：US12651946

申请日：2010-01-04

申请人： Joachim Rheinheimer ,  Wolfgang von Deyn ,  Joachim Gebhardt ,  Michael Rack ,  Rene Lochtman ,  Norbert Götz ,  Michael Keil ,  Matthias Witschel ,  Helmut Hagen ,  Ulf Misslitz ,  Ernst Baumann

发明人： Joachim Rheinheimer ,  Wolfgang von Deyn ,  Joachim Gebhardt ,  Michael Rack ,  Rene Lochtman ,  Norbert Götz ,  Michael Keil ,  Matthias Witschel ,  Helmut Hagen ,  Ulf Misslitz ,  Ernst Baumann

IPC分类号： C07D261/04 ,  C07C381/00

CPC分类号： C07C249/06 ,  C07C201/10 ,  C07C201/12 ,  C07C205/44 ,  C07C209/62 ,  C07C251/48 ,  C07C253/00 ,  C07C255/50 ,  C07C315/04 ,  C07C319/14 ,  C07D261/04 ,  C07D413/10 ,  C07C323/09 ,  C07C317/24 ,  C07C317/32 ,  C07C205/06 ,  C07C211/52

摘要： A process is described for preparing isoxazoles of the formula I where the substituents are as defined below: R1 is hydrogen, C1-C6-alkyl, R2 is C1-C6-alkyl, R3, R4, R5 are hydrogen, C1-C6-alkyl, or R4 and R5 together form a bond, R6 is a heterocyclic ring, n is 0, 1 or 2; which comprises preparing an intermediate of the formula VI where R1, R3, R4 and R5 are as defined above, followed by halogenation, thiomethylation, oxidation and acylation to give compounds of the formula I.Also novel intermediates for preparing the compounds of the formula I and novel processes for preparing the intermediates are described.

摘要翻译： 描述了制备式I的异恶唑的方法，其中取代基如下所定义：R 1是氢，C 1 -C 6烷基，R 2是C 1 -C 6烷基，R 3，R 4，R 5是氢，C 1 -C 6 - 烷基 ，或R4和R5一起形成键，R6是杂环，n是0,1或2; 其包括制备式VI的中间体，其中R 1，R 3，R 4和R 5如上定义，然后进行卤化，硫甲基化，氧化和酰化，得到式I化合物。还有用于制备式I化合物的中间体 并描述了制备中间体的新方法。

公开(公告)号：US20100069646A1

公开(公告)日：2010-03-18

申请号：US12513003

申请日：2007-11-02

申请人： Martin Sukopp ,  Michael Rack ,  Sebastian Peer Smidt ,  Sandra Löhr ,  Michael Keil ,  Jochen Dietz ,  Joachim Rheinheimer ,  Thomas Grote ,  Thomas Zierke ,  Jan Klaas Lohmann

发明人： Martin Sukopp ,  Michael Rack ,  Sebastian Peer Smidt ,  Sandra Löhr ,  Michael Keil ,  Jochen Dietz ,  Joachim Rheinheimer ,  Thomas Grote ,  Thomas Zierke ,  Jan Klaas Lohmann

IPC分类号： C07D231/10 ,  C07F7/08

CPC分类号： C07D231/14

摘要： The present invention relates to a process for preparing difluoromethyl-substituted pyrazol-4-ylcarboxylates of the formula I in which R1 is C1-C8-alkyl, C3-C8-cycloalkyl, C1-C4-alkoxy-C1-C4-alkyl, etc.; and R2 is hydrogen, C1-C4-alkyl, benzyl or phenyl, wherein a) a compound of the general formula II in which X is fluorine, chlorine or bromine, R1 has one of the meanings given above and R4 is C1-C8-alkyl, C3-C8-cycloalkyl, C2-C8-alkenyl, benzyl or phenyl, is reacted with a silane compound of the general formula R3nSiCl(4-n) in which n is 1, 2 or 3 and the substituents R3 are independently of one another selected from the group consisting of C1-C8-alkyl and phenyl and with a metal selected from the metals of groups 1, 2, 3, 4 and 12 of the Periodic Table of the Elements having a redox potential of less than −0.7 V, based on a normal hydrogen electrode (at 25° C. and 101.325 kPa); and b) the reaction mixture from step a) is reacted with a compound of the general formula III R2HN—NH2   (III) in which R2 has one of the meanings given above.

摘要翻译： 本发明涉及制备式Ⅰ的二氟甲基取代的吡唑-4-基羧酸酯的方法，其中R 1是C 1 -C 8烷基，C 3 -C 8环烷基，C 1 -C 4烷氧基-C 1 -C 4烷基等 。 并且R 2是氢，C 1 -C 4 - 烷基，苄基或苯基，其中a）通式II的化合物，其中X是氟，氯或溴，R 1具有上面给出的含义之一，R 4是C 1 -C 8 - 烷基，C 3 -C 8 - 环烷基，C 2 -C 8 - 烯基，苄基或苯基与通式R 3 n SiCl（4-n）的硅烷化合物反应，其中n为1,2或3，取代基R 3独立地为 选自由C 1 -C 8 - 烷基和苯基组成的组中的一种，以及选自元素周期表第1,2,3,4和12族金属的金属，其氧化还原电位小于-0.7 V，基于正常的氢电极（在25℃和101.325kPa）; 和b）将来自步骤a）的反应混合物与通式III的化合物R2HN-NH2（III）反应，其中R2具有上述含义之一。

公开(公告)号：US20090177005A1

公开(公告)日：2009-07-09

申请号：US12344631

申请日：2008-12-29

申请人： Guido MAYER ,  Oliver Cullmann ,  Bernd Wolf ,  Michael Keil ,  Wassilios Grammenos

发明人： Guido MAYER ,  Oliver Cullmann ,  Bernd Wolf ,  Michael Keil ,  Wassilios Grammenos

IPC分类号： C07C249/02

CPC分类号： C07C249/12 ,  C07C251/48

摘要： A process for preparing 2-(chloromethyl)phenylacetic acid derivatives of the formula I, where X is C1-C4-alkoxy or methylamino, by ether cleavage of compounds of the formula II, where R is C1-C4-alkyl, C1-C4-alkoxy, C1-C2-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkylcarbonyloxy, halogen, nitro or cyano; n is 2 to 5; and X is as defined above comprises carrying out the reaction in the presence of hydrogen chloride and an inert solvent, and adding a catalyst to the reaction mixture selected from the group consisting of iron, indium and halides, oxides and triflates, thereof.

摘要翻译： 通过醚式裂解式II化合物制备式I的2-（氯甲基）苯乙酸衍生物的方法，其中X为C 1 -C 4烷氧基或甲氨基，其中R为C 1 -C 4 - 烷基，C 1 -C 4 - 烷氧基，C 1 -C 2 - 卤代烷基，C 1 -C 4 - 烷基羰基，C 1 -C 4 - 烷基羰基氧基，卤素，硝基或氰基; n为2〜5; 并且X如上所定义，包括在氯化氢和惰性溶剂的存在下进行反应，并向选自铁，铟和卤化物，氧化物和三氟甲磺酸酯的反应混合物中加入催化剂。

公开(公告)号：US20090005597A1

公开(公告)日：2009-01-01

申请号：US12087345

申请日：2007-05-31

申请人： Sebastian Peer Smidt ,  Jochen Dietz ,  Michael Keil ,  Thomas Grote

发明人： Sebastian Peer Smidt ,  Jochen Dietz ,  Michael Keil ,  Thomas Grote

IPC分类号： C07C201/12 ,  C07C209/68

CPC分类号： C07C201/12 ,  C07C209/68 ,  C07C211/52 ,  C07C205/12

摘要： A process for preparing substituted biphenyls of the formula I in which the substituents are defined as follows: X is fluorine or chlorine; R1 is nitro, amino or NHR3; R2 is cyano, nitro, halogen, C1-C6-alkyl, C1-C6-alkenyl, C1-C6-alkynyl, C1-C6-alkoxy, C1-C6-haloalkyl, C1-C6-alkylcarbonyl or phenyl; R3 is C1-C4-alkyl, C1-C4-alkenyl or C1-C4-alkynyl; n is 1, 2 or 3, where in case that n is 2 or 3, the R2 radicals may also be different, which comprises reacting the compound of the formula II in which Hal is halogen and X and R1 are as defined above, in the presence of a base and of a palladium catalyst selected from the group of: a) palladium-triarylphosphine or -trialkylphosphine complex with palladium in the zero oxidation state, b) salt of palladium in the presence of triarylphospine or trialkylphosphine as a complex ligand or c) metallic palladium, optionally applied to support, in the presence of triarylphosphine or trialkylphosphine, in a solvent, with a diphenylborinic acid (III) in which R2 and n are as defined above, where the triarylphosphines or trialkylphosphines used may be substituted.

摘要翻译： 制备式I取代的联苯的方法，其中取代基定义如下：X是氟或氯; R1是硝基，氨基或NHR3; R2是氰基，硝基，卤素，C1-C6-烷基，C1-C6-烯基，C1-C6-炔基，C1-C6-烷氧基，C1-C6-卤代烷基，C1-C6-烷基羰基或苯基; R3是C1-C4-烷基，C1-C4-烯基或C1-C4-炔基; n为1,2或3，其中在n为2或3的情况下，R2基团也可以不同，其包括使Hal为卤素的化合物与X和R 1如上所定义的化合物反应在 存在碱和钯催化剂，其选自：a）钯 - 三芳基膦或三烷基膦配合物与钯在零氧化状态，b）钯在三芳基膦或三烷基膦作为络合配体的存在下的盐，或 c）金属钯，任选地在三芳基膦或三烷基膦存在下，在溶剂中与其中R 2和n如上定义的二苯基硼酸（III）反应，其中所用的三芳基膦或三烷基膦可以被取代。

公开(公告)号：US20080146839A1

公开(公告)日：2008-06-19

申请号：US11908870

申请日：2006-03-16

申请人： Michael Rack ,  Sebastian Peer Smidt ,  Manuel Budich ,  Volker Maywald ,  Michael Keil ,  Bernd Wolf

发明人： Michael Rack ,  Sebastian Peer Smidt ,  Manuel Budich ,  Volker Maywald ,  Michael Keil ,  Bernd Wolf

IPC分类号： C07C63/70 ,  C07C25/13

CPC分类号： C07C25/13 ,  C07C17/23 ,  C07C17/363 ,  C07C51/08 ,  C07C63/68

摘要： The invention relates to a method for producing 5-halo-2,4,6-tifluoroisophthalic acid of formula (I), wherein X represents F, Cl, Br, or I, by hydrolysis of 5-halo-2,4,6-trifluoroisophthalodinitrile of formula (II). Said invention is characterised in that in a first step, isophthalodinitrile (II) or a solution containing isophthalodinitrile (II) is reacted with a concentrated sulphuric acid at room temperature in order to form a 5-halo-2,4,6-trifluoroisophthalodiamide of general formula (III), and is, subsequently, heated and in a second step, isophthalic acid (I) is produced after additional heating and addition of water.

摘要翻译： 本发明涉及一种制备式（I）的5-卤代-2,4,6-三氟间苯二甲酸的方法，其中X代表F，Cl，Br或I，通过5-卤代-2,4,6 （II）的三氟间苯二腈。 本发明的特征在于，在第一步中，室温下将间苯二腈（II）或含有间苯二腈（II）的溶液与浓硫酸反应，以形成5-卤代-2,4,6-三氟间苯二甲酰胺， 通式（III），并且随后被加热，在第二步中，在另外加热和加入水之后产生间苯二甲酸（I）。

公开(公告)号：US07309802B2

公开(公告)日：2007-12-18

申请号：US10417083

申请日：2003-04-17

申请人： Joachim Rheinheimer ,  Wolfgang von Deyn ,  Joachim Gebhardt ,  Michael Rack ,  Rene Lochtman ,  Norbert Götz ,  Michael Keil ,  Matthias Witschel ,  Helmut Hagen ,  Ulf Misslitz ,  Ernst Baumann

发明人： Joachim Rheinheimer ,  Wolfgang von Deyn ,  Joachim Gebhardt ,  Michael Rack ,  Rene Lochtman ,  Norbert Götz ,  Michael Keil ,  Matthias Witschel ,  Helmut Hagen ,  Ulf Misslitz ,  Ernst Baumann

IPC分类号： C07C239/08

CPC分类号： C07C249/06 ,  C07C201/10 ,  C07C201/12 ,  C07C205/44 ,  C07C209/62 ,  C07C251/48 ,  C07C253/00 ,  C07C255/50 ,  C07C315/04 ,  C07C319/14 ,  C07D261/04 ,  C07D413/10 ,  C07C323/09 ,  C07C317/24 ,  C07C317/32 ,  C07C205/06 ,  C07C211/52

摘要： A process is described for preparing isoxazoles of the formula I where the substituents are as defined below: R1 is hydrogen, C1-C6-alkyl, R2 is C1-C6-alkyl, R3, R4, R5 are hydrogen, C1-C6-alkyl, or R4 and R5 together form a bond, R6 is a heterocyclic ring, n is 0, 1 or 2; which comprises preparing an intermediate of the formula VI where R1, R3, R4 and R5 are as defined above, followed by halogenation, thiomethylation, oxidation and acylation to give compounds of the formula I. Also novel intermediates for preparing the compounds of the formula I and novel processes for preparing the intermediates are described.

摘要翻译： 描述了制备式I的异恶唑的方法，其中取代基如下所定义：R 1是氢，C 1 -C 6 - - 烷基，R 2是C 1 -C 6 - 烷基，R 3，R 4， R 5是氢，C 1 -C 6 - 烷基或R 4和/或 R 5一起形成键，R 6是杂环，n是0,1或2; 其包括制备式VI的中间体，其中R 1，R 3，R 4和R 5如上定义，然后进行卤化，硫甲基化，氧化和酰化，得到式I化合物。还有用于制备式I化合物的中间体 并描述了制备中间体的新方法。

公开(公告)号：US07301034B2

公开(公告)日：2007-11-27

申请号：US10332861

申请日：2001-07-17

申请人： Rene Lochtman ,  Michael Keil ,  Joachim Gebhardt ,  Michael Rack ,  Wolfgang von Deyn

发明人： Rene Lochtman ,  Michael Keil ,  Joachim Gebhardt ,  Michael Rack ,  Wolfgang von Deyn

IPC分类号： C07D261/04 ,  C07D261/08

CPC分类号： C07D413/04 ,  C07C319/14 ,  C07D261/04 ,  C07C323/62

摘要： A process for preparing 4-thioalkylbromobenzene derivatives of the formula I where: R1 is C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, halogen, R2 is C1-C6-alkyl, C1-C6-alkoxy, C3-C8-cycloalkyl, C2-C6-alkenyl, cyano or a heterocyclic radical, R3 is C1-C6-alkyl, which comprises reacting a compound of the formula II, in which R1 and R2 are as defined above, with a dialkyl disulfide of the formula III R3—S—S—R3III in the presence of a nitrite and a catalyst in a suitable solvent is described.

摘要翻译： 制备式I的4-硫代烷基溴苯衍生物的方法，其中：R 1是C 1 -C 6 - 烷基，C 1 -C 6 - C 1 -C 6 - 卤代烷基，C 1 -C 6 - 烷氧基，C 1 -C 6 - C 6 - 卤代烷氧基，C 3 -C 8 - 环烷基，卤素，R 2是C 1 -C 6烷基， C 1 -C 6 - 烷基，C 1 -C 6 - 烷氧基，C 3 - C 8 - 环烷基，C 2 -C 6 - 烯基，氰基或杂环基，R 3是 C 1 -C 6 - C 6 - 烷基，其包括使式II化合物（其中R 1和R 2） / SUP>如上所定义，与式III的二烷基二硫化物<？in-line-formula description =“In-line Formulas”end =“lead”？> R 3 -SSR < 描述了在合适的溶剂中存在亚硝酸盐和催化剂的情况下，在实施例3中描述的“In-line-formula description =”In-Line Formulas“end =”tail“？>

公开(公告)号：US20070161800A1

公开(公告)日：2007-07-12

申请号：US11684630

申请日：2007-03-11

申请人： Joachim Rheinheimer ,  Wolfgang von Deyn ,  Joachim Gebhardt ,  Michael Rack ,  Rene Lochtman ,  Norbert Gotz ,  Michael Keil ,  Matthias Witschel ,  Helmut Hagen ,  Ulf Misslitz ,  Ernst Boumann

发明人： Joachim Rheinheimer ,  Wolfgang von Deyn ,  Joachim Gebhardt ,  Michael Rack ,  Rene Lochtman ,  Norbert Gotz ,  Michael Keil ,  Matthias Witschel ,  Helmut Hagen ,  Ulf Misslitz ,  Ernst Boumann

IPC分类号： C07D261/02 ,  C07C317/32

CPC分类号： C07C249/06 ,  C07C201/10 ,  C07C201/12 ,  C07C205/44 ,  C07C209/62 ,  C07C251/48 ,  C07C253/00 ,  C07C255/50 ,  C07C315/04 ,  C07C319/14 ,  C07D261/04 ,  C07D413/10 ,  C07C323/09 ,  C07C317/24 ,  C07C317/32 ,  C07C205/06 ,  C07C211/52

摘要： A process is described for preparing isoxazoles of the formula I where the substituents are as defined below: R1 is hydrogen, C1-C6-alkyl, R2 is C1-C6-alkyl, R3, R4, R5 are hydrogen, C1-C6-alkyl, or R4 and R5 together form a bond, R6 is a heterocyclic ring, n is 0, 1 or 2; which comprises preparing an intermediate of the formula VI where R1, R3, R4 and R5 are as defined above, followed by halogenation, thiomethylation, oxidation and acylation to give compounds of the formula I. Also novel intermediates for preparing the compounds of the formula I and novel processes for preparing the intermediates are described.

摘要翻译： 描述了制备式I的异恶唑的方法，其中取代基如下所定义：R 1是氢，C 1 -C 6 - - 烷基，R 2是C 1 -C 6 - 烷基，R 3，R 4， R 5是氢，C 1 -C 6 - 烷基或R 4和/或 R 5一起形成键，R 6是杂环，n是0,1或2; 其包括制备式VI的中间体，其中R 1，R 3，R 4和R 5如上定义，然后进行卤化，硫甲基化，氧化和酰化，得到式I化合物。还有用于制备式I化合物的中间体 并描述了制备中间体的新方法。

公开(公告)号：US20060293520A1

公开(公告)日：2006-12-28

申请号：US10581072

申请日：2004-12-01

申请人： Gerhard Hamprecht ,  Michael Puhl ,  Bernd Wolf ,  Michael Keil ,  Robert Reinhard ,  Werner Steitz ,  Guido Mayer

发明人： Gerhard Hamprecht ,  Michael Puhl ,  Bernd Wolf ,  Michael Keil ,  Robert Reinhard ,  Werner Steitz ,  Guido Mayer

IPC分类号： C07D403/02

CPC分类号： C07D239/54 ,  C07D239/56

摘要： A process is described for preparing 3-phenyl(thio)uracils or 3-phenyldithiouracils of the formula I, by reacting a phenyl iso(thio)cyanate of the formula II with an enamine of the formula III and, if appropriate, in a further step, the resulting 3-phenyl(thio)uracil or 3-phenyldithiouracil of the formula I where R1=R1a, when R1=hydrogen, is reacted with an aminating agent of the formula IV to give 3-phenyl(thio)uracils or 3-phenyldithiouracils of the formula I where R1=amino where the variables R1, R1a, R2, R3, R4, X1, X2, X3, Ar, A and L1 are each as defined in claim 1.

摘要翻译： 描述了制备式I的3-苯基（硫代）尿嘧啶或3-苯基二硫尿嘧啶的方法，通过使式II的苯基异（硫代）氰酸酯与式III的烯胺反应，如果合适， 步骤，得到的式I的3-苯基（硫代）尿嘧啶或3-苯基二硫尿嘧啶，其中R 1 = R 1a，R 1， =氢，与式IV的胺化剂反应，得到式I的3-苯基（硫代）尿嘧啶或3-苯基二硫尿嘧啶，其中R 1 =氨基，其中变量R 1 R 1，R 2，R 2，R 3，R 4，X 1， X 2，X 3，X 3，Ar，A和L 1各自如权利要求1所定义。

公开(公告)号：US20050113597A1

公开(公告)日：2005-05-26

申请号：US10505475

申请日：2003-02-06

申请人： Guido Mayer ,  Oliver Cullmann ,  Bernd Wolf ,  Michael Keil

发明人： Guido Mayer ,  Oliver Cullmann ,  Bernd Wolf ,  Michael Keil

IPC分类号： C07C249/12 ,  C07B61/00 ,  C07C251/38 ,  C07C251/48

CPC分类号： C07C249/12 ,  C07C251/48

摘要： A process for preparing 2-(chloromethyl)phenylacetic acid derivatives of the formula I, where X is C1-C4-alkoxy or methylamino, by ether cleavage of compounds of the formula II, where R is C1-C4-alkyl, C1-C4-alkoxy, C1-C2-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkylcarbonyloxy, halogen, nitro or cyano and X is as defined above comprises carrying out the reaction in the presence of hydrogen chloride and an inert solvent, and adding a catalyst to the reaction mixture selected from the group consisting of iron, indium and halides, oxides and triflates thereof.

摘要翻译： 一种制备式I的2-（氯甲基）苯乙酸衍生物的方法，其中X是C 1 -C 4 - 烷氧基或甲基氨基，通过醚 式II，其中R是C 1 -C 4 - 烷基，C 1 -C 4 - 烷氧基 ，C 1 -C 2 - 卤代烷基，C 1 -C 4 - 烷基羰基，C 1 烷基羰基氧基，卤素，硝基或氰基，X如上定义，包括在氯化氢和惰性溶剂的存在下进行反应，并将催化剂加入到 反应混合物选自铁，铟和卤化物，氧化物和三氟甲磺酸盐。