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    Method for Producing 5-Halo-2,4,6-Trifluoroisophthalic Acid
    3.
    发明申请
    Method for Producing 5-Halo-2,4,6-Trifluoroisophthalic Acid 审中-公开
    5-卤代-2,4,6-三氟间苯二甲酸的制备方法

    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）。

    Method for manufacturing aryl carboxamides
    4.
    发明授权
    Method for manufacturing aryl carboxamides 有权
    芳基甲酰胺的制备方法

    公开(公告)号：US08350046B2

    公开(公告)日：2013-01-08

    申请号：US12990892

    申请日：2009-05-06

    申请人： Wolfgang Reichert ,  Christopher Koradin ,  Sebastian Peer Smidt ,  Volker Maywald ,  Bernd Wolf ,  Michael Rack ,  Thomas Zierke ,  Michael Keil

    发明人： Wolfgang Reichert ,  Christopher Koradin ,  Sebastian Peer Smidt ,  Volker Maywald ,  Bernd Wolf ,  Michael Rack ,  Thomas Zierke ,  Michael Keil

    IPC分类号： C07D213/82 ,  C07D231/14

    CPC分类号： C07C231/02 ,  C07C2601/14 ,  C07D213/82 ,  C07D231/14 ,  C07D231/16 ,  C07C233/65 ,  C07C233/75

    摘要： A process for preparing arylcarboxamides of the formula (I) where Ar=a mono- to trisubstituted phenyl, pyridyl or pyrazolyl ring, where the substituents are selected from halogen, C1-C4-alkyl and C1-C4-haloalkyl; M=thienyl or phenyl, which may bear a halogen substituent; Q=direct bond, cyclopropylene, fused bicyclo[2.2.1]heptane or bicyclo[2.2.1]heptene ring; R1=hydrogen, halogen, C1-C6-alkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, mono- to trisubstituted phenyl, where the substituents are selected from halogen and trifluoromethylthio, or cyclopropyl; by reacting an acid chloride of the formula (II) with an arylamine (III) in a suitable nonaqueous solvent, wherein, in the absence of an auxiliary base, a) the acid chloride (II) is initially charged, b) a pressure of from 0 to 700 mbar is established, c) the arylamine (III) is metered in an approximately stoichiometric amount and d) the product of value is isolated.

    摘要翻译： 制备式（I）的芳基羧酰胺的方法，其中Ar =单 - 三取代的苯基，吡啶基或吡唑基环，其中取代基选自卤素，C 1 -C 4 - 烷基和C 1 -C 4卤代烷基; M =噻吩基或苯基，其可以带有卤素取代基; Q =直接键合，亚环丙基，稠合双环[2.2.1]庚烷或双环[2.2.1]庚烯环; R1 =氢，卤素，C1-C6-烷基，C1-C4-烷氧基，C1-C4-卤代烷氧基，一至三取代的苯基，其中取代基选自卤素和三氟甲硫基，或环丙基; 通过使式（II）的酰氯与芳基胺（III）在合适的非水溶剂中反应，其中在没有辅助碱的情况下，a）最初加入酰氯（II），b） 建立0至700毫巴，c）芳基胺（III）以约化学计量的量计量，并且d）分离产物的值。

    Process for preparing alkyl 2-alkoxymethylene-4,4-difluoro-3-oxobutyrates
    5.
    发明申请
    Process for preparing alkyl 2-alkoxymethylene-4,4-difluoro-3-oxobutyrates 有权
    制备2-烷氧基亚甲基-4,4-二氟-3-氧代丁酸烷基酯的方法

    公开(公告)号：US20110004002A1

    公开(公告)日：2011-01-06

    申请号：US12919842

    申请日：2009-02-27

    申请人： Volker Maywald ,  Sebastian Peer Smidt ,  Bernd Wolf ,  Christopher Koradin ,  Thomas Zierke ,  Michael Rack ,  Michael Keil

    发明人： Volker Maywald ,  Sebastian Peer Smidt ,  Bernd Wolf ,  Christopher Koradin ,  Thomas Zierke ,  Michael Rack ,  Michael Keil

    IPC分类号： C07D231/14 ,  C07C69/66

    CPC分类号： C07D231/14 ,  C07C67/343 ,  C07C69/72

    摘要： A process for preparing alkyl 2-alkoxymethylene-4,4-difluoro-3-oxobutyrates (VI) where R is methyl or ethyl, from crude reaction mixtures of alkyl 4,4-difluoroacetoacetates (I) by a) reacting where M is a sodium or potassium ion, and without additional solvent to form an enolate (V) b) releasing the corresponding alkyl 4,4-difluoroacetoacetate (I) from the enolate (V) by means of acid, c) removing the salt formed from cation M and acid anion as a solid and d) converting (I), without isolation from the crude reaction mixture, to the alkyl 2-alkoxymethylene-4,4-difluoro-3-oxobutyrate (VI), and the use of (VI) for preparing 1-methyl-3-difluoromethyl-pyrazol-3-ylcarboxyates VII

    摘要翻译： 由烷基4,4-二氟乙酰乙酸酯（I）的粗反应混合物制备R为甲基或乙基的2-烷氧基亚甲基-4,4-二氟-3-氧代丁酸烷基酯（VI）的方法，通过a）使M 钠离子或钾离子，无另外的溶剂以形成烯醇化物（Ⅴ）b）通过酸从烯醇化物（Ⅴ）中释出相应的4,4-二氟乙酰乙酸烷基酯（Ⅰ），c）除去由阳离子M形成的盐 和酸阴离子作为固体，以及d）将（I）从粗反应混合物中分离出来，转化为2-烷氧基亚甲基-4,4-二氟-3-氧代丁酸烷基酯（VI），以及（VI）用于 制备1-甲基-3-二氟甲基 - 吡唑-3-基羧酸酯VII

    Method for the production of halogen-substituted 2-(aminomethylidene)-3-oxobutyric acid esters
    6.
    发明授权
    Method for the production of halogen-substituted 2-(aminomethylidene)-3-oxobutyric acid esters 有权
    卤素取代的2-（氨基亚甲基）-3-氧代丁酸酯的制备方法

    公开(公告)号：US08586750B2

    公开(公告)日：2013-11-19

    申请号：US12990364

    申请日：2009-04-30

    申请人： Thomas Zierke ,  Volker Maywald ,  Michael Rack ,  Sebastian Peer Smidt ,  Michael Keil ,  Bernd Wolf ,  Christopher Koradin

    发明人： Thomas Zierke ,  Volker Maywald ,  Michael Rack ,  Sebastian Peer Smidt ,  Michael Keil ,  Bernd Wolf ,  Christopher Koradin

    IPC分类号： C07D295/145 ,  C07D211/34 ,  C07D265/30

    CPC分类号： C07D295/145 ,  C07D231/14

    摘要： The present invention relates to a process for preparing 2-(aminomethylidene)-4,4-dihalo-3-oxobutyric esters of the formula (I), wherein R1, R2, R3 are C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C3-C10-cycloalkyl or benzyl, and/or R2 together with R3 and the nitrogen atom to which the two radicals are attached are a heterocyclic radical, in which a corresponding 3-aminoacrylic ester is reacted with a halogen-substituted acetyl fluoride in the presence of at least one alkali or alkaline earth metal fluoride; and the further conversion of halogen-substituted 2-(aminomethylidene)-3-oxobutyric esters of the formula (I) to halomethyl-substituted pyrazol-4-ylcarboxylic acids and their esters.

    摘要翻译： 本发明涉及制备式（I）的2-（氨基亚甲基）-4,4-二卤代-3-氧代丁酸酯的方法，其中R1，R2，R3是C1-C6-烷基，C1-C6-卤代烷基 ，C 2 -C 6 - 烯基，C 3 -C 10 - 环烷基或苄基，和/或R 2与R 3和两个基团所连接的氮原子是杂环基团，其中相应的3-氨基丙烯酸酯与 卤素取代的乙酰氟在至少一种碱金属或碱土金属氟化物的存在下; 以及将式（I）的卤素取代的2-（氨基亚甲基）-3-氧代丁酸酯进一步转化为卤代甲基取代的吡唑-4-基羧酸及其酯。

    Method for the production of substituted 2-aryl malonic acid esters
    8.
    发明申请
    Method for the production of substituted 2-aryl malonic acid esters 审中-公开
    制备取代的2-芳基丙二酸酯的方法

    公开(公告)号：US20100056820A1

    公开(公告)日：2010-03-04

    申请号：US12522211

    申请日：2008-01-21

    申请人： Volker Maywald ,  Christian Ott ,  Bernd Wolf ,  Manfred Ehresmann ,  Michael Rack ,  Michael Keil ,  Sebastian Peer Smidt

    发明人： Volker Maywald ,  Christian Ott ,  Bernd Wolf ,  Manfred Ehresmann ,  Michael Rack ,  Michael Keil ,  Sebastian Peer Smidt

    IPC分类号： C07C69/34

    CPC分类号： C07C17/12 ,  C07C67/343 ,  C07C25/13 ,  C07C69/65

    摘要： The present invention relates to a process for preparing substituted 2-arylmalonic esters of the general formula I in which R is C1-C6-alkyl or C1-C4-alkoxy-C1-C4-alkyl; Ar is phenyl or a heteroaromatic 5- or 6-membered ring; where each carbon atom present in the radicals mentioned above optionally carries a substituent RA; RA is F, Cl, CN, NO2, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, etc., or two adjacent substituents RA together with the carbon atoms to which they are attached form a ring; and where a malonic ester is reacted with a base and an aryl bromide in the presence of a copper salt, which comprises employing from 0.1 to 0.65 molar equivalents of the base per molar equivalent of the malonic ester.

    摘要翻译： 本发明涉及制备通式Ⅰ的取代的2-芳基丙二酸酯的方法，其中R是C 1 -C 6 - 烷基或C 1 -C 4 - 烷氧基-C 1 -C 4烷基; Ar是苯基或杂芳族5或6元环; 其中存在于上述基团中的每个碳原子任选地带有取代基RA; RA是F，Cl，CN，NO 2，C 1 -C 4 - 烷基，C 1 -C 4卤代烷基，C 1 -C 4 - 烷氧基，C 1 -C 4 - 卤代烷氧基等，或两个相邻的取代基RA与它们 连接形成环; 并且其中丙二酸酯在铜盐存在下与碱和芳基溴反应，其包括使用每摩尔当量丙二酸酯0.1至0.65摩尔当量的碱。

    Process for preparing 2-(aminomethylidene)-4,4-difluoro-3-oxobutyric esters
    9.
    发明授权
    Process for preparing 2-(aminomethylidene)-4,4-difluoro-3-oxobutyric esters 有权
    制备2-（氨基亚甲基）-4,4-二氟-3-氧代丁酸酯的方法

    公开(公告)号：US08314233B2

    公开(公告)日：2012-11-20

    申请号：US12990359

    申请日：2009-04-30

    申请人： Thomas Zierke ,  Volker Maywald ,  Michael Rack ,  Sebastian Peer Smidt ,  Michael Keil ,  Bernd Wolf ,  Christopher Koradin

    发明人： Thomas Zierke ,  Volker Maywald ,  Michael Rack ,  Sebastian Peer Smidt ,  Michael Keil ,  Bernd Wolf ,  Christopher Koradin

    IPC分类号： C07D295/145 ,  C07D211/34 ,  C07D265/30

    CPC分类号： C07D231/14 ,  C07C229/30 ,  C07D295/145

    摘要： The present invention relates to a process for preparing difluoromethyl-substituted pyrazol-4-ylcarboxylic acids and their esters, 2-(aminomethylidene)-4,4-difluoro-3-oxobutteric esters of the formula (I) in which R1, R2 and R3 independently of one another are C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C3-C10-cycloalkyl or benzyl or NR2R3 is a 5- to 10-membered heterocyclic radical, to a process for preparing compounds of the formula (I) wherein an appropriate 3-aminoacrylic ester is reacted with difluoroacetyl fluoride and to the use of compounds of the formula (I) in the process for preparing difluoromethyl-substituted pyrazol-4-ylcarboxylic acids and their esters.

    摘要翻译： 本发明涉及式（I）的二氟甲基取代的吡唑-4-基羧酸及其酯，2-（氨基亚甲基）-4,4-二氟-3-氧代苦味酯的方法，其中R 1，R 2和 R 3彼此独立地是C 1 -C 6 - 烷基，C 1 -C 6 - 卤代烷基，C 2 -C 6 - 烯基，C 3 -C 10 - 环烷基或苄基或NR 2 R 3是5-至10-元杂环基， 式（I）的化合物，其中适当的3-氨基丙烯酸酯与二氟乙酰氟反应，以及在制备二氟甲基取代的吡唑-4-基羧酸及其酯的方法中使用式（I）的化合物。

    Method For Manufacturing Aryl Carboxamides
    10.
    发明申请
    Method For Manufacturing Aryl Carboxamides 有权
    芳基酰胺制备方法

    公开(公告)号：US20110054183A1

    公开(公告)日：2011-03-03

    申请号：US12990892

    申请日：2009-05-06

    申请人： Wolfgang Reichert ,  Christopher Koradin ,  Sebastian Peer Smidt ,  Volker Maywald ,  Bernd Wolf ,  Michael Rack ,  Thomas Zierke ,  Michael Keil

    发明人： Wolfgang Reichert ,  Christopher Koradin ,  Sebastian Peer Smidt ,  Volker Maywald ,  Bernd Wolf ,  Michael Rack ,  Thomas Zierke ,  Michael Keil

    IPC分类号： C07D213/82 ,  C07D231/14

    CPC分类号： C07C231/02 ,  C07C2601/14 ,  C07D213/82 ,  C07D231/14 ,  C07D231/16 ,  C07C233/65 ,  C07C233/75

    摘要： A process for preparing arylcarboxamides of the formula (I) whereAr =a mono- to trisubstituted phenyl, pyridyl or pyrazolyl ring, where the substituents are selected from halogen, Ci-C4-alkyl and C1-C4-haloalkyl;M =thienyl or phenyl, which may bear a halogen substituent;Q =direct bond, cyclopropylene, fused bicycio[2.2.1]heptane or bicyclo[2.2.1]heptene ring;R1 =hydrogen, halogen, C1-C6-alkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, mono- to trisubstituted phenyl, where the substituents are selected from halogen and trifluoromethylthio, or cyclopropyl;by reacting an acid chloride of the formula (II) with an arylamine (III) in a suitable nonaqueous solvent, wherein, in the absence of an auxiliary base,a) the acid chloride (II) is initially charged,b) a pressure of from 0 to 700 mbar is established,c) the arylamine (III) is metered in in an approximately stoichiometric amount andd) the product of value is isolated.

    摘要翻译： 制备式（I）的芳基甲酰胺的方法，其中Ar =单 - 三取代的苯基，吡啶基或吡唑基环，其中取代基选自卤素，C 1 -C 4烷基和C 1 -C 4卤代烷基; M =噻吩基或苯基，其可以带有卤素取代基; Q =直接键合，亚环丙基，稠合二环[2.2.1]庚烷或双环[2.2.1]庚烯环; R1 =氢，卤素，C1-C6-烷基，C1-C4-烷氧基，C1-C4-卤代烷氧基，一至三取代的苯基，其中取代基选自卤素和三氟甲硫基，或环丙基; 通过使式（II）的酰氯与芳基胺（III）在合适的非水溶剂中反应，其中在没有辅助碱的情况下，a）最初加入酰氯（II），b） 建立0至700毫巴，c）芳基胺（III）以约化学计量的量计量，并且d）分离产物的值。