公开(公告)号：US20100174094A1

公开(公告)日：2010-07-08

申请号：US12601966

申请日：2008-05-30

申请人： Thomas Zierke ,  Joachim Rheinheimer ,  Michael Rack ,  Sebastian Peer Smidt ,  Ansgar Gereon Altenhoff ,  Joachim Schmidt-Leithoff ,  Nina Challand

发明人： Thomas Zierke ,  Joachim Rheinheimer ,  Michael Rack ,  Sebastian Peer Smidt ,  Ansgar Gereon Altenhoff ,  Joachim Schmidt-Leithoff ,  Nina Challand

IPC分类号： C07D231/18 ,  C07D231/12

CPC分类号： C07D231/14

摘要： The present invention relates to a process for preparing N-substituted (3-dihalomethylpyrazol-4-yl)carboxamides of the formula (I) in which R1 is optionally substituted phenyl or C3-C7-cycloalkyl, R1a is hydrogen or fluorine, or R1a together with R1 is optionally substituted C3-C5-alkanediyl or C5-C7-cycloalkanediyl, R2 is C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl or C1-C4-alkoxy-C1-C2-alkyl, X is F or Cl and n is 0, 1, 2 or 3; which comprises A) providing a compound of the formula (II) in which X is F or Cl, Y is Cl or Br and R2 has one of the meanings given above and B) reacting a compound of the formula (II) with carbon monoxide and a compound of the formula (III) in which R1, R1a and n have one of the meanings given above; in the presence of a palladium catalyst; to intermediates used for the preparation according to the process according to the invention, and also to processes for their preparation.

摘要翻译： 本发明涉及式（I）的N-取代的（3-二卤代甲基吡唑-4-基）甲酰胺的制备方法，其中R 1为任选取代的苯基或C 3 -C 7 - 环烷基，R 1a为氢或氟，或R 1a R 1是C 1 -C 6 - 烷基，C 2 -C 6 - 烯基，C 2 -C 6炔基或C 1 -C 4 - 烷氧基-C 1 -C 2 - 烷基，其中R 1是任选取代的C 3 -C 5 - 烷二基或C 5 -C 7 - 环烷二基， X是F或Cl，n是0,1,2或3; 其包括A）提供其中X为F或Cl，Y为Cl或Br的式（II）化合物，R 2具有上述含义之一，B）使式（II）化合物与一氧化碳 和其中R1，R1a和n具有上述含义之一的式（III）化合物; 在钯催化剂的存在下; 用于根据本发明的方法制备的中间体，以及其制备方法。

公开(公告)号：US08153820B2

公开(公告)日：2012-04-10

申请号：US12601966

申请日：2008-05-30

申请人： Thomas Zierke ,  Joachim Rheinheimer ,  Michael Rack ,  Sebastian Peer Smidt ,  Ansgar Gereon Altenhoff ,  Joachim Schmidt-Leithoff ,  Nina Challand

发明人： Thomas Zierke ,  Joachim Rheinheimer ,  Michael Rack ,  Sebastian Peer Smidt ,  Ansgar Gereon Altenhoff ,  Joachim Schmidt-Leithoff ,  Nina Challand

IPC分类号： C07D231/10

CPC分类号： C07D231/14

摘要： The present invention relates to a process for preparing N-substituted (3-dihalomethylpyrazol-4-yl)carboxamides of the formula (I) in which R1 is optionally substituted phenyl or C3-C7-cycloalkyl, R1a is hydrogen or fluorine, or R1a together with R1 is optionally substituted C3-C5-alkanediyl or C5-C7-cycloalkanediyl, R2 is C1-C6-alkyl, C2-C6-alkenyl, C2-C6-alkynyl or C1-C4-alkoxy-C1-C2-alkyl, X is F or Cl and n is 0, 1, 2 or 3; which comprises A) providing a compound of the formula (II) in which X is F or Cl, Y is Cl or Br and R2 has one of the meanings given above and B) reacting a compound of the formula (II) with carbon monoxide and a compound of the formula (III) in which R1, R1a and n have one of the meanings given above; in the presence of a palladium catalyst; to intermediates used for the preparation according to the process according to the invention, and also to processes for their preparation.

摘要翻译： 本发明涉及式（I）的N-取代的（3-二卤代甲基吡唑-4-基）甲酰胺的制备方法，其中R 1为任选取代的苯基或C 3 -C 7 - 环烷基，R 1a为氢或氟，或R 1a R 1是C 1 -C 6 - 烷基，C 2 -C 6 - 烯基，C 2 -C 6炔基或C 1 -C 4 - 烷氧基-C 1 -C 2 - 烷基，其中R 1是任选取代的C 3 -C 5 - 烷二基或C 5 -C 7 - 环烷二基， X是F或Cl，n是0,1,2或3; 其包括A）提供其中X为F或Cl，Y为Cl或Br的式（II）化合物，R 2具有上述含义之一，B）使式（II）化合物与一氧化碳 和其中R1，R1a和n具有上述含义之一的式（III）化合物; 在钯催化剂的存在下; 用于根据本发明的方法制备的中间体，以及其制备方法。

公开(公告)号：US08703992B2

公开(公告)日：2014-04-22

申请号：US12994271

申请日：2009-05-25

申请人： Nina Challand ,  Ansgar Gereon Altenhoff ,  Joachim Schmidt-Leithoff ,  Kathrin Wissel-Stoll ,  Michael Rack ,  Joachim Rheinheimer

发明人： Nina Challand ,  Ansgar Gereon Altenhoff ,  Joachim Schmidt-Leithoff ,  Kathrin Wissel-Stoll ,  Michael Rack ,  Joachim Rheinheimer

IPC分类号： C07C67/36

CPC分类号： C07C231/10 ,  C07C51/10 ,  C07C67/36 ,  C07C63/04 ,  C07C69/76 ,  C07C235/84

摘要： Process for the preparation of aromatic and heteroaromatic carboxylic acids, carboxylic acid esters and carboxamides by the reaction of aromatic or heteroaromatic halides R—Xn, in which n=integer from 1 to 6, R=substituted or unsubstituted and aromatic or heteroaromatic radical and X=chlorine, bromine or iodine atom, with carbon monoxide and water, ammonia, alcohols or amines in the presence of bases and zero-valent or divalent palladium compounds and bidentate diphosphanes or complexes of zero-valent or divalent palladium with bidentate diphosphanes, in which use is made of bidentate diphosphanes (R1—)(R2—)P—Y—P(—R3)(—R4) in which R1 to R4=unsubstituted aryl radicals or aryl radicals substituted with at least one radical exhibiting a positive resonance effect or a positive inductive effect, or unsubstituted or substituted cycloalkyl radicals, and Y=hydrocarbon group with a total of 2 to 20 carbon atoms, in which at least one of the carbon atoms carries only one or no hydrogen atom as substituent; except for the reaction of 4-bromo-3-difluoromethyl-1-methylpyrazole with 2-(3,4,5-trifluorophenyl)aniline and carbon monoxide to give N-[2-(3,4,5-trifluorophenyl)phenyl]-3-difluoromethyl-1-methylpyrazole-4-carboxamide.

摘要翻译： 通过芳族或杂芳族卤化物R-Xn的反应制备芳族和杂芳族羧酸，羧酸酯和羧酰胺的方法，其中n = 1至6的整数，R =取代或未取代的芳族或杂芳族基团和X 在碱和零价或二价钯化合物和二价二膦或零价或二价钯与二齿二膦的配合物存在下，用一氧化碳和水，氨，醇或胺进行氯，溴或碘原子，其中 使用二价二膦（R1 - ）（R2-）P-Y-P（-R3）（ - R4），其中R1至R4 =未取代的芳基或被至少一个表现出正共振效应的基团取代的芳基 或正电感效应，或未取代或取代的环烷基，Y =总共2至20个碳原子的烃基，其中至少一个碳原子仅携带一个或不具有氢原子 原子作为取代基; 除了4-溴-3-二氟甲基-1-甲基吡唑与2-（3,4,5-三氟苯基）苯胺和一氧化碳反应，得到N- [2-（3,4,5-三氟苯基）苯基] -3-二氟甲基-1-甲基吡唑-4-甲酰胺。

公开(公告)号：US20110172456A1

公开(公告)日：2011-07-14

申请号：US12994271

申请日：2009-05-25

申请人： Nina Challand ,  Ansgar Gereon Altenhoff ,  Joachim Schmidt-Leithoff ,  Kathrin Wissel-Stoll ,  Michael Rack ,  Joachim Rheinheimer

发明人： Nina Challand ,  Ansgar Gereon Altenhoff ,  Joachim Schmidt-Leithoff ,  Kathrin Wissel-Stoll ,  Michael Rack ,  Joachim Rheinheimer

IPC分类号： C07C69/95 ,  C07C65/32 ,  C07C231/12

CPC分类号： C07C231/10 ,  C07C51/10 ,  C07C67/36 ,  C07C63/04 ,  C07C69/76 ,  C07C235/84

摘要： Process for the preparation of aromatic and heteroaromatic carboxylic acids, carboxylic acid esters and carboxamides by the reaction of aromatic or heteroaromatic halides R—Xn, in which n=integer from 1 to 6, R=substituted or unsubstituted and aromatic or heteroaromatic radical and X=chlorine, bromine or iodine atom, with carbon monoxide and water, ammonia, alcohols or amines in the presence of bases and zero-valent or divalent palladium compounds and bidentate diphosphanes or complexes of zero-valent or divalent palladium with bidentate diphosphanes, in which use is made of bidentate diphosphanes (R1—)(R2—)P—Y—P(—R3)(—R4) in which R1 to R4=unsubstituted aryl radicals or aryl radicals substituted with at least one radical exhibiting a positive resonance effect or a positive inductive effect, or unsubstituted or substituted cycloalkyl radicals, and Y=hydrocarbon group with a total of 2 to 20 carbon atoms, in which at least one of the carbon atoms carries only one or no hydrogen atom as substituent; except for the reaction of 4-bromo-3-difluoromethyl-1-methylpyrazole with 2-(3,4,5-trifluorophenyl)aniline and carbon monoxide to give N-[2-(3,4,5-trifluorophenyl)phenyl]-3-difluoromethyl-1-methylpyrazole-4-carboxamide.

摘要翻译： 通过芳族或杂芳族卤化物R-Xn的反应制备芳族和杂芳族羧酸，羧酸酯和羧酰胺的方法，其中n = 1至6的整数，R =取代或未取代的芳族或杂芳族基团和X 在碱和零价或二价钯化合物和二价二膦或零价或二价钯与二齿二膦的配合物存在下，用一氧化碳和水，氨，醇或胺进行氯，溴或碘原子，其中 使用二价二膦（R1 - ）（R2-）P-Y-P（-R3）（ - R4），其中R1至R4 =未取代的芳基或被至少一个表现出正共振效应的基团取代的芳基 或正电感效应，或未取代或取代的环烷基，Y =总共2至20个碳原子的烃基，其中至少一个碳原子仅携带一个或不具有氢原子 原子作为取代基; 除了4-溴-3-二氟甲基-1-甲基吡唑与2-（3,4,5-三氟苯基）苯胺和一氧化碳反应，得到N- [2-（3,4,5-三氟苯基）苯基] -3-二氟甲基-1-甲基吡唑-4-甲酰胺。

公开(公告)号：US20110105766A1

公开(公告)日：2011-05-05

申请号：US13001070

申请日：2009-06-22

申请人： Sebastian Peer Smidt ,  Volker Maywald ,  Kathrin Wissel-Stoll ,  Joachim Schmidt-Leithoff ,  Ansgar Gereon Altenhoff ,  Michael Keil

发明人： Sebastian Peer Smidt ,  Volker Maywald ,  Kathrin Wissel-Stoll ,  Joachim Schmidt-Leithoff ,  Ansgar Gereon Altenhoff ,  Michael Keil

IPC分类号： C07D231/10 ,  C07C205/06 ,  C07C211/43

CPC分类号： C07C205/11 ,  C07C201/12

摘要： A process for preparing substituted biphenyls of the formula I where R1=nitro or amino, R2=cyano, halogen, C1-C4-haloalkyl, C1-C4-haloalkoxy or C1-C4-haloalkylthio, n=from 0 to 3, and R3=hydrogen, cyano or halogen, which comprises reacting a halobenzene of the formula II in which Hal is chlorine or bromine, in the presence of a base and of a palladium catalyst which consists of palladium and a bidentate phosphorus ligand of the formula III where Ar is phenyl which is substituted if desired and R4 and R5 are each C1-C8-alkyl or C3-C6-cycloalkyl or together form a 2- to 7-membered bridge which may, if desired, bear a C1-C6-alkyl substituent, in a solvent or diluent, with a phenylboronic acid IVa a diphenylborinic acid IVb or a mixture of IVa and IVb.

摘要翻译： 制备式I的取代的联苯的方法，其中R 1 =硝基或氨基，R 2 =氰基，卤素，C 1 -C 4卤代烷基，C 1 -C 4卤代烷氧基或C 1 -C 4卤代烷硫基，n = 0至3， =氢，氰基或卤素，其包括在碱的存在下使Hal为氯或溴的式II的卤代苯与由式III的二齿磷配体组成的钯催化剂反应，其中Ar 是如果需要被取代的苯基，并且R 4和R 5各自是C 1 -C 8 - 烷基或C 3 -C 6 - 环烷基或一起形成2-7元桥，如果需要，其可以具有C 1 -C 6烷基取代基， 在溶剂或稀释剂中与苯基硼酸IVa为二苯基硼酸IVb或IVa和IVb的混合物。

公开(公告)号：US08461390B2

公开(公告)日：2013-06-11

申请号：US13001070

申请日：2009-06-22

申请人： Sebastian Peer Smidt ,  Volker Maywald ,  Kathrin Wissel-Stoll ,  Joachim Schmidt-Leithoff ,  Ansgar Gereon Altenhoff ,  Michael Keil

发明人： Sebastian Peer Smidt ,  Volker Maywald ,  Kathrin Wissel-Stoll ,  Joachim Schmidt-Leithoff ,  Ansgar Gereon Altenhoff ,  Michael Keil

IPC分类号： C07C205/06

CPC分类号： C07C205/11 ,  C07C201/12

摘要： A process for preparing substituted biphenyls of the formula I where R1=nitro or amino, R2=cyano, halogen, C1-C4-haloalkyl, C1-C4-haloalkoxy or C1-C4-haloalkylthio, n=from 0 to 3, and R3=hydrogen, cyano or halogen, which comprises reacting a halobenzene of the formula II in which Hal is chlorine or bromine, in the presence of a base and of a palladium catalyst which consists of palladium and a bidentate phosphorus ligand of the formula III where Ar is phenyl which is substituted if desired and R4 and R5 are each C1-C8-alkyl or C3-C6-cycloalkyl or together form a 2- to 7-membered bridge which may, if desired, bear a C1-C6-alkyl substituent, in a solvent or diluent, with a phenylboronic acid IVa a diphenylborinic acid IVb or a mixture of IVa and IVb.

摘要翻译： 制备式I的取代的联苯的方法，其中R 1 =硝基或氨基，R 2 =氰基，卤素，C 1 -C 4卤代烷基，C 1 -C 4卤代烷氧基或C 1 -C 4卤代烷硫基，n = 0至3， =氢，氰基或卤素，其包括在碱的存在下使Hal为氯或溴的式II的卤代苯与由式III的二齿磷配体组成的钯催化剂反应，其中Ar 是如果需要被取代的苯基，并且R 4和R 5各自是C 1 -C 8 - 烷基或C 3 -C 6 - 环烷基或一起形成2-7元桥，如果需要，其可以具有C 1 -C 6烷基取代基， 在溶剂或稀释剂中与苯基硼酸IVa为二苯基硼酸IVb或IVa和IVb的混合物。

公开(公告)号：US08709544B2

公开(公告)日：2014-04-29

申请号：US13511051

申请日：2010-11-22

申请人： Oliver Neu ,  Michael Siemer ,  Ansgar Gereon Altenhoff ,  Harald Schaefer ,  Angelika Maria Steinbrecher

发明人： Oliver Neu ,  Michael Siemer ,  Ansgar Gereon Altenhoff ,  Harald Schaefer ,  Angelika Maria Steinbrecher

IPC分类号： B05D3/02

CPC分类号： C08G18/2027 ,  C08G18/6225 ,  C08G18/792 ,  C09D175/04

摘要： The present invention relates to coating compositions for polyurethane coating materials that feature new catalysts.

摘要翻译： 本发明涉及具有新催化剂的聚氨酯涂料的涂料组合物。

公开(公告)号：US08586794B2

公开(公告)日：2013-11-19

申请号：US13055604

申请日：2009-07-13

申请人： Martin Ernst ,  Alfred Oftring ,  Kathrin Wissel-Stoll ,  Oemer Uensal ,  Stephan Freyer ,  Ansgar Gereon Altenhoff ,  Wolfgang Staffel

发明人： Martin Ernst ,  Alfred Oftring ,  Kathrin Wissel-Stoll ,  Oemer Uensal ,  Stephan Freyer ,  Ansgar Gereon Altenhoff ,  Wolfgang Staffel

IPC分类号： C07C209/00 ,  C07C211/00 ,  C08G63/48 ,  C08G63/91 ,  C08L67/00 ,  C08L67/02

CPC分类号： C07C211/36

摘要： The present invention relates to 5-isopropyl-3-aminomethyl-2-methyl-1-aminocyclohexane (carvonediamine) and to a process for preparation thereof by a) reacting carvone with hydrogen cyanide, b) then reacting the carvonenitrile obtained in stage a) with ammonia in the presence of an imine formation catalyst and c) then reacting the carvonenitrile imine-containing reaction mixture obtained in stage b) with hydrogen and ammonia over hydrogenation catalysts.The present invention further relates to the use of carvonediamine as a hardener for epoxy resins, as an intermediate in the preparation of diisocyanates, as a starter in the preparation of polyetherols and/or as a monomer for polyamide preparation.

摘要翻译： 本发明涉及5-异丙基-3-氨基甲基-2-甲基-1-氨基环己烷（carvonediamine）及其制备方法，其通过以下步骤：a）使香芹酮与氰化氢反应，b）然后使得a） 与氨在亚胺形成催化剂存在下反应，c）然后使步骤b）中得到的含氰腈亚胺的反应混合物与氢气和氨在氢化催化剂上反应。 本发明还涉及作为制备二异氰酸酯的中间体，作为制备聚醚类和/或作为聚酰胺制备用单体的起始剂的环氧树脂用硬化剂的用途。

公开(公告)号：US20120288632A1

公开(公告)日：2012-11-15

申请号：US13511051

申请日：2010-11-22

申请人： Oliver Neu ,  Michael Siemer ,  Ansgar Gereon Altenhoff ,  Harald Schaefer ,  Angelika Maria Steinbrecher

发明人： Oliver Neu ,  Michael Siemer ,  Ansgar Gereon Altenhoff ,  Harald Schaefer ,  Angelika Maria Steinbrecher

IPC分类号： C09D175/04 ,  B05D3/00

CPC分类号： C08G18/2027 ,  C08G18/6225 ,  C08G18/792 ,  C09D175/04

摘要： The present invention relates to coating compositions for polyurethane coating materials that feature new catalysts.

摘要翻译： 本发明涉及具有新催化剂的聚氨酯涂料的涂料组合物。

公开(公告)号：US07750194B2

公开(公告)日：2010-07-06

申请号：US12374351

申请日：2007-07-16

申请人： Georg Degen ,  Sven Crone ,  Ralf Boehling ,  Ansgar Gereon Altenhoff ,  Wolfgang Rohde ,  Jochen Buerkle ,  Goetz-Peter Schindler ,  Thomas Holtmann ,  Markus Schmitt

发明人： Georg Degen ,  Sven Crone ,  Ralf Boehling ,  Ansgar Gereon Altenhoff ,  Wolfgang Rohde ,  Jochen Buerkle ,  Goetz-Peter Schindler ,  Thomas Holtmann ,  Markus Schmitt

IPC分类号： C07C29/09

CPC分类号： C07C67/04 ,  C07C29/095 ,  Y02P20/127 ,  C07C31/10 ,  C07C31/12 ,  C07C69/06 ,  C07C69/14

摘要： A process for preparing alkanols (I) selected from the group consisting of isopropanol and 2-butanol from the corresponding alkanes (II) selected from the group consisting of propane and n-butane, comprising the steps of: A) providing a starting gas stream a comprising the alkane (II); B) feeding the starting gas stream a comprising the alkane (II) into a dehydrogenation zone and subjecting the alkane (II) to a dehydrogenation to the alkene (III) to obtain a product gas stream b comprising the alkene (III) and unconverted alkane (II), with or without high boilers, steam, hydrogen and low boilers; C) at least compressing product gas stream b, optionally separating product gas stream b into an aqueous phase c1, a phase c2 comprising the alkene (III) and the alkane (II), with or without high boilers, and a gas phase c3 comprising hydrogen and low boilers; D) reacting product gas stream b or the phase c2 comprising alkene (III) and alkane (II) with an organic acid (IV) in an esterification zone to obtain a product mixture d comprising the corresponding alkyl ester (V) of the organic acid and the unconverted alkane (II); E) removing from product mixture d a gas stream e1 which comprises an alkane (II) and is recycled into the dehydrogenation zone if appropriate, and a product mixture e2 comprising the alkyl ester; F) reacting the product mixture e2 comprising the alkyl ester with water in an ester hydrolysis zone to give a product mixture f comprising the alkanol (I) and the organic acid (IV); G) removing the alkanol (I) and the organic acid (IV) from product mixture f and, if appropriate, recycling the organic acid into the esterification zone.

摘要翻译： 从选自丙烷和正丁烷的相应的烷烃（II）制备选自异丙醇和2-丁醇的链烷醇（I）的方法，包括以下步骤：A）提供起始气流 a包含烷烃（II）; B）将包含烷烃（II）的起始气体流（a）进料到脱氢区中并使烷烃（II）脱氢至烯烃（III），得到包含烯烃（III）和未转化烷烃的产物气流b （II），有或没有高锅炉，蒸汽，氢气和低锅炉; C）至少压缩产物气流b，任选地将产物气流b分离成水相c1，包含烯烃（III）和烷烃（II）的阶段c2，具有或不具有高锅炉，以及气相c3，其包含 氢和低锅炉; D）使产物气流b或包含烯烃（III）和烷烃（II）的相c与酯化区中的有机酸（IV）反应，得到包含相应的有机酸烷基酯（V）的产物混合物d 和未转化的烷烃（II）; E）从产物混合物d除去包含烷烃（II）的气流e1，并且如果合适的话再循环到脱氢区中，以及包含烷基酯的产物混合物e2; F）在酯水解区中使包含烷基酯的产物混合物e2与水反应，得到包含链烷醇（I）和有机酸（IV）的产物混合物f; G）从产物混合物f中除去链烷醇（I）和有机酸（IV），如果合适，将有机酸再循环到酯化区。