Method for the production of N-substituted (3-dihalomethyl-1-methylpyrazol-4-yl) carboxamides
    3.
    发明授权
    Method for the production of N-substituted (3-dihalomethyl-1-methylpyrazol-4-yl) carboxamides 有权
    制备N-取代的(3-二卤代甲基-1-甲基吡唑-4-基)甲酰胺的方法

    公开(公告)号:US08153820B2

    公开(公告)日:2012-04-10

    申请号:US12601966

    申请日:2008-05-30

    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。

    Method for the Production of N-Substituted (3-Dihalomethyl-1-Methyl-Pyrazole-4-yl) Carboxamides
    4.
    发明申请
    Method for the Production of N-Substituted (3-Dihalomethyl-1-Methyl-Pyrazole-4-yl) Carboxamides 有权
    N-取代的(3-二卤代甲基-1-甲基 - 吡唑-4-基)羧酰胺的制备方法

    公开(公告)号:US20100174094A1

    公开(公告)日:2010-07-08

    申请号:US12601966

    申请日:2008-05-30

    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。

    METHOD FOR PRODUCING FORMIC ACID
    5.
    发明申请
    METHOD FOR PRODUCING FORMIC ACID 审中-公开
    生产形式酸的方法

    公开(公告)号:US20100063320A1

    公开(公告)日:2010-03-11

    申请号:US12532642

    申请日:2008-03-18

    IPC分类号: C07C51/15

    摘要: The invention relates to a process for preparing formic acid, in which catalytic hydrogenation of carbon dioxide with hydrogen over a catalyst which comprises a metal of groups 8 to 10 of the Periodic Table in the presence of a primary, secondary and/or tertiary amine generates the corresponding ammonium formate and the ammonium formate is split by heating into formic acid and the amine, which comprises selecting the primary, secondary or tertiary amine from the amines of the formula I or mixtures thereof where R1 to R3 are the same or different and are each hydrogen, linear or branched alkyl radicals having from 1 to 18 carbon atoms, cycloaliphatic radicals having from 5 to 7 carbon atoms, aryl radicals and/or arylalkyl radicals, and at least one of the R1 to R3 radicals bears a hydroxyl group, and performing the hydrogenation in a solvent which has a boiling point of 105° C. at standard pressure, and obtaining the formic acid in the reaction mixture from the hydrogenation comprising the high-boiling solvent by thermally splitting the ammonium formate and distilling off the formic acid.

    摘要翻译: 本发明涉及一种制备甲酸的方法,其中二氧化碳与氢在催化剂上催化氢化,所述催化剂在初级,仲和/或叔胺存在下包含元素周期表第8至10族的金属产生 相应的甲酸铵和甲酸铵通过加热分解成甲酸和胺,其包括从式I的胺或其混合物中选择伯胺,仲胺或叔胺,其中R 1至R 3相同或不同,并且是 每个氢,具有1至18个碳原子的直链或支链烷基,具有5至7个碳原子的脂环族基团,芳基和/或芳基烷基,并且至少一个R 1至R 3基团具有羟基,并且 在标准压力下在沸点为105℃的溶剂中进行氢化,并从氢化得到反应混合物中的甲酸,包括 高沸点溶剂通过热分解甲酸铵并蒸馏除去甲酸。

    Method for producing aromatic and heteroaromatic carboxylic acids, carboxylic acid esters and carboxylic acid amides
    8.
    发明授权
    Method for producing aromatic and heteroaromatic carboxylic acids, carboxylic acid esters and carboxylic acid amides 有权
    芳族和杂芳族羧酸,羧酸酯和羧酸酰胺的制备方法

    公开(公告)号:US08703992B2

    公开(公告)日:2014-04-22

    申请号:US12994271

    申请日:2009-05-25

    IPC分类号: C07C67/36

    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。

    Method for Producing Aromatic and Heteroaromatic Carboxylic Acids, Carboxylic Acid Esters and Carboxylic Acid Amides
    9.
    发明申请
    Method for Producing Aromatic and Heteroaromatic Carboxylic Acids, Carboxylic Acid Esters and Carboxylic Acid Amides 有权
    芳烃和杂芳族羧酸,羧酸酯和羧酸酰胺的生产方法

    公开(公告)号:US20110172456A1

    公开(公告)日:2011-07-14

    申请号:US12994271

    申请日:2009-05-25

    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。