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1. 发明授权

US06833470B2 Method for producing formylphenylboronic acids 有权
公开(公告)号：US06833470B2
公开(公告)日：2004-12-21
申请号：US10433827
申请日：2003-06-05
申请人： Andreas Meudt , Stefan Scherer , Frank Vollmueller , Michael Erbes
发明人： Andreas Meudt , Stefan Scherer , Frank Vollmueller , Michael Erbes
IPC分类号： C07F502
CPC分类号： C07F5/025
摘要： A process for preparing formylphenylboronic acids of the formula (I) by reaction of protected chlorobenzaldehydes of the formula (II) with lithium in an inert solvent to form compounds of the formula (III) and subsequent reaction with a boron compound of the formula BY3 to give compounds of the formula (I).

2. 发明授权

US06576789B1 Process for the preparation of substituted phenylboronic acids 失效
标题翻译：制备取代苯基硼酸的方法
公开(公告)号：US06576789B1
公开(公告)日：2003-06-10
申请号：US09553036
申请日：2000-04-20
申请人： Steffen Haber , Andreas Meudt , Stefan Scherer , Frank Vollmueller
发明人： Steffen Haber , Andreas Meudt , Stefan Scherer , Frank Vollmueller
IPC分类号： C07F502
CPC分类号： C07F5/025 , C07F3/02 , Y02P20/55
摘要： Compounds of the formula (I) in which Q1 and Q2 are each OH or form a trimeric boric anhydride, Z is CHO, CH2Y, X or a protected aldehyde group, and X is CN, COOH, COCl, CONH2 or C(OR)3, and Y is OH or NH2, and Z is in the o-, m- or p-position to the boronic acid radical, are prepared by a) reacting a compound of the formula (II) with Mg in the presence of an anthracene compound and, if desired, a transition-metal halide and, if desired, an Mg halide or in the presence of a transition-metal halide and, if desired, an Mg halide, to give the corresponding arylmagnesium chloride, b) reacting the latter with a borate of the formula B(OR′)3 and hydrolyzing the product, with removal of the aldehyde protecting group, c) and, if desired, oxidizing or reducing the free aldehyde group.
摘要翻译：式（I）化合物，其中Q 1和Q 2各自为OH或形成三聚硼酸酐，Z为CHO，CH 2 Y，X或保护的醛基，X为CN，COOH，COCl，CONH 2或C（OR）3 ，并且Y是OH或NH 2，并且Z与硼酸根在o-，m-或p-位，是通过以下方法制备的：a）在蒽化合物存在下使式（II）化合物与Mg反应制备如果需要，可以使用过渡金属卤化物，如果需要，还可以在过渡金属卤化物存在下，或者如果需要的话使用卤化镁，得到相应的芳基氯化镁，b）使后者与式B（OR'）3的硼酸盐，并水解产物，除去醛保护基，c），如果需要，氧化或还原游离醛基。

3. 发明授权

US06197967B1 Process for the preparation of paraoxadiazolyphenylboronic acids 失效
标题翻译：对二恶嗪二苯基硼酸的制备方法
公开(公告)号：US06197967B1
公开(公告)日：2001-03-06
申请号：US09460664
申请日：1999-12-13
申请人： Frank Vollmueller , Steffen Haber , Andreas Meudt , Antje Noerenberg , Stefan Scherer
发明人： Frank Vollmueller , Steffen Haber , Andreas Meudt , Antje Noerenberg , Stefan Scherer
IPC分类号： C07D27302
CPC分类号： C07F5/025
摘要： Compounds of the formula (I) are prepared by reacting a compound of the formula (V) with a compound of the formula (X) and hydrolyzing the product; or converting the compound of the formula (V) into the hydrazide, and cyclizing and hydrolyzing the latter to give the oxadiazole. para-Oxadiazolylphenylboronic acids are valuable precursors for active ingredients.
摘要翻译：式（I）化合物通过使式（Ⅴ）化合物与式（Ⅹ）化合物反应并水解产物而制得; 或将式（Ⅴ）化合物转化成酰肼，并使其后者环化并水解，得到恶二唑，恶二唑基苯基硼酸是有效成分的有价值的前体。

4. 发明授权

US06392047B1 Process for preparing biaryls in the presence of palladophosphacyclobutane catalysts 失效
标题翻译：在存在palladophosphacloblobane催化剂的情况下制备联芳基的方法
公开(公告)号：US06392047B1
公开(公告)日：2002-05-21
申请号：US09615486
申请日：2000-07-13
申请人： Holger Geissler , Steffen Haber , Andreas Meudt , Frank Vollmueller , Stefan Scherer
发明人： Holger Geissler , Steffen Haber , Andreas Meudt , Frank Vollmueller , Stefan Scherer
IPC分类号： C07D40104
CPC分类号： C07D307/79 , B01J31/1845 , B01J31/24 , B01J31/2404 , B01J31/28 , B01J2231/4211 , B01J2531/824 , C07C17/263 , C07C25/18
摘要： Biaryls, e,g,. biphenyls, phenylpyridines, phenylfurans, phenylpyrroles, phenylthiophenes, bipyridines, pyridylfurans or pyridylpyrroles are prepared in high yields by coupling aromatics with an aromatic boric acid or boric ester in the presence of a palladaphosphacyclobutane catalyst.
摘要翻译：双芳烃，e，g，联苯，苯基吡啶，苯基呋喃，苯基吡咯，苯基噻吩，联吡啶，吡啶基呋喃或吡啶基吡咯通过偶联芳烃与芳族硼酸或硼酸酯在缓冲磷脂环丁烷催化剂存在下偶联而得到。

5. 发明授权

US06353136B1 Process for preparing aromatic amines in the presence of palladaphosphacyclobutane catalysts 失效
标题翻译：在缓冲磷酸环丁烷催化剂存在下制备芳香胺的方法
公开(公告)号：US06353136B1
公开(公告)日：2002-03-05
申请号：US09658830
申请日：2000-09-08
申请人： Holger Geissler , Steffen Haber , Stefan Scherer , Andreas Meudt , Frank Vollmueller
发明人： Holger Geissler , Steffen Haber , Stefan Scherer , Andreas Meudt , Frank Vollmueller
IPC分类号： C07C21100
CPC分类号： C07D231/12 , C07C209/08 , C07C209/10 , C07D209/08 , C07D209/10 , C07D233/56 , C07D249/08 , C07D307/66
摘要： Aromatic amines of the formula (I) Ar—[NR6R7]n (I) are prepared by reacting a haloaromatic of the formula (II) Ar—Hal (II) with an amine of the formula (III) R6R7NH (III) in the presence of a palladaphosphacyclobutane and a base and in the presence or absence of an ionic halide in a solvent at temperatures of from 20 to 200° C.
摘要翻译：式（I）的芳族胺通过式（II）的卤代芳族化合物与式（III）的胺在缓冲磷酸环丁烷和碱的存在下反应，并且在存在或不存在离子型卤化物的情况下溶剂，温度为20〜200℃

6. 发明申请

US20070191645A1 Method for the production of aldehydes and ketones by oxidizing primary and secondary alcohols with alkylphosphonic acid anhydrides 有权
标题翻译：通过用烷基膦酸酐氧化伯醇和仲醇生产醛和酮的方法
公开(公告)号：US20070191645A1
公开(公告)日：2007-08-16
申请号：US10592439
申请日：2005-04-18
申请人： Andreas Meudt , Stefan Scherer , Claudius Boehm
发明人： Andreas Meudt , Stefan Scherer , Claudius Boehm
IPC分类号： C07C45/37
CPC分类号： C07C45/29 , C07B41/06 , C07C269/06 , C07C47/21 , C07C47/54 , C07C49/10 , C07C271/22
摘要： The invention relates to a method for the production of a.) aldehydes of formula (II): R1—CHO and b.) aldehydes of formula (III): R1—C(O)—R2 by reacting a.) primary alcohols (R1CH2—OH) or b.) secondary alcohols (R1—CH(OH)—R2) with cyclic phosphonic acid anhydrides in the presence of dialkyl-, diaryl- and/or alkyl-aryl sulphonic oxides at a temperature in the region of between −100 to +120° C., whereby R1 and/or R2 represent H, a substituted linear or branched C1-C12-alkyl radical, a substituted C3-C10 cycloalkyl-, alkenyl-, aryl- or heteroaryl radical. A cyclic phosphonic acid anhydride is used, preferably, as a 2,4,6-substituted 1,3,5,2,4,6-trioxatriphosphinane of formula (I), wherein R′ independently represents allyl, aryl or open-chained or branched C1-C12-alkyl-radicals. Optionally, the reaction can be carried out in the presence of a tertiary amine base NR53.
摘要翻译：本发明涉及一种制备式（II）的醛的方法：R 1 -CHO和b）式（III）的醛：R 1〜通过使a。）伯醇（R 1 CH 2 CH 2 -OH）或b。）二级（C 1 -C 4）在二烷基 - ，二芳基 - 和/或烷基 - 芳基磺酸氧化物的存在下，与环状膦酸酐反应，得到醇（R 1 -CH 2（OH）-R 2）在-100至+ 120℃之间的区域中的温度，其中R 1和/或R 2表示H，取代的直链或支链C 1〜取代的C 3 -C 10 - 环烷基 - ，链烯基 - ，芳基 - 或杂芳基（C 1 -C 6）激进。优选使用环状膦酸酐作为式（I）的2,4,6-取代的1,3,5,2,4,6-三氧杂三磷杂环己烷，其中R'独立地表示烯丙基，芳基或开链或支链C 1 -C 12 - 烷基 - 基团。任选地，反应可以在叔胺碱NR 5 SO 3存在下进行。

7. 发明授权

US07196219B2 Preparation of Anilineboronic acids and derivatives thereof 有权
标题翻译：苯胺硼酸及其衍生物的制备
公开(公告)号：US07196219B2
公开(公告)日：2007-03-27
申请号：US10846463
申请日：2004-05-14
申请人： Stefan Scherer , Andreas Meudt , Bernd Lehnemann , Alexei Kalinin , Victor Snieckus
发明人： Stefan Scherer , Andreas Meudt , Bernd Lehnemann , Alexei Kalinin , Victor Snieckus
IPC分类号： C07F5/02 , C07F5/04
CPC分类号： C07F5/025 , Y02P20/55
摘要： A process for preparing anilineboronic acid derivative of the formula I, by converting an aniline to a diprotected aniline by introducing two protecting groups, metalating the diprotected aniline with a metalating agent and simultaneously or subsequently reacting with a boronic ester B(OR1,2,3)3 to form a protected anilineboronic ester, which is converted, by detaching the protecting groups, to the anilineboronic esters of the formula (I).
摘要翻译：一种制备式I的苯胺硼酸衍生物的方法，

8. 发明授权

US07405318B2 Method for producing nitriles by elimination of water from aldehyde oximes with alkylphosphonic anhydrides 有权
标题翻译：通过用烷基膦酸酐从醛肟中除去水来生产腈的方法
公开(公告)号：US07405318B2
公开(公告)日：2008-07-29
申请号：US11579938
申请日：2005-06-04
申请人： Andreas Meudt , Stefan Scherer , Claudius Boehm
发明人： Andreas Meudt , Stefan Scherer , Claudius Boehm
IPC分类号： C07C255/00 , C07C253/00
CPC分类号： C07C253/00 , C07D307/68 , C07C255/03 , C07C255/50
摘要： The invention relates to a method for producing the nitrites of formula: R1—CN by reacting aldehyde oximes (R1CN═N—OH) with cyclic alkylphosphonic anhydrides at a temperature ranging from −100 to +120° C., wherein R1 represents H, a linear or branched C1-C12 alkyl group, a C3-C10 cycloalkyl, alkenyl or an aryl or heteroaryl group. The cyclic phosphonic anhydride preferably used is a 2,4,6-substituted 1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide of formula (I), wherein R′ independently represents allyl, aryl or open-chain or branched C1 to C12 alkyl groups. Optionally, the reaction can be carried out in the presence of a tertiary amine base NR23
摘要翻译：本发明涉及一种通过使醛肟（R 1 -CN-N-OH）与环状烷基膦酸酐反应生成下式的亚硝酸酯的方法：R 1 -C 温度范围为-100至+ 120℃，其中R 1表示H，直链或支链C 1 -C 12烷基 C 3 -C 10环烷基，烯基或芳基或杂芳基。优选使用的环状膦酸酐是式（I）的2,4,6-取代的1,3,5,2,4,6-三氧杂三磷杂环己烷-2,4,6-三氧化物，其中R'独立地表示烯丙基，芳基或开链或支链C 1至C 12烷基。任选地，反应可以在叔胺碱NR 2 SO 3存在下进行，

9. 发明授权

US07262328B1 Method for the production of aldehydes and ketones by oxidizing primary and secondary alcohols with alkylphosphonic acid anhydrides 有权
标题翻译：通过用烷基膦酸酐氧化伯醇和仲醇生产醛和酮的方法
公开(公告)号：US07262328B1
公开(公告)日：2007-08-28
申请号：US10592439
申请日：2005-04-18
申请人： Andreas Meudt , Stefan Scherer , Claudius Boehm
发明人： Andreas Meudt , Stefan Scherer , Claudius Boehm
IPC分类号： C07C45/38 , C07C45/39
CPC分类号： C07C45/29 , C07B41/06 , C07C269/06 , C07C47/21 , C07C47/54 , C07C49/10 , C07C271/22
摘要： The invention relates to a method for the production of a.) aldehydes of formula (II): R1—CHO and b.) aldehydes of formula (III): R1—C(O)—R2 by reacting a.) primary alcohols (R1CH2—OH) or b.) secondary alcohols (R1—CH(OH)—R2) with cyclic phosphonic acid anhydrides in the presence of dialkyl-, diaryl- and/or alkyl-aryl sulphonic oxides at a temperature in the region of between −100 to +120° C., whereby R1 and/or R2 represent H, a substituted linear or branched C1-C12-alkyl radical, a substituted C3-C10 cycloalkyl-, alkenyl-, aryl- or heteroaryl radical. A cyclic phosphonic acid anhydride is used, preferably, as a 2,4,6-substituted 1,3,5,2,4,6-trioxatriphosphinane of formula (I), wherein R′ independently represents allyl, aryl or open-chained or branched C1-C12-alkyl-radicals. Optionally, the reaction can be carried out in the presence of a tertiary amine base NR53
摘要翻译：本发明涉及一种制备式（II）的醛的方法：R 1 -CHO和b）式（III）的醛：R 1〜通过使a。）伯醇（R 1 CH 2 CH 2 -OH）或b。）二级（C 1 -C 4）在二烷基 - ，二芳基 - 和/或烷基 - 芳基磺酸氧化物的存在下，与环状膦酸酐反应，得到醇（R 1 -CH 2（OH）-R 2）在-100至+ 120℃之间的区域中的温度，其中R 1和/或R 2表示H，取代的直链或支链C 1〜取代的C 3 -C 10 - 环烷基 - ，链烯基 - ，芳基 - 或杂芳基（C 1 -C 6）激进。优选使用环状膦酸酐作为式（I）的2,4,6-取代的1,3,5,2,4,6-三氧杂三磷杂环己烷，其中R'独立地表示烯丙基，芳基或开链或支链C 1 -C 12 - 烷基 - 基团。任选地，反应可以在叔胺碱NR 5 SO 3存在下进行，

10. 发明申请

US20090143586A1 Method for producing alkyl-substituted aromatic and heteroaromatic compounds by cross-coupling alkyl boronic acids with aryl-or heteroaryl-halogenides or sulfonates under Pd catalysis in the presence of a ligand 审中-公开
标题翻译：通过在烷基硼酸与芳基或杂芳基 - 卤化物或磺酸盐在Pd催化下在配体存在下交叉偶联来制备烷基取代的芳族和杂芳族化合物的方法
公开(公告)号：US20090143586A1
公开(公告)日：2009-06-04
申请号：US11817820
申请日：2006-03-07
申请人： Stefan Scherer , Andreas Meudt , Sven Nerdinger , Bernd Wilhelm Lehnemann , Thomas Jagusch , Victor Snieckus
发明人： Stefan Scherer , Andreas Meudt , Sven Nerdinger , Bernd Wilhelm Lehnemann , Thomas Jagusch , Victor Snieckus
IPC分类号： C07F5/02
CPC分类号： C07C1/321 , C07B37/04 , C07C17/263 , C07C67/343 , C07C2531/24 , C07D213/30 , C07C15/02 , C07C22/08 , C07C69/76
摘要： The invention relates to a method for producing alkyl-substituted aromatic and heteroaromatic compounds by cross-coupling alkyl boronic acids with aryl- or heteroaryl-halogenides or with aryl- or heteroaryl-sulfonates in the presence of a catalyst and of a Brönsted base in a solvent or solvent mixture.
摘要翻译：本发明涉及通过在烷基硼酸与芳基 - 或杂芳基 - 卤化物或与芳基 - 或杂芳基 - 磺酸盐在催化剂存在下交联偶联来制备烷基取代的芳族和杂芳族化合物的方法，溶剂或溶剂混合物。

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