CAS: 2849-93-6; 1H-Benzimidazole-2-Carboxylic Acid

该化合物是一种环环碳酸衍生物,其核心结构为苯并二氮并二甲酸核心结构,该化合物是有机合成的多用途中间体,特别是在制备药品,农用化学品和特殊化学品方面.其苯并二氮杂卓具有稳定性和功能多样性,因此对构建复杂的分子框架很有价值.箱式碳酸组允许进一步衍生,促成混合反应,酯化或氨化.化合物在极地有机溶剂中表现出中等溶性,便于其在溶液阶段反应中使用.其结构僵硬性和富电子特性使其适合在化学和材料科学协调中应用.建议在受控条件下进行适当处理,因为其具有潜在的再活动性.

结构式图片

相似化合物

4856-97-7 3314-30-5 5805-53-8

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ECHA物质C&L通报

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合成工艺路线路线简述

    Benzimidazol-2-Carbonsaeureazid 反应生成1H-苯并咪唑-2-甲酸
    参考文献:Graubaum,Heinz; Martin,Dieter,Journal Fur Praktische Chemie (Leipzig 1954),1986,Vol. 328,# 4,P. 515-521
    标题:Graubaum,Heinz; Martin,Dieter,Journal Fur Praktische Chemie (Leipzig 1954),1986,Vol. 328,# 4,P. 515-521

    海关参考信息

    专利信息


    专利号:US-8735586-B2
    优先权日:2007-06-26
    标 题 :Regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles
    发明人:ALONSO JORGE; LINDENSCHMIDT ANDREAS; NAZARÉ MARC; URMANN MATTHIAS; HALLAND NIS; RKYEK OMAR
    权利人:ALONSO JORGE; LINDENSCHMIDT ANDREAS; NAZARÉ MARC; URMANN MATTHIAS; HALLAND NIS; RKYEK OMAR; SANOFI SA
    摘要:The present invention relates to a process for the regioselective synthesis of compounds of the formula I, n nwherein R0; R1; R2; R3; R4; R5; A1; A2; A3; A4, Q and J have the meanings indicated in the claims. The present invention provides a direct copper catalyzed regioselective process to a wide variety of unsymmetrical, multifunctional N-substituted benzimidazoles or azabenzimidazoles of formula I starting from 2-halo-nitroarenes and N-substituted amides.

    专利号:US-8188282-B2
    优先权日:2006-07-15
    标 题:Regioselective palladium catalyzed synthesis of benzimidazoles and azabenzimidazoles
    发明人:ALONSO JORGE; LINDENSCHMIDT ANDREAS; NAZARE MARC; HALLAND NIS; RKYEK OMAR; URMANN MATTHIAS
    权利人:ALONSO JORGE; LINDENSCHMIDT ANDREAS; NAZARE MARC; HALLAND NIS; RKYEK OMAR; URMANN MATTHIAS; SANOFI AVENTIS
    摘要:The present invention relates to a process for the regioselective synthesis of compounds of the formula I, n nwherein R0; R1; R2; R3; R4; R5; A1; A2; A3; A4, Q and J have the meanings indicated in the claims. The present invention provides a direct palladium catalyzed, regioselective process to a wide variety of unsymmetrical, multifunctional N-substituted benzimidazoles or azabenzimidazoles of formula I starting from 2-halo-nitroarenes and N-substituted amides useful for the production of pharmaceuticals, diagnostic agents, liquid crystals, polymers, herbicides, fungicidals, nematicidals, parasiticides, insecticides, acaricides and arthropodicides.

    专利号:US-2023405565-A1
    优先权日:2022-06-21
    标 题:Catalyst composition for biaryl synthesis by decarboxylative cross-coupling
    发明人:LIM CHERN-HOOI; QIAN GANG; ELDER WILLIAM ZACHARY; RILEY PAIGE; KOLVENBACH ROBIN; WALTER PHILIPP; GOCK MICHAEL
    权利人:HERAEUS DEUTSCHLAND GMBH & CO KG; NEW IRIDIUM INC
    摘要:The present invention relates to a catalyst composition for synthesis of heteroaromatic biaryls by a light-assisted decarboxylative carbon-carbon cross-coupling reaction, wherein the composition comprises(i) a palladium compound which is selected from a palladium salt or a palladium complex or a mixture thereof,(ii) at least one of the following compounds:a compound of Formula (I)a compound of Formula (II)an iridium complex comprising ligands L1, L2 and L3, wherein the ligands L1, L2 and L3 are selected, independently from each other, from a phenylpyridine and a bipyridine.

    专利号:US-11673912-B2
    优先权日:2018-02-16
    标 题 :Continuous, solvent-free and non-enzymatic peptide synthesis by reactive extrusion
    发明人:YEBOUE YVES; GALLARD BENJAMIN; LE MOIGNE NICOLAS; LAMATY FRÉDÉRIC; MARTINEZ JEAN; METRO THOMAS-XAVIER
    权利人:CENTRE NAT RECH SCIENT; UNIV MONTPELLIER; ENSCM; ECOLE DES MINES DALES; ASSOCIATION POUR LA RECH ET LE DEVELOPPEMENT DES METHODES ET PROCESSUS INDUSTRIELS
    摘要:A continuous, solvent-free and non-enzymatic method for synthesizing a compound of formula (I): Ra-POLYPEP-Rc (I) wherein: POLYPEP is a poly-amino acid compound, Ra and Rc are as specified, the method including the steps of: a) feeding an extrusion reactor with (1) a compound of formula (II) Ra-PEPNt-Rg (II) wherein; PEPNt is a mono- or a poly-amino acid compound, Ra and Rg are as specified, and (2) a compound of formula (III) H-PEPCt-Rc (III) wherein: PEPCt is a mono- or a poly-amino acid compound, and Rc is as defined in the absence of any solvent, so that the compound of formula (II) and the compound of formula (III) react together for generating a compound of formula (I), and b) collecting the compound of formula (I) from the extrusion reactor.

    专利号:US-2010261909-A1
    优先权日:2007-06-26
    标题 :Regioselective copper catalyzed synthesis of benzimidazoles and azabenzimidazoles

    专利号:US-2023406826-A1
    优先权日:2022-06-21
    标 题 :Use of a catalyst composition for biaryl synthesis by decarboxylative cross-coupling
    发明人:LIM CHERN-HOOI; QIAN GANG; ELDER WILLIAM ZACHARY; RILEY PAIGE; KOLVENBACH ROBIN; WALTER PHILIPP; GOCK MICHAEL
    权利人:HERAEUS DEUTSCHLAND GMBH & CO KG; NEW IRIDIUM INC
    摘要:The present invention relates to a process for coupling a heterocyclic aromatic ring AR1 and a carbocyclic or heterocyclic aromatic ring AR2 to each other by a light-assisted decarboxylative carbon-carbon cross-coupling reaction, whereinn a reaction medium is provided by mixing a first reactant, a second reactant and a catalyst composition, wherein the catalyst composition comprises (i) a palladium compound which is a palladium salt or a palladium complex or a mixture thereof, and (ii) a polycyclic compound of Formula (I), (II) or (III): nn n n n n n n n n n n n the reaction medium is irradiated by an external light source, thereby coupling the heterocyclic aromatic ring AR1 of the first reactant to the aromatic ring AR2 of the second reactant by a decarboxylative carbon-carbon cross-coupling reaction.
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    合成参考文献


    参考文献:10.1107/s1600536811014292
    摘要:Meng L, Fettinger JC, Kurth MJ. Ethyl 1-benzyl-1,2,3,3a,4,10b-hexa-hydro-pyrrolo-[2',3':3,4]pyrrolo-[1,2-a]benzimidazole-2-carboxyl-ate. Acta Crystallogr Sect E Struct Rep Online. 2011 May 01;67(Pt 5):o1214.
    参考文献:10.1107/s1600536811017399
    摘要:Yao XJ, Yuan Q. 1H-Benzimidazol-3-ium-2-carboxyl-ate dihydrate. Acta Crystallogr Sect E Struct Rep Online. 2011 Jun 01;67(Pt 6):o1399.
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