CAS: 73096-42-1; 5-(2-Bromophenyl)Tetrazole

该化合物是一种多用途有机化合物,其溴化联苯组附于1H-etrazole核心,这一结构提高了溶性性和稳定性,使之适合各种合成应用.它独特的芳香性和电子特性使它成为合成生物活性分子和药物的理想前体.溴原子为进一步转化提供了一个反应场所,而四分环则有助于化合物独特的反应特征.

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CAS号2042-37-7 邻溴苯腈 | CAS号1461-22-9 三丁基氯化锡 | CAS号123-91-1 1,4-二氧六环 | CAS号4001-73-4 2-溴苯甲酰胺 | CAS号18039-42-4 5-苯基四氮唑 | CAS号160514-13-6 氯沙坦钾杂质 B | CAS号18039-42-4 5-苯基四氮唑 | CAS号151052-40-3 2'-(1H-替硝唑-5-基)... | CAS号143945-72-6 5-(2-溴苯基)-1-三苯甲... | CAS号120568-11-8 5-[2-(4'-甲基联苯基)]四唑 | CAS号137862-53-4 缬沙坦 | CAS号883223-07-2 5-(2-bromopheny...

合成工艺路线路线简述

    2-溴苯腈置于叠氮基三甲基硅烷体系中,化学反应 4.0H,以80%的收率获得产物邻溴四唑
    参考文献:锡催化从腈中合成5取代的1H-四唑:均相和非均相程序
    标题:锡催化从腈中合成5取代的1H-四唑:均相和非均相程序
    摘要:通过使用三有机锡醇盐预催化剂使三甲基甲硅烷基叠氮化物与腈反应,可以有效地制备5-取代的1H-四唑.首先使用均相的三丁基锡衍生物研究了反应机理,并通过实验研究和dft计算对其进行了探索.然后,使用聚合物支撑的有机锡醇盐开发了一种异构形式,并提供了一种高效,高产率地制备四唑的方法,该方法易于后处理,并且在与药物应用兼容的所需产品中残留锡的浓度低于10 Ppm).
    DOI:10.1002/adsc.201801117

    专利信息


    专利号:US-9724673-B2
    优先权日:2011-06-30
    标 题:Supported alkoxylated organotin reactant, preparation and use for heterogeneous-phase synthesis of tetrazoles
    发明人:LE GROGNEC ERWAN; QUINTARD JEAN-PAUL; KERRIC GAELLE; CHRETIEN JEAN-MATHIEU; ZAMMATTIO FRANCOISE
    权利人:LE GROGNEC ERWAN; QUINTARD JEAN-PAUL; KERRIC GAELLE; CHRETIEN JEAN-MATHIEU; ZAMMATTIO FRANCOISE; UNIV NANTES; CENTRE NAT RECH SCIENT
    摘要:A supported alkoxylated organotin reactant, to the process for preparing same, to the use of such a reactant as a catalyst for heterogeneous-phase organic synthesis, and also to a process for heterogeneous-phase synthesis of 5-substituted or 1,5-disubstituted tetrazoles using such a reactant.

    专利号:US-5039814-A
    优先权日:1990-05-02
    标 题:Ortho-lithiation process for the synthesis of 2-substituted 1-(tetrazol-5-yl)benzenes
    发明人:SHUMAN RICHARD F; KING ANTHONY O; ANDERSON ROBERT K
    权利人:MERCK & CO INC
    摘要:A process utilizes the tetrazole functional group to direct lithiation at the ortho position of a phenyltetrazole and generate a nucleophilic aryllithium species which then undergoes reaction with an electrophile to generate a 2-substituted 1-(tetrazol-5-yl)benzene. The process is useful in the production of intermediates in the synthesis of angiotensin II antagonists. This novel process is a more cost effective and versatile route for the large-scale preparation of these key intermediates.

    专利号:US-6326498-B1
    优先权日:2001-03-13
    标 题 :Process for the synthesis of 5-(2-flurophenyl)-1H-tetrazole
    发明人:MALLADI PARDHASARADHI; KANTEVARI SRINIVAS; NAIR CHEMBUMKULAM KAMALAKSHYAM
    权利人:COUNCIL SCIENT IND RES
    摘要:The present invention discloses a process of the preparation of 5-(2-flurophenyl)-1H-tetrazole of the formula 2 by reacting 2-fluoro benzonitrile of the formula 1 n with an inorganic azide and an amine salt in an aromatic solvent, precipitating the product with hydrochloric acid and separating the precipitated product.

    专利号:US-2014206825-A1
    优先权日:2011-06-30
    标 题:Supported alkoxylated organotin reactant, preparation and use for heterogeneous-phase synthesis of tetrazoles

    专利号:EP-2726515-B1
    优先权日:2011-06-30
    标题 :Supported alkoxylated organotin reactant, preparation and use for heterogeneous-phase synthesis of tetrazoles

    专利号:DE-69123632-T2
    优先权日:1990-05-02
    标题 :Process for the introduction of lithium in the ortho position for the synthesis of 2-substituted 1- (tetrazol-5-yl) benzenes
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    主要参考文献

    [参考文献]: Zhenting Du, Et Al. Improved Synthesis Of 5-Substituted 1H-Tetrazoles Via The [3+2] Cycloaddition Of Nitriles And Sodium Azide Catalyzed By Silica Sulfuric Acid. Int J Mol Sci. 2012;13(4):4696-4703.

    合成参考文献


    摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2003).
    摘要:Moberg, C.; Adolfsson, H., Science of Synthesis, (2002) 4, 438.
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