CAS: 95201-93-7; Methyl 4-Bromo-3-Hydroxythiophene-2-Carboxylate

该化合物是一种有机化合物,其特点是其硫苯环结构,即五人组成的含有硫磺的芳香环;该化合物的特点是4位置的溴原子和3位置的氢氧基,有助于其活性及有机合成的潜在应用;由碳oxy酸衍生的箱状酸组的存在表明,它可以参与各种化学反应,如酯化和核生殖替代;甲基酯组在有机溶剂中增加溶解性,使其在各种化学过程中有用;该化合物可能展示生物活动,使其对药用化学和材料科学感兴趣;其独特的结构特征允许其在培养染料,药物或农业化学方面的潜在应用;与许多溴化化合物一样,它必须谨慎处理,因为与卤化有机物质相关的潜在环境和健康影响.

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CAS号5118-06-9 3-羟基-2-噻吩甲酸甲酯 | CAS号110545-67-0 4-溴-3-甲氧基噻酚-2-羧酸甲酯

合成工艺路线路线简述

  • 5118-06-9 = 95201-93-7
    反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid; 24 H,Rt
    标题:3-Alkoxy-4-Bromothiophenes: General Synthesis Of Monomers And Regio-Selective Preparation Of Two Dimers
    作者:Savitha,Gurunathan; Hergue,Noemie; Guilmet,Erwan; Allain,Magali; Frere,Pierre
    参考文献:Tetrahedron Letters 日期:2011 卷标:52(12) 页码:1288-1291]

    5118-06-9 = 95201-93-7
    反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid; Rt; 16 H,Rt
    标题:Preparation Of N-(1H-Tetrazol-5-Yl)-2-Thiophenecarboxamides,-2-Pyrrolecarboxamides,And -2-Furancarboxamides As Allergy And Inflammation Inhibitors [update Of Document Cited In Ca108:150482]
    参考文献:European Patent Organization]

    5118-06-9 = 95201-93-7
    反应条件:1.1 Reagents: Bromine Catalysts: Acetic Acid
    标题:Reactions With 3-Hydroxy-2-(Methoxycarbonyl)Thiophene; I. Synthesis Of 3-Thienyloxyacetic Acid And Its (Nuclear) Chloro And Bromo Derivatives
    作者:Corral,Carlos; Lissavetzky,Jaime
    参考文献:Synthesis 日期:1984 卷标:(10) 页码:847-50]

    = 95201-93-7 [标题:Reaction Conditions
    标题:Preparation Of N-1H-Tetrazol-5-Ylthiophene-,-Pyrrole-,And -Furancarboxamides As Antiinflammatories And Allergy Inhibitors
    参考文献:Austria]

    5118-06-9 = 95201-93-7
    反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid; 45 Min,Rt; 40 H,Rt
    标题:Preparation Of N-([1,2,4]Triazoloazinyl) Thiophenesulfonamides As Herbicides
    参考文献:World Intellectual Property Organization]

    5118-06-9 = 95201-93-7
    反应条件:1.1 Reagents: Acetic Acid,Bromine; 6.5 H,Rt
    标题:Heterocyclic Compounds And Compositions For Treating Cns Disorders And Their Preparation
    参考文献:World Intellectual Property Organization]

    5118-06-9 = 95201-93-7
    反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid; 0 °C; Overnight,Rt1.2 Solvents: Water; Rt
    标题:New Series Of Potent Allosteric Inhibitors Of Deoxyhypusine Synthase
    作者:Tanaka,Yuta; Kurasawa,Osamu; Yokota,Akihiro; Klein,Michael G.; Saito,Bunnai; Et Al
    参考文献:Acs Medicinal Chemistry Letters 日期:2020 卷标:11(8) 页码:1645-1652]

    5118-06-9 = 95201-93-7
    反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid; Rt; 24 H,Rt
    标题:Fluorine-Containing Organic Semiconductor Material And Manufacturing Method Thereof
    参考文献:China]

    5118-06-9 = 95201-93-7
    反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid; Rt; 24 H,Rt
    标题:Fluorinated Head-To-Head Dialkoxybithiophene: A New Electron-Donating Building Block For High-Performance Polymer Semiconductors
    作者:Huang,Jun; Guo,Han; Uddin,Mohammad Afsar; Yu,Jianwei; Woo,Han Young; Et Al
    参考文献:Advanced Electronic Materials 日期:2018 卷标:4(3)]

    1184846-56-7 = 95201-93-7
    反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid; Overnight,Rt
    标题:Synthesis Of Functionalized Hydroxy-Thiophene Motifs As Amido- And Sulfonamido-Phenol Bioisosteres
    作者:Chao,Jianhua; Taveras,Arthur G.; Aki,Cynthia J.
    参考文献:Tetrahedron Letters 日期:2009 卷标:50(35) 页码:5005-5008]

    5118-06-9 = 95201-93-7
    反应条件:1.1 Reagents: N-Bromosuccinimide Solvents: Methanol,Tetrahydrofuran; 0 °C; 6 H,Rt
    标题:Regioselective And Efficient Halogenation Of 4,5-Unsubstituted Alkyl 3-Hydroxypyrrole/3-Hydroxythiophene-2-Yl-Carboxylates
    作者:Castillo-Aguilera,Omar; Depreux,Patrick; Halby,Ludovic; Azaroual,Nathalie; Arimondo,Paola B.; Et Al
    参考文献:Tetrahedron Letters 日期:2017 卷标:58(26) 页码:2537-2541]

    5118-06-9 = 95201-93-7
    反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid; 15 Min,0 - 10 °C; Rt -> 10 °C; 2 H,Rt
    标题:Dndi-6148: A Novel Benzoxaborole Preclinical Candidate For The Treatment Of Visceral Leishmaniasis
    作者:Mowbray,Charles E.; Braillard,Stephanie; Glossop,Paul A.; Whitlock,Gavin A.; Jacobs,Robert T.; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2021 卷标:64(21) 页码:16159-16176]

    5118-06-9 = 95201-93-7
    反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid; 18 °C; 36 H,18 °C
    标题:Preparation Of Bicyclic Heteroaryl Compounds As Crbn Protein Regulators
    参考文献:World Intellectual Property Organization]

    5118-06-9 = 95201-93-7 [标题:Reaction Conditions
    标题:Preparation Of N-1H-Tetrazol-5-Yl-2-Thiophenecarboxamides,-2-Pyrrolecarboxamides,And -2-Furancarboxamides As Allergy And Inflammation Inhibitors
    参考文献:European Patent Organization
📜2-氯-3-氧代-2,3-二氢-2-噻吩羧酸甲酯置于氢溴酸,溶剂黄146体系中,化学反应生成 4-溴-3-羟基噻吩-2-羧酸甲酯
参考文献:4,5-未取代的3-羟基吡咯烷基/ 3-羟基噻吩-2-基-羧酸盐的区域选择性和有效卤化
标题:4,5-未取代的3-羟基吡咯烷基/ 3-羟基噻吩-2-基-羧酸盐的区域选择性和有效卤化
摘要:取代的杂环,例如吡咯和噻吩,在药物和材料科学领域中很常见.在这里,我们研究了4,5-未取代的3-羟基吡咯-2-基-羧酸盐和4,5-未取代的烷基3-羟基噻吩-2-基-羧酸盐在不同卤化条件下的反应性,这是由于它们作为结构单元的兴趣.生物活性化合物和材料的合成.我们在本文中描述了在普通条件下用普通卤化剂对3-羟基吡咯和3-羟基噻吩进行区域选择性单卤代反应.研究了卤化的选择性.发现了用于单溴化和单氯化的最佳一步反应条件.最后,我们观测到用n溴化-溴琥珀酰亚胺(nbs)发生在杂环的c4位,而用so 2 Cl 2氯化则反应生成c5卤代衍生物.
DOI:10.1016/j.Tetlet.2017.05.025

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参考文献:10.1080/14756366.2022.2070909
摘要:Kaur S, Nieto NS, McDonald P, Beck JR, Honzatko RB, Roy A, Nelson SW. Discovery of small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase. Journal of Enzyme Inhibition and Medicinal Chemistry. 2022 May 05;37(1):1320–6. doi: 10.1080/14756366.2022.2070909.
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