CAS: 855836-52-1; 3-Bromo-2-Iodophenol

该化合物是一种卤代酚化合物,配有分子式C6H4BRIO.它是一个有机合成的多用途中间体,特别是在苏丘基-米亚乌拉和Buchwald-Hartwig等交叉反应中,由于芳香环上存在溴和碘替代成分,因此这些反应会增加其电子替代作用.该化合物独特的反应特征允许选择性功能化,使其在制药和农用化学研究中具有价值.其固态稳定性和明确界定的卤素位置有利于精确衍生.卤素的电排出电效应也增强了其在电生物替代反应中的效用.由于对光和湿度的潜在敏感性,需要妥善处理.

结构式图片

欧盟法规

C&L通报

上下游产品

1-溴-2-碘-3-甲氧基苯 1-Bromo-2-Iodo-3-Methoxybenzene 450412-22-3

合成工艺路线路线简述

  • 1542203-43-9 = 855836-52-1
    反应条件:1.1 Reagents: Cesium Carbonate Solvents: Methanol; 0 °C; 3 H,Rt1.2 Reagents: Ammonium Chloride Solvents: Dichloromethane,Water; Rt
    标题:Twofold Unsymmetrical C-H Functionalization Of Pyrdipsi-Substituted Arenes: A General Method For The Synthesis Of Substituted Meta-Halophenols
    作者:Sarkar,Dhruba; Et Al
    参考文献:Angewandte Chemie 日期:2013 卷标:52(41) 页码:10800-10804]

    33948-35-5 = 855836-52-1
    反应条件:1.1 Reagents: Lithium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; -78 °C; Overnight,-78 °C -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Rt
    标题:Synthesis Of Polysubstituted Meta-Halophenols By Anion-Accelerated 2π-Electrocyclic Ring Opening
    作者:Staudt,Markus; Et Al
    参考文献:Chemistry - A European Journal 日期:2021 卷标:27(42) 页码:10941-10947]

    88-10-8 = 855836-52-1
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Tetrahydrofuran; Rt; 2 H,Rt1.2 Solvents: Tetrahydrofuran; 16 H,Rt2.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran; 20 Min,-78 °C; 30 Min,-78 °C2.2 Reagents: Iodine; 30 Min,-78 °C; -78 °C -> Rt2.3 Reagents: Sodium Thiosulfate Solvents: Water; Rt3.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 16 H,Rt -> 90 °C; 90 °C -> Rt3.2 Reagents: Hydrochloric Acid Solvents: Diethyl Ether,Water; Neutralized,0 °C
    标题:One-Pot Synthesis Of Heteroatom-Bridged Cyclic Diaryliodonium Salts
    作者:Damrath,Mattis; Et Al
    参考文献:Organic Letters 日期:2022 卷标:24(13) 页码:2562-2566]

    88-10-8 = 855836-52-1
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Tetrahydrofuran; Rt; 2.5 H,Rt1.2 8 H,Rt2.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran,Hexane; 30 Min,-78 °C2.2 Reagents: Iodine; 30 Min,-78 °C; -78 °C -> Rt3.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 4 H,Reflux
    标题:Aggregation-Responsive On-Off-On Fluorescence-Switching Behaviour Of Twisted Tetrakis(Benzo[b]Furyl)Ethene Made By Hafnium-Mediated Mcmurry Coupling
    作者:Hamada,Hiroyoshi; Et Al
    参考文献:Materials Chemistry Frontiers 日期:2018 卷标:2(2) 页码:296-299]

    1369625-51-3 = 855836-52-1
    反应条件:1.1 Reagents: N-Bromosuccinimide,Iodobenzene Diacetate Catalysts: Palladium Diacetate Solvents: 1,2-Dichloroethane; 26 H,50 °C2.1 Reagents: Lithium Acetate Catalysts: Palladium Diacetate Solvents: 1,2-Dichloroethane; 28 H,80 °C; 80 °C -> Rt2.2 Reagents: Triethylamine; Rt3.1 Reagents: Hydrofluoric Acid Solvents: Tetrahydrofuran,Water; 0 °C; 1 H,Rt3.2 Reagents: N-Iodosuccinimide,Silver Fluoride Solvents: Tetrahydrofuran; Overnight,Rt; 8 H,70 °C4.1 Reagents: Cesium Carbonate Solvents: Methanol; 0 °C; 3 H,Rt4.2 Reagents: Ammonium Chloride Solvents: Dichloromethane,Water; Rt
    标题:Twofold Unsymmetrical C-H Functionalization Of Pyrdipsi-Substituted Arenes: A General Method For The Synthesis Of Substituted Meta-Halophenols
    作者:Sarkar,Dhruba; Et Al
    参考文献:Angewandte Chemie 日期:2013 卷标:52(41) 页码:10800-10804]

    1542203-43-9 = 855836-52-1
    反应条件:1.1 Reagents: Cesium Carbonate Solvents: Methanol; 0 °C; 3 H,Rt1.2 Reagents: Ammonium Chloride Solvents: Water; Rt
    标题:Synthesis Of Multisubstituted Arenes Via Pyrdipsi-Directed Unsymmetrical Iterative C-H Functionalizations
    作者:Sarkar,Dhruba; Et Al
    参考文献:Acs Catalysis 日期:2015 卷标:5(11) 页码:6792-6801]

    863870-79-5 = 855836-52-1
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Ethanol; Rt; Reflux -> Rt; 24 H,Rt -> Reflux1.2 Reagents: Hydrochloric Acid Solvents: Water; Rt
    标题:An Efficient And Modular Route To C3*-Tune Phos-Type Ligands
    作者:Deng,Xu; Et Al
    参考文献:Synthesis 日期:2017 卷标:49(16) 页码:3726-3730]

    863870-79-5 = 855836-52-1
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 5 H,Reflux1.2 Reagents: Hydrochloric Acid Solvents: Water; Neutralized,Rt
    标题:A New And Efficient Synthesis Of 4-Functionalized Benzo[b]Furans From 2,3-Dihalophenols
    作者:Sanz,Roberto; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2005 卷标:70(16) 页码:6548-6551]

    863870-79-5 = 855836-52-1
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 16 H,Rt -> 90 °C; 90 °C -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Diethyl Ether,Water; Neutralized,0 °C
    标题:One-Pot Synthesis Of Heteroatom-Bridged Cyclic Diaryliodonium Salts
    作者:Damrath,Mattis; Et Al
    参考文献:Organic Letters 日期:2022 卷标:24(13) 页码:2562-2566]

    = 855836-52-1
    反应条件:1.1 Reagents: Hydrofluoric Acid Solvents: Tetrahydrofuran,Water; 0 °C; 1 H,Rt1.2 Reagents: N-Iodosuccinimide,Silver Fluoride Solvents: Tetrahydrofuran; Overnight,Rt; 8 H,70 °C2.1 Reagents: Cesium Carbonate Solvents: Methanol; 0 °C; 3 H,Rt2.2 Reagents: Ammonium Chloride Solvents: Water; Rt
    标题:Synthesis Of Multisubstituted Arenes Via Pyrdipsi-Directed Unsymmetrical Iterative C-H Functionalizations
    作者:Sarkar,Dhruba; Et Al
    参考文献:Acs Catalysis 日期:2015 卷标:5(11) 页码:6792-6801]

    = 855836-52-1
    反应条件:1.1 Reagents: Hydrofluoric Acid Solvents: Tetrahydrofuran,Water; 0 °C; 1 H,Rt1.2 Reagents: N-Iodosuccinimide,Silver Fluoride Solvents: Tetrahydrofuran; Overnight,Rt; 8 H,70 °C2.1 Reagents: Cesium Carbonate Solvents: Methanol; 0 °C; 3 H,Rt2.2 Reagents: Ammonium Chloride Solvents: Dichloromethane,Water; Rt
    标题:Twofold Unsymmetrical C-H Functionalization Of Pyrdipsi-Substituted Arenes: A General Method For The Synthesis Of Substituted Meta-Halophenols
    作者:Sarkar,Dhruba; Et Al
    参考文献:Angewandte Chemie 日期:2013 卷标:52(41) 页码:10800-10804]

    863870-72-8 = 855836-52-1
    反应条件:1.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran; 20 Min,-78 °C; 30 Min,-78 °C1.2 Reagents: Iodine; 30 Min,-78 °C; -78 °C -> Rt1.3 Reagents: Sodium Thiosulfate Solvents: Water; Rt2.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 16 H,Rt -> 90 °C; 90 °C -> Rt2.2 Reagents: Hydrochloric Acid Solvents: Diethyl Ether,Water; Neutralized,0 °C
    标题:One-Pot Synthesis Of Heteroatom-Bridged Cyclic Diaryliodonium Salts
    作者:Damrath,Mattis; Et Al
    参考文献:Organic Letters 日期:2022 卷标:24(13) 页码:2562-2566]

    863870-72-8 = 855836-52-1
    反应条件:1.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran,Hexane; 30 Min,-78 °C1.2 Reagents: Iodine; 30 Min,-78 °C; -78 °C -> Rt2.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 4 H,Reflux
    标题:Aggregation-Responsive On-Off-On Fluorescence-Switching Behaviour Of Twisted Tetrakis(Benzo[b]Furyl)Ethene Made By Hafnium-Mediated Mcmurry Coupling
    作者:Hamada,Hiroyoshi; Et Al
    参考文献:Materials Chemistry Frontiers 日期:2018 卷标:2(2) 页码:296-299]

    3240-34-4 + 1369625-72-8 = 855836-52-1
    反应条件:1.1 Catalysts: Lithium Acetate,Palladium Diacetate Solvents: 1,2-Dichloroethane; 28 H,80 °C; 80 °C -> Rt1.2 Reagents: Triethylamine; Rt2.1 Reagents: Hydrofluoric Acid Solvents: Tetrahydrofuran,Water; 0 °C; 1 H,Rt2.2 Reagents: N-Iodosuccinimide,Silver Fluoride Solvents: Tetrahydrofuran; Overnight,Rt; 8 H,70 °C3.1 Reagents: Cesium Carbonate Solvents: Methanol; 0 °C; 3 H,Rt3.2 Reagents: Ammonium Chloride Solvents: Water; Rt
    标题:Synthesis Of Multisubstituted Arenes Via Pyrdipsi-Directed Unsymmetrical Iterative C-H Functionalizations
    作者:Sarkar,Dhruba; Et Al
    参考文献:Acs Catalysis 日期:2015 卷标:5(11) 页码:6792-6801]

    3240-34-4 + 1369625-72-8 = 855836-52-1
    反应条件:1.1 Reagents: Lithium Acetate Catalysts: Palladium Diacetate Solvents: 1,2-Dichloroethane; 28 H,80 °C; 80 °C -> Rt1.2 Reagents: Triethylamine; Rt2.1 Reagents: Hydrofluoric Acid Solvents: Tetrahydrofuran,Water; 0 °C; 1 H,Rt2.2 Reagents: N-Iodosuccinimide,Silver Fluoride Solvents: Tetrahydrofuran; Overnight,Rt; 8 H,70 °C3.1 Reagents: Cesium Carbonate Solvents: Methanol; 0 °C; 3 H,Rt3.2 Reagents: Ammonium Chloride Solvents: Dichloromethane,Water; Rt
    标题:Twofold Unsymmetrical C-H Functionalization Of Pyrdipsi-Substituted Arenes: A General Method For The Synthesis Of Substituted Meta-Halophenols
    作者:Sarkar,Dhruba; Et Al
    参考文献:Angewandte Chemie 日期:2013 卷标:52(41) 页码:10800-10804]

    1369625-51-3 = 855836-52-1
    反应条件:1.1 Reagents: N-Bromosuccinimide Catalysts: Iodobenzene Diacetate,Palladium Diacetate Solvents: 1,2-Dichloroethane; 26 H,50 °C2.1 Catalysts: Lithium Acetate,Palladium Diacetate Solvents: 1,2-Dichloroethane; 28 H,80 °C; 80 °C -> Rt2.2 Reagents: Triethylamine; Rt3.1 Reagents: Hydrofluoric Acid Solvents: Tetrahydrofuran,Water; 0 °C; 1 H,Rt3.2 Reagents: N-Iodosuccinimide,Silver Fluoride Solvents: Tetrahydrofuran; Overnight,Rt; 8 H,70 °C4.1 Reagents: Cesium Carbonate Solvents: Methanol; 0 °C; 3 H,Rt4.2 Reagents: Ammonium Chloride Solvents: Water; Rt
    标题:Synthesis Of Multisubstituted Arenes Via Pyrdipsi-Directed Unsymmetrical Iterative C-H Functionalizations
    作者:Sarkar,Dhruba; Et Al
    参考文献:Acs Catalysis 日期:2015 卷标:5(11) 页码:6792-6801]

    591-50-4 = 855836-52-1
    反应条件:1.1 Reagents: Tripotassium Phosphate Catalysts: Dirhodium Tetraacetate Solvents: 1,4-Dioxane; 7 H,90 °C2.1 Reagents: N-Bromosuccinimide Catalysts: Iodobenzene Diacetate,Palladium Diacetate Solvents: 1,2-Dichloroethane; 26 H,50 °C3.1 Catalysts: Lithium Acetate,Palladium Diacetate Solvents: 1,2-Dichloroethane; 28 H,80 °C; 80 °C -> Rt3.2 Reagents: Triethylamine; Rt4.1 Reagents: Hydrofluoric Acid Solvents: Tetrahydrofuran,Water; 0 °C; 1 H,Rt4.2 Reagents: N-Iodosuccinimide,Silver Fluoride Solvents: Tetrahydrofuran; Overnight,Rt; 8 H,70 °C5.1 Reagents: Cesium Carbonate Solvents: Methanol; 0 °C; 3 H,Rt5.2 Reagents: Ammonium Chloride Solvents: Water; Rt
    标题:Synthesis Of Multisubstituted Arenes Via Pyrdipsi-Directed Unsymmetrical Iterative C-H Functionalizations
    作者:Sarkar,Dhruba; Et Al
    参考文献:Acs Catalysis 日期:2015 卷标:5(11) 页码:6792-6801
3-Bromo-2-Iodophenyl Acetate置于caesium Carbonate体系中,用 甲醇 作为反应溶剂,化学反应 3.0H,以95%的收率获得产物2-碘-3-溴苯酚
参考文献:Pyrdipsi 取代芳烃的双重不对称 CH 官能化:合成取代间卤代酚的通用方法
标题:Pyrdipsi 取代芳烃的双重不对称 CH 官能化:合成取代间卤代酚的通用方法
摘要:世界就是你的牡蛎...... 2-二异丙基甲硅烷基嘧啶取代的芳烃的顺序卤化/氧化反应提供了从简单的芳基碘化物中通用且有效地合成取代的间卤代酚(参见方案;piv=新戊酰基).这些产品将经历各种 C  C,C  N 和 C  O 成键反应,从而能够转变其框架并引入有价值的功能.
DOI:10.1002/anie.201304884

海关参考信息

专利信息


专利号:US-8173628-B2
优先权日:2000-06-22
标 题:Steroidal antiestrogens and antiandrogens and uses thereof
发明人:HANSON ROBERT N; FRIEL CAROLYN; LEE CHOON YOUNG
权利人:HANSON ROBERT N; FRIEL CAROLYN; LEE CHOON YOUNG; UNIV NORTHEASTERN
摘要:The present invention comprises the design, synthesis and development of a new class of chemotherapeutic agents for prophylactic and therapeutic treatments in a mammal, particularly a human, believed to be at risk of suffering from a hormone-responsive disorder. In an aspect of the invention, such treatments include therapeutic compositions comprising novel steroidal antiestrogen and antiandrogen compounds. In a preferred aspect, such a novel compound of the present invention has an address and a message component, which are made into a single composite entity for more aggressive intervention and effective treatment of hormone-responsive disorders, thereby prolonging the disease-free interval for the patient and reducing a number of side effects.

专利号:US-7041839-B2
优先权日:2000-06-22
标 题 :Steroidal antiestrogens and antiandrogens and uses thereof
发明人:HANSON ROBERT N; FRIEL CAROLYN; LEE CHOON YOUNG
权利人:UNIV NORTHEASTERN
摘要:The present invention comprises the design, synthesis and development of a new class of chemotherapeutic agents for prophylactic and therapeutic treatments in a mammal, particularly a human, believed to be at risk of suffering from a hormone-responsive disorde. In an embodiment of the invention, such treatments include therapeutic compositions comprising novel steroidal antiestrogen and antiandrogen compounds. In a preferred embodiment, such a novel compound of the present invention has an address and a message component, which are made into a single composite entity for more aggressive intervention and effective treatment of hormone-responsive disorders, thereby prolonging the disease-free interval for the patient and reducing a number of side effects.
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合成参考文献


摘要:Kwiecień, H., Science of Synthesis Knowledge Updates, (2014) 4, 68.
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