CAS: 98027-84-0; 2,6-Dichloro-4-Iodopyridine

该化合物是一种环环状环状的环状环状环状七环状有机化合物,在2和6个位置用两个氯原子替代,在4个位置用一个碘原子替代.该化合物一般看上去是固体的,以其在各种化学合成和药用化学应用中的作用而著称.卤素替代成分的存在增强了其反应性,使其在核生殖替代反应中有用,并成为更复杂的分子的构件.它经常用于制药和农用化学,因为其生物活动.该化合物的分子结构有助于其独特的特性,包括有机溶剂中的溶性以及与生物目标的潜在相互作用.应当参考安全数据,因为卤化化合物能够表现出毒性和环境持久性.在实验室环境中与该物质打交道时,适当的处理和处置程序至关重要.

结构式图片

相似化合物

153034-86-7 2402-78-0 69045-79-0

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2,6-dichloro-[4]pyridylamine 2,6-dichloro-3-iodo-pyridine 2,6-dichloropyridine methyl iodide 2,6-dichloropyridine-4-carboxylic acid 2,6-dichloro-4-phenylpyridine 2,4,6-trichloropyridine 2,4-dichloropyridine

合成工艺路线路线简述

  • 2402-78-0 = 98027-84-0
    反应条件:1.1 Reagents: Magnesate(1-),Dichloro(2,2,6,6-Tetramethylpiperidinato)-,Lithium (1:1) Solvents: Tetrahydrofuran; 0.1 H,25 °C1.2 Reagents: Iodine Solvents: Tetrahydrofuran1.3 Reagents: Iodine Solvents: Tetrahydrofuran; -30 °C1.4 Reagents: Ammonium Chloride Solvents: Water
    标题:Mixed Mg/li Amides Of The Type R2Nmgcl.Licl As Highly Efficient Bases For The Regioselective Generation Of Functionalized Aryl And Heteroaryl Magnesium Compounds
    作者:Krasovskiy,Arkady; Krasovskaya,Valeria; Knochel,Paul
    参考文献:Angewandte Chemie 日期:2006 卷标:45(18) 页码:2958-2961]

    2402-78-0 = 98027-84-0
    反应条件:1.1 Reagents: Magnesate(1-),Dichloro(2,2,4,6,6-Pentamethyl-1-Piperidinyl)-,Lithium (1:1) Solvents: Tetrahydrofuran; 25 °C; 10 Min,25 °C1.2 Reagents: Iodine; 25 °C1.3 Reagents: Ammonium Chloride Solvents: Water; 25 °C
    标题:New Mixed Li/mg And Li/mg/zn Amides For The Chemoselective Metalation Of Arenes And Heteroarenes
    作者:Rohbogner,Christoph J.; Wunderlich,Stefan H.; Clososki,Giiuliano C.; Knochel,Paul
    参考文献:European Journal Of Organic Chemistry (2009 日期:2009 页码:1781-1795]

    591-50-4 + 42521-08-4 = 98027-84-0 + 98-88-4
    反应条件:1.1 Catalysts: Tris(Dibenzylideneacetone)Dipalladium,1,1′-(9,9-Dimethyl-9H-Xanthene-4,5-Diyl)Bis[1,1-Diphenylphosphine] Solvents: O-Xylene; 12 H,150 °C; 150 °C -> Rt1.2 Reagents: Methanol; 30 Min,45 °C
    标题:Metathesis-Active Ligands Enable A Catalytic Functional Group Metathesis Between Aroyl Chlorides And Aryl Iodides
    作者:Lee,Yong Ho; Morandi,Bill
    参考文献:Nature Chemistry (2018 日期:2018 卷标:10(10) 页码:1016-1022]

    2402-78-0 = 98027-84-0 + 148493-37-2
    反应条件:1.1 Reagents: Magnesate(1-),Tris(2,2,6,6-Tetramethyl-1-Piperidinyl)-,Lithium Solvents: Diethyl Ether; 2 H,-10 °C1.2 Reagents: Iodine1.3 Reagents: Water
    标题:Deprotonation Of Chloropyridines Using Lithium Magnesates
    作者:Awad,Hacan; Mongin,Florence; Trecourt,Francois; Queguiner,Guy; Marsais,Francis
    参考文献:Tetrahedron Letters (2004 日期:2004 卷标:45(42) 页码:7873-7877]

    2402-78-0 = 98027-84-0 + 148493-37-2 + 1182718-72-4
    反应条件:1.1 Reagents: Butyllithium,2,2,6,6-Tetramethylpiperidine,(T-4)-Dichloro(N1,N1,N2,N2-Tetramethyl-1,2-Ethanediamine-Kn1,Kn2)Cadmium Solvents: Tetrahydrofuran,Hexane; 15 Min,0 °C1.2 2 H,Rt1.3 Reagents: Iodine Solvents: Tetrahydrofuran; Overnight,Rt
    标题:Deprotonative Metalation Of Chloro- And Bromopyridines Using Amido-Based Bimetallic Species And Regioselectivity-Computed Ch Acidity Relationships
    作者:Snegaroff,Katia; Nguyen,Tan Tai; Marquise,Nada; Halauko,Yury S.; Harford,Philip J.; Et Al
    参考文献:Chemistry - A European Journal (2011 日期:2011 卷标:17(47) 页码:13284-13297]

    2402-78-0 = 98027-84-0
    反应条件:1.1 Reagents: Di-μ-Chlorobis(Tetrahydrofuran)[(Tetrahydrofuran)(2,2,6,6-Tetramethyl-1-Piperidi...; 1 H,Rt1.2 Reagents: Iodine; -30 °C
    标题:Ground- And Excited-State Properties Of Iron(Ii) Complexes Linked To Organic Chromophores
    作者:Dierks,Philipp; Paepcke,Ayla; Bokareva,Olga S.; Altenburger,Bjoern; Reuter,Thomas; Et Al
    参考文献:Inorganic Chemistry (2020 日期:2020 卷标:59(20) 页码:14746-14761]

    148493-37-2 = 98027-84-0
    反应条件:1.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran,Hexane1.2 Reagents: Water
    标题:Strategies For The Selective Functionalization Of Dichloropyridines At Various Sites
    作者:Marzi,Elena; Bigi,Anna; Schlosser,Manfred
    参考文献:European Journal Of Organic Chemistry (2001 日期:2001 页码:1371-1376]

    2402-78-0 = 98027-84-0
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 45 Min,-75 °C1.2 Reagents: Iodine Solvents: Tetrahydrofuran; 15 Min,-75 °C1.3 Reagents: Sodium Sulfite Solvents: Water
    标题:Regiochemically Flexible Substitutions Of Di-,Tri-,And Tetrahalopyridines: The Trialkylsilyl Trick
    作者:Schlosser,Manfred; Bobbio,Carla; Rausis,Thierry
    参考文献:Journal Of Organic Chemistry (2005 日期:2005 卷标:70(7) 页码:2494-2502]

    5398-44-7 = 98027-84-0
    反应条件:1.1 Reagents: N-Iodosuccinimide,Pyridinium,1-Fluoro-2,4,6-Trimethyl-,Tetrafluoroborate(1-) (1:1) Catalysts: Tetrakis(Acetonitrile)Copper(1+) Tetrafluoroborate Solvents: Acetonitrile; 4 H,30 °C
    标题:Unified Approach To Decarboxylative Halogenation Of (Hetero)Aryl Carboxylic Acids
    作者:Chen,Tiffany Q.; Pedersen,P. Scott; Dow,Nathan W.; Fayad,Remi; Hauke,Cory E.; Et Al
    参考文献:Journal Of The American Chemical Society (2022 日期:2022 卷标:144(18) 页码:8296-8305]

    2587-02-2 = 98027-84-0
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water1.2 Reagents: Sodium Nitrite Solvents: Water1.3 Reagents: Potassium Iodide Solvents: Water1.4 Reagents: Sodium Bicarbonate Solvents: Tetrahydrofuran
    标题:Convenient Synthesis And Transformation Of 2,6-Dichloro-4-Iodopyridine
    作者:Mello,Jesse V.; Finney,Nathaniel S.
    参考文献:Organic Letters (2001 日期:2001 卷标:3(26) 页码:4263-4265]

    2402-78-0 = 98027-84-0
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 45 H,-75 °C1.2 Reagents: Iodine,Sodium Thiosulfate Solvents: Tetrahydrofuran,Water; 15 H,-75 °C
    标题:Synthetic,Optical And Theoretical Study Of Alternating Ethylenedioxythiophene-Pyridine Oligomers: Evolution From Planar Conjugated To Helicoidal Structure Towards A Chiral Configuration
    作者:Chevallier,Floris; Charlot,Marina; Mongin,Florence; Champagne,Benoit; Franz,Edith; Et Al
    参考文献:Chemphyschem (2016 日期:2016 卷标:17(24) 页码:4090-4101]

    2587-02-2 = 98027-84-0
    反应条件:1.1 Reagents: Sodium Nitrite,Hydrochloric Acid Solvents: Acetonitrile,Water; 0 °C; 5 Min,0 °C1.2 Reagents: Potassium Iodide Solvents: Water; 0 °C; 0 °C -> Rt
    标题:Exploiting The Versatile Assembly Of Arylpyridine Fluorophores For Wavelength Tuning And Sar
    作者:Fang,Albert G.; Mello,Jesse V.; Finney,Nathaniel S.
    参考文献:Organic Letters (2003 日期:2003 卷标:5(7) 页码:967-970]

    2402-78-0 = 98027-84-0
    反应条件:1.1 Reagents: Methyllithium Solvents: Diethyl Ether,Tetrahydrofuran; 5 Min,0 °C1.2 Reagents: Boron Trifluoride Etherate Solvents: Toluene; 20 Min,0 °C1.3 Reagents: Magnesate(1-),Dichloro(2,2,6,6-Tetramethylpiperidinato)-,Lithium (1:1); 3 H,0 °C1.4 Reagents: Iodine Solvents: Tetrahydrofuran; 10 Min,25 °C1.5 Reagents: Acetic Acid Solvents: Dimethyl Sulfoxide,Acetonitrile
    标题:Selective Functionalization Of Complex Heterocycles Via An Automated Strong Base Screening Platform
    作者:Boga,Sobhana Babu; Christensen,Melodie; Perrotto,Nicholas; Krska,Shane W.; Dreher,Spencer; Et Al
    参考文献:Reaction Chemistry & Engineering (2017 日期:2017 卷标:2(4) 页码:446-450]

    2402-78-0 = 98027-84-0 + 148493-37-2
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; -75 °C; 45 Min,-75 °C1.2 Reagents: Iodine Solvents: Tetrahydrofuran; -75 °C; 15 Min,-75 °C; -75 °C -> Rt
    标题:Intermolecular Contacts In The Crystal Structures Of Specifically Varied Halogen And Protonic Group Substituted Azines
    作者:Huebscher,Joerg; Seichter,Wilhelm; Weber,Edwin
    参考文献:Crystengcomm (2017 日期:2017 卷标:19(22) 页码:3026-3036]

    2402-78-0 = 98027-84-0 + 148493-37-2
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; 45 Min,-75 °C1.2 Reagents: Iodine Solvents: Tetrahydrofuran; -75 °C; 15 Min,-75 °C; -75 °C -> Rt1.3 Reagents: Sodium Thiosulfate Solvents: Water; Rt
    标题:Synthesis And Structural Characterization Of Ethynylene-Bridged Bisazines Featuring Various α-Substitution
    作者:Huebscher,Joerg; Seichter,Wilhelm; Gruber,Thomas; Kortus,Jens; Weber,Edwin
    参考文献:Journal Of Heterocyclic Chemistry (2015 日期:2015 卷标:52(4) 页码:1062-1074
2,6-二氯吡啶置于正丁基锂,碘体系中,用 四氢呋喃,正己烷 作为反应溶剂,化学反应 1.0H,以56%的收率获得产物2,6-二氯-4-碘吡啶
参考文献:乙撑二氧噻吩-吡啶低聚物交替的合成,光学和理论研究:从平面共轭到螺旋结构向手性构型的演变
标题:乙撑二氧噻吩-吡啶低聚物交替的合成,光学和理论研究:从平面共轭到螺旋结构向手性构型的演变
摘要:合成了一系列交替增加溶解度的交替3,4-亚乙基二氧噻吩-炔基吡啶低聚物(da)n,并研究了它们的光物理性质和非线性光学性质.它们的二次极化率是通过超瑞利散射实验确定的,以获得有关它们在溶液中的构象的信息.这些发色团基于富电子(d)和缺电子(a)部分的交替,显示出光学性质,该性质是由(da)n同源序列中n = 1-4的偶极和螺旋特征的组合产生的.从偶极共轭平面结构(n = 1,2)到螺旋结构(n= 3,4)由对称敏感的二阶非线性光学实验的结果清楚地证明了这一点.这暗示了一种用于二阶非线性光学的高效手性生色团的方法.有趣的是,这种结构演变对光物理性质也有重大影响:吸收和荧光发射均显示偶极平面导数(n = 1-2)中随着重复单元数量的增加而出现红移和增色变化,但在螺旋结构中显示出饱和效应(n = 2-4).此外,对于没有给电子或吸电子取代基的化合物,螺旋结构在700-750 Nm(40-100 Gm)处显示出相当大的双光子吸收.
DOI:10.1002/cphc.201601057

海关参考信息

专利信息


专利号:US-2023399302-A1
优先权日:2020-10-29
标题:Process for the preparation of heteroaryl-substituted sulfur(vi) compounds
发明人:LOPCHUK JUSTIN M; SHULTZ ZACHARY P; SCATTOLIN THOMAS
权利人:H LEE MOFFITT CANCER CT & RES
摘要:The present disclosure provides processes for the synthesis of organic compounds, in particular processes for the synthesis of heteroaryl-substituted sulfur(VI) compounds by nucleophilic aromatic substitution.
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主要参考文献

参考标题:Trisubstitution Of Pyridine Through Sequential And Regioselective Palladium Cross-Coupling Reactions Affording Analogs Of Known Gpr54 Antagonists
作者:Christelle Doebelin,Patrick Wagner,Isabelle Bertin,Frédéric Simonin,Martine Schmitt,Frédéric Bihel,Jean-Jacques Bourguignon
摘要:Large Spectrum Of Applications, Poly-Functionalized Pyridines Remain An Attractive Challenge In Modern Organic Chemistry. We Describe The Poly-Functionalization Of Halopyridines Through A Series Of Sequential And Regioselective Palladium-Catalyzed Cross-Coupling Reactions (Suzuki-Miyaura, Sonogashira And Buchwald-Hartwig Reactions). This Strategy Was Applied To The Synthesis Of Several Analogs Of Single

合成参考文献


摘要:Shimizu, M., Science of Synthesis Knowledge Updates, (2010) 3, 41.
摘要:Mérour, J.-Y.; Joseph, B., Science of Synthesis Knowledge Updates, (2016) 3, 411.
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