CAS: 92-46-6; 6-Chloro-2-Methylquinoline

该化合物是一种卤化quinoline衍生物,分子式为C10H8ClN.该化合物的特点是,在6个位置上存在替代氯的替代物,在2个位置上存在一个甲基组,这增强了其回作用和在合成化学中的实用性.它是一个多功能的中间体,用于制备药品,农用化学品和功能材料.氯和甲基组有助于其电子生物特性,适合交叉反应和进一步功能化.其稳定性和明确界定的结构确保有机合成和研究应用的一贯性能.

结构式图片

相似化合物

4965-33-7 53342-53-3 4964-69-6

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报

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合成工艺路线路线简述

  • 合成目标产物 6-Chloro-2-Methylquinoline 主要起始原料 4-Chloroaniline And Ethyl Vinyl Ether
  • 28328-97-4 = 92-46-6
    反应条件:1.1 Catalysts: Tris(Pentafluorophenyl)Borane Solvents: P-Xylene; 22 H,150 °C
    标题:Tris(Pentafluorophenyl)Borane-Catalyzed Acceptorless Dehydrogenation Of N-Heterocycles
    作者:Kojima,Masahiro; Kanai,Motomu
    参考文献:Angewandte Chemie 日期:2016 卷标:55(40) 页码:12224-12227]

    = 92-46-6
    反应条件:1.1 Reagents: Sodium Dodecyl Sulfate Catalysts: 12-Molybdophosphoric Acid Solvents: Toluene,Water; 1 H,80 °C1.2 Reagents: Sodium Bicarbonate Solvents: Water; Basified
    标题:Micellar-Mediated Phosphomolybdic Acid: Highly Effective Reusable Catalyst For Synthesis Of Quinoline And Its Derivatives
    作者:Chaskar,Atul; Padalkar,Vikas; Phatangare,Kiran; Langi,Bhushan; Shah,Chetan
    参考文献:Synthetic Communications 日期:2010 卷标:40(15) 页码:2336-2340]

    107-21-1 = 92-46-6
    反应条件:1.1 Reagents: Carbon Tetrachloride Catalysts: Iron Chloride (Fecl3); 8 H,150 °C
    标题:Quinoline Synthesis By The Reaction Of Anilines With 1,2-Diols Catalyzed By Iron Compounds
    作者:Khusnutdinov,Ravil; Bayguzina,Alfiya; Aminov,Rishat; Dzhemilev,Usein
    参考文献:Journal Of Heterocyclic Chemistry 日期:2016 卷标:53(4) 页码:1022-1029]

    28328-97-4 = 92-46-6
    反应条件:1.1 Reagents: Oxygen Catalysts: Dimethyl Sulfoxide,Ferrous Chloride Solvents: P-Xylene; 24 H,1 Bar,110 °C
    标题:A Convenient Procedure For The Oxidative Dehydrogenation Of N-Heterocycles Catalyzed By Fecl2/dmso
    作者:Zhou,Weiyou; Taboonpong,Piyada; Aboo,Ahmed Hamdoon; Zhang,Lingjuan; Jiang,Jun; Et Al
    参考文献:Synlett 日期:2016 卷标:27(12) 页码:1806-1809]

    = 92-46-6
    反应条件:1.1 Catalysts: Palladium (Nanoparticle Complex With Magnetite And Graphene Oxide) Solvents: Acetonitrile; 12 H,80 °C
    标题:Magnetically Separable Palladium-Graphene Nanocomposite As Heterogeneous Catalyst For The Synthesis Of 2-Alkylquinolines Via One Pot Reaction Of Anilines With Alkenyl Ethers
    作者:Verma,Sanny; Verma,Deepak; Jain,Suman L.
    参考文献:Tetrahedron Letters 日期:2014 卷标:55(15) 页码:2406-2409]

    = 92-46-6
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Toluene,Water; 40 °C; Overnight,Reflux
    标题:Synthesis And Structure Elucidation Of A Series Of Chloroquinoline-2-Chalcones By The Doebner-Miller Reaction
    作者:Gopaul,Kaalin; Koorbanally,Neil A.
    参考文献:Magnetic Resonance In Chemistry 日期:2016 卷标:54(8) 页码:677-683]

    = 92-46-6
    反应条件:1.1 Catalysts: Iron,Ruthenium Solvents: Ethanol,Water; 3 Mpa,200 °C
    标题:A Simple Continuous Reaction For The Synthesis Of Quinoline Compounds
    作者:Song,Suhong; Dai,Yuyu; Hong,Yunyang; Li,Xiaoqing; Yan,Xinhuan
    参考文献:Green Chemistry 日期:2022 卷标:24(4) 页码:1714-1720]

    2065-66-9 + 6563-10-6 = 92-46-6
    反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: Tetrahydrofuran; 3 H,80 °C
    标题:Method For Introduction Of Alkyl Group At Ortho Position Of Pyridine N-Oxides
    参考文献:Korea]

    = 92-46-6
    反应条件:1.1 Solvents: Tetrahydrofuran; 12 H,Rt
    标题:Blue-Light-Promoted Carbon-Carbon Double Bond Isomerization And Its Application In The Syntheses Of Quinolines
    作者:Chen,Xinzheng; Qiu,Shuxian; Wang,Sasa; Wang,Huifei; Zhai,Hongbin
    参考文献:Organic & Biomolecular Chemistry 日期:2017 卷标:15(30) 页码:6349-6352]

    20028-53-9 = 92-46-6
    反应条件:1.1 Catalysts: Sodium Tert-Butoxide,[1,3-Bis[2,6-Bis(1-Methylethyl)Phenyl]-1,3-Dihydro-2H-Imidazol-2-Ylidene]Chloroc... Solvents: Toluene; 8 H,70 °C
    标题:Synthesis Of Quinolines And Naphthyridines Via Catalytic Retro-Aldol Reaction Of β-Hydroxyketones With Ortho-Aminobenzaldehydes Or Nicotinaldehydes
    作者:Zhang,Song-Lin; Deng,Zhu-Qin
    参考文献:Organic & Biomolecular Chemistry 日期:2016 卷标:14(38) 页码:8966-8970]

    28328-97-4 = 92-46-6
    反应条件:1.1 Catalysts: 2,2,2-Trifluoroethanol,Chloro[4-Methoxy-2-[1-[(4-Methoxyphenyl)Imino-Kn]Ethyl]Phenyl-Kc][(1,2,3,4,5-η)-...; 20 H,Reflux
    标题:Acceptorless Dehydrogenation Of Nitrogen Heterocycles With A Versatile Iridium Catalyst
    作者:Wu,Jianjun; Talwar,Dinesh; Johnston,Steven; Yan,Ming; Xiao,Jianliang
    参考文献:Angewandte Chemie 日期:2013 卷标:52(27) 页码:6983-6987]

    1004545-72-5 = 92-46-6
    反应条件:1.1 Catalysts: 1,10-Phenanthroline,Palladium Diacetate Solvents: Methanol; 36 H,25 °C
    标题:A Facile Synthesis Of 2-Methylquinolines Via Pd-Catalyzed Aza-Wacker Oxidative Cyclization
    作者:Zhang,Zuhui; Tan,Jiajing; Wang,Zhiyong
    参考文献:Organic Letters 日期:2008 卷标:10(2) 页码:173-175]

    = 92-46-6
    反应条件:1.1 Reagents: Oxygen Catalysts: Alumina,Hydrochloric Acid; 10 Min
    标题:One-Pot Synthesis Of Quinaldine Derivatives By Using Microwave Irradiation Without Any Solvent - A Green Chemistry Approach
    作者:Safari,Javad; Banitaba,Sayed Hossein; Samiei,Sepehr Sadegh
    参考文献:Journal Of Chemical Sciences (Bangalore 日期:2009 卷标:121(4) 页码:481-484]

    = 92-46-6
    反应条件:1.1 Catalysts: 12-Tungstophosphoric Acid; 11 Min
    标题:Synthesis Of Quinaldines And Lepidines By A Doebner-Miller Reaction Under Thermal And Microwave Irradiation Conditions Using Phosphotungstic Acid
    作者:Sivaprasad,Ganesabaskaran; Rajesh,Rengasamy; Perumal,Paramasivan T.
    参考文献:Tetrahedron Letters 日期:2006 卷标:47(11) 页码:1783-1785]

    28328-97-4 = 92-46-6
    反应条件:1.1 Reagents: Oxygen Catalysts: Nickel Monoxide (Supported On Graphene Nanoplatelets) Solvents: Dimethyl Sulfoxide; 10 H,100 °C
    标题:Nanonickel Oxides Prepared By Atomic Layer Deposition As Efficient Catalyst For The Dehydrogenation Of N-Heterocycles
    作者:Du,Liyong; Shi,Li; Liu,Yunxiao; Ling,Yong; Zhang,Yanan; Et Al
    参考文献:Chemistryselect 日期:2020 卷标:5(38) 页码:11811-11816]

    1810-72-6 + 676-58-4 = 92-46-6
    反应条件:1.1 Reagents: Trichlorotris(Tetrahydrofuran)Chromium Solvents: Tetrahydrofuran; 2 Min,Rt; 15 Min,25 °C1.2 Reagents: Ammonium Chloride Solvents: Water; Rt
    标题:Chromium-Catalyzed Cross-Coupling Reactions Of Alkylmagnesium Reagents With Halo-Quinolines And Activated Aryl Chlorides
    作者:Bellan,Andreas B.; Kuzmina,Olesya M.; Vetsova,Violeta A.; Knochel,Paul
    参考文献:Synthesis 日期:2017 卷标:49(1) 页码:188-194]

    1602-00-2 = 92-46-6
    反应条件:1.1 Reagents: Cuprous Iodide Solvents: 1,2-Dichloroethane; 12 H,120 °C
    标题:Copper-Promoted Tandem Reaction Of Azobenzenes With Allyl Bromides Via N=n Bond Cleavage For The Regioselective Synthesis Of Quinolines
    作者:Yi,Xiangli; Xi,Chanjuan
    参考文献:Organic Letters 日期:2015 卷标:17(23) 页码:5836-5839]

    = 92-46-6
    反应条件:1.1 Reagents: Diethyl Ether Catalysts: Montmorillonite ((Al1.33-1.67Mg0.33-0.67)(Ca0-1Na0-1)0.33Si4(Oh)2O10.Xh2O) (Silver-Exchanged); 5 Min; 3 H,120 °C
    标题:Synthesis Of Quinolone Derivatives By An Improved Doebner-Von Miller Reaction Using A Recyclable Ag(I)-Exchanged Montmorillonite K10 Catalyst
    作者:Jayram,Janeeka; Jeena,Vineet
    参考文献:Heterocycles 日期:2016 卷标:92(12) 页码:2213-2224]

    107-21-1 = 92-46-6
    反应条件:1.1 Catalysts: Iron Chloride (Fecl3) Solvents: Carbon Tetrachloride; 8 H,150 °C; 150 °C -> 20 °C1.2 Reagents: Sodium Carbonate Solvents: Water; 0.5 - 1 H,Neutralized,20 °C
    标题:Method For Substituted Quinolines Production From Aniline,1,2-Diols And Ccl4 Under Iron Catalysts
    参考文献:Russian Federation]

    1253423-95-8 = 92-46-6
    反应条件:1.1 Reagents: Acetic Acid,Iron; 2 H,Reflux
    标题:Iron/acetic Acid-Mediated Carbon Degradation: A Facile Route For The Synthesis Of Quinoline Derivatives
    作者:Ramesh,Chintakunta; Kavala,Veerababurao; Kuo,Chun-Wei; Yao,Ching-Fa
    参考文献:Tetrahedron Letters 日期:2010 卷标:51(40) 页码:5234-5237
📜2-(5-氯-2-硝基苯基)乙腈置于铁粉,Sodium Hydride,溶剂黄146体系中,用 水,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 0.33H,反应生成 6-氯-2-甲基喹啉
参考文献:New Simple Synthesis Of Quinoline-4-Carbonitriles
标题:New Simple Synthesis Of Quinoline-4-Carbonitriles
摘要:Alkylation Of 2-Nitrobenzyl Cyanides With Alpha-Halomethyl Ketones Furnishes Ketonitriles Which Upon Reduction With Tin(II) Chloride Form Quinoline-4-Carbonitriles In Good Yields.
DOI:10.1055/s-0032-1317380

海关参考信息

专利信息


专利号:US-11655257-B2
优先权日:2017-03-16
标 题:MK2 inhibitors, synthesis thereof, and intermediates thereto
发明人：FEIGELSON GREGG BRIAN; GEHERTY MARYLL E; HEID JR RICHARD MARTIN; KOTHARE MOHIT; MAN HON-WAH; RUCHELMAN ALEXANDER L; TRAVERSE JOHN F; YONG KELVIN HIN-YEONG; ZHANG CHENGMIN
权利人:CELGENE CAR LLC
摘要:The present invention provides methods of preparing a MK2 inhibitor, and intermediates related thereto.

专利号:CN-113862710-A
优先权日:2021-09-17
标 题 :Electrochemical synthesis method of dihydrodipyrazolo [3,4-b:4',3' -e ] pyridine compound

专利号:EP-1465880-B1
优先权日:2001-11-28
标题 :5-sulphanyl-4h-1,2,4-triazole derivatives and their use to treat disorders associated with somatostatine
发明人：GALCERA CONTOUR MARIE-ODILE; SIDHU ALBAN; ROUBERT PIERRE; THURIEAU CHRISTOPHE
权利人:IPSEN PHARMA
摘要:The invention concerns novel 5-sulphanyl-4H-1,2,4-triazole derivatives of formula (I), wherein: R1, R2 and R3 represent variable groups and the methods for preparing them by liquid-phase parallel synthesis processes. Said product exhibit good affinity for certain sub-types of somatostatin receptors; they are particularly useful for treating pathological conditions or diseases wherein one (or more) somatostatin receptors is (are) involved. The invention also concerns pharmaceutical compositions containing said products and their use for preparing a medicine.

专利号:CN-113862710-B
优先权日:2021-09-17
标 题:An electrochemical synthesis method of dihydrodipyrazole [3,4-b:4′,3′-e]pyridine compounds

专利号:CN-113930791-B
优先权日:2021-10-15
标题:Electric synthesis method of pyrido-bipyrimidine tetraketone compound

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合成参考文献


摘要:Sharma, U.; Kumar, R.; Gupta, S. S.; Chandra, D., Science of Synthesis Knowledge Updates, (2022) 2, 242.
摘要:Sharma, U.; Kumar, R.; Gupta, S. S.; Chandra, D., Science of Synthesis Knowledge Updates, (2022) 2, 72.
摘要:Sharma, U.; Kumar, R.; Gupta, S. S.; Chandra, D., Science of Synthesis Knowledge Updates, (2022) 2, 192.
摘要:Sharma, U.; Kumar, R.; Gupta, S. S.; Chandra, D., Science of Synthesis Knowledge Updates, (2022) 2, 376.
摘要:Xu, L.; Wu, X.; Xiao, J., Science of Synthesis: Stereoselective Synthesis, (2011) 2, 274.
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