CAS: 95104-21-5; 2-Chloroquinoline-3-Carbonitrile

该化合物是一种多用途的七环化合物,广泛用作有机合成和制药研究的关键中间体,其氯基分子核心和硝化物功能对构建复杂的分子,特别是开发农用化学,染料和生物活性化合物很有价值.该化合物表现出高度的回动性,通过核生殖替代或循环反应,能够高效衍生.在标准条件下,其稳定性确保了处理和储存的便利性.研究人员支持这一构件,因为它有能力将氯基和西诺群体引入目标结构,促进将多种电子循环框架与药用化学和材料科学的潜在应用结合起来.

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相似化合物

73568-25-9 73776-25-7 73776-21-3

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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CAS号73568-25-9 2-氯-3-喹啉甲醛 | CAS号36926-82-6 2-氧代-1,2-二氢喹啉-3-腈 | CAS号93299-49-1 2-氯-3-喹啉甲醛肟 | CAS号91301-03-0 2-羟基喹啉-3-甲醛 | CAS号103-84-4 N-乙酰苯胺 | CAS号34846-64-5 3-氰基喹啉 | CAS号63124-13-0 3-Quinolinecarb... | CAS号73776-21-3 2-chloroquinoli... | CAS号116704-96-2 3-Hydroxyiminom... | CAS号106073-17-0 3-cyano-3,4-dih... | CAS号106835-44-3 1H-吡唑并[3,4-b]喹啉-3-胺 | CAS号36926-82-6 2-氧代-1,2-二氢喹啉-3-腈 | CAS号101617-94-1 2-氯-4-甲基喹啉-3-甲腈 | CAS号116705-08-9 ethyl 3-aminoth... | CAS号26908-38-3 脱氮黄素

合成工艺路线路线简述

  • 合成目标产物 2-Chloro-3-Cyanoquinoline 主要起始原料 2-Chloroquinoline-3-Carbaldehyde
  • 73568-25-9 = 95104-21-5
    反应条件:1.1 Reagents: Ammonia,Ceric Ammonium Nitrate Solvents: Water; 5 Min,Rt; 0 °C
    标题:Pyrazolo-Fused Quinoline Analogs: Synthesis Of 1H-Pyrazolo[3,4-B]Quinolines And 3-Amino-1H-Pyrazolo[3,4-B]Quinolines From 3-Formyl- And 3-Cyano-2-Chloroquinolines
    作者:Srivastava,Ambika; Singh,Mrityunjay K.; Singh,R. M.
    参考文献:Indian Journal Of Chemistry 日期:2006 卷标:(1) 页码:292-296]

    73568-25-9 = 95104-21-5
    反应条件:1.1 Reagents: Iodine,Hydroxylamine Solvents: Tetrahydrofuran; Rt
    标题:Novel Route For Synthesis Of Camptothecin Analogue
    参考文献:India]

    73568-25-9 = 95104-21-5
    反应条件:1.1 Reagents: Pyridine,Ammonium Carbamate,Ammonium Persulfate Catalysts: 4-Acetamido-Tempo,Tris(2,2′-Bipyridine)Ruthenium(2+) Bis(Hexafluorophosphate) Solvents: Acetonitrile,Water; 24 H,Rt1.2 Reagents: Diethyl Ether
    标题:Visible-Light-Driven Catalytic Oxidation Of Aldehydes And Alcohols To Nitriles By 4-Acetamido-Tempo Using Ammonium Carbamate As A Nitrogen Source
    作者:Nandi,Jyoti; Leadbeater,Nicholas E.
    参考文献:Organic & Biomolecular Chemistry 日期:2019 卷标:17(41) 页码:9182-9186]

    36926-82-6 = 95104-21-5
    反应条件:1.1 Reagents: Phosphorus Oxychloride
    标题:Synthesis And Antimicrobial Activity Of Novel Pyrazolo[3,4-B]Quinoline Derivatives
    作者:El-Sayed,Ola A.; Aboul-Enein,Hassan Y.
    参考文献:Archiv Der Pharmazie (Weinheim 日期:2001 卷标:334(4) 页码:117-120]

    = 95104-21-5
    反应条件:1.1 Reagents: Phosphorus Oxychloride1.2 Reagents: Hydroxylamine
    标题:The Vilsmeier Reaction Of Non-Aromatic Compounds
    作者:Jones,Gurnos; Stanforth,Stephen P.
    参考文献:Organic Reactions (Hoboken 日期:2000 卷标:56]

    113232-02-3 = 95104-21-5
    反应条件:1.1 Reagents: Acetic Anhydride
    标题:Synthesis Of 2-Aryl-1,2,3,4-Tetrahydropyrido[2',3':4,5]Thieno[2,3-B]Quinolin-4-Ones
    作者:Nandeeshaiah,S. K.; Ambekar,Sarvottam Y.
    参考文献:Indian Journal Of Chemistry 日期:1994 卷标:(4) 页码:375-9]

    73568-25-9 = 95104-21-5
    反应条件:1.1 Reagents: Pyridine,Ammonium Persulfate Catalysts: 4-Acetamido-Tempo,Tris(2,2′-Bipyridine)Ruthenium(2+) Bis(Hexafluorophosphate) Solvents: Acetonitrile; 24 H,50 °C1.2 Reagents: Ethyl Acetate
    标题:Combining Oxoammonium Cation Mediated Oxidation And Photoredox Catalysis For The Conversion Of Aldehydes Into Nitriles
    作者:Nandi,Jyoti; Witko,Mason L.; Leadbeater,Nicholas E.
    参考文献:Synlett 日期:2018 卷标:29(16) 页码:2185-2190]

    73568-25-9 = 95104-21-5
    反应条件:1.1 Reagents: Formamide,Pyridine,Hydroxyamine Hydrochloride Solvents: Xylene
    标题:Formamide Assisted One-Pot Conversion Of Aromatic Aldehydes Into The Corresponding Nitriles
    作者:Paraskar,Abhimanyu S.; Jagtap,H. S.; Sudalai,A.
    参考文献:Journal Of Chemical Research 日期:2000 卷标:(1) 页码:30-31]

    = 95104-21-5
    反应条件:1.1 Reagents: Phosphorus Oxychloride Solvents: Dimethylformamide; 80 °C1.2 Reagents: Hydroxyamine Hydrochloride
    标题:Synthesis And Antimicrobial Activity Of Some New Quinoline And 1H-Pyrazolo[3,4-B]Quinoline Derivatives
    作者:Amin,Monir A.-S.; Ismail,Mohammed M.; Barakat,Saber E.-S.; Abdul-Rahman,Ashraf A.-A.; Bayomi,Ashraf H.; Et Al
    参考文献:Bulletin Of Pharmaceutical Sciences 日期:2004 卷标:27(2) 页码:237-245]

    73568-25-9 = 95104-21-5
    反应条件:1.1 Reagents: Triethylamine,Hydroxyamine Hydrochloride,Propylphosphonic Anhydride Solvents: Dimethylformamide; 1 - 3 H,100 °C
    标题:Propylphosphonic Anhydride (T3P): A Remarkably Efficient Reagent For The One-Pot Transformation Of Aromatic,Heteroaromatic,And Aliphatic Aldehydes To Nitriles
    作者:Augustine,John Kallikat; Atta,Rajendra Nath; Ramappa,Balakrishna Kolathur; Boodappa,Chandrakantha
    参考文献:Synlett 日期:2009 卷标:(20) 页码:3378-3382]

    73568-25-9 = 95104-21-5
    反应条件:1.1 Reagents: Pyridine,Ammonium Persulfate Catalysts: 4-Acetamido-Tempo Solvents: Acetonitrile; 24 H,50 °C
    标题:Preparation Of Nitriles From Aldehydes Using Ammonium Persulfate By Means Of A Nitroxide-Catalysed Oxidative Functionalisation Reaction
    作者:Leon Sandoval,Arturo; Politano,Fabrizio; Witko,Mason L.; Leadbeater,Nicholas E.
    参考文献:Organic & Biomolecular Chemistry 日期:2022 卷标:20(3) 页码:667-671]

    73568-25-9 = 95104-21-5
    反应条件:1.1 Reagents: Ammonia Solvents: Water; 5 Min,Rt1.2 Reagents: Ceric Ammonium Nitrate; 10 - 15 Min,0 °C
    标题:Vilsmeier-Haack Reagent: A Facile Synthesis Of 2-Chloro-3-Formylquinolines From N-Arylacetamides And Transformation Into Different Functionalities
    作者:Srivastava,Ambika; Singh,R. M.
    参考文献:Indian Journal Of Chemistry 日期:2005 卷标:(9) 页码:1868-1875]

    93299-49-1 = 95104-21-5
    反应条件:1.1 Reagents: Thionyl Chloride Solvents: Benzene; 3 H,Reflux
    标题:Synthesis Of Novel Pyrazoloquinolines
    作者:Darsi,S. S. Praveen Kumar; Kumar,K. Shiva; Devi,B. Rama; Naidu,A.; Dubey,P. K.
    参考文献:Indian Journal Of Heterocyclic Chemistry 日期:2012 卷标:21(3) 页码:237-244]

    93299-49-1 = 95104-21-5
    反应条件:1.1 Reagents: Thionyl Chloride Solvents: Benzene; 2 H,Reflux
    标题:Dyeing Performance Of Heterocyclic Monoazo Dyes Based On 3-Amino-1H-Pyrazolon[3,4-B]Quinoline Derivatives On Various Fibers
    作者:Parekh,Nikhil M.; Maheria,Kalpana C.
    参考文献:Archives Of Applied Science Research 日期:2011 卷标:3(4) 页码:359-365]

    93299-49-1 = 95104-21-5
    反应条件:1.1 Reagents: Thionyl Chloride Solvents: Benzene; 2 H,Reflux
    标题:Study On Antibacterial Activity For Multidrug Resistance Stain By Using Phenyl Pyrazolones Substituted 3-Amino 1H-Pyrazolon (3,4-B) Quinoline Derivative In Vitro Condition
    作者:Parekh,Nikhil; Maheria,Kalpana; Patel,Pratik; Rathod,Manoj
    参考文献:International Journal Of Pharmtech Research 日期:2011 卷标:3(1) 页码:540-548]

    73568-25-9 = 95104-21-5
    反应条件:1.1 Reagents: Ammonia Solvents: Water; 5 Min,Rt1.2 Reagents: Diammonium Cerium Hexanitrate; 0 °C; 10 - 15 Min,0 °C
    标题:Ind-2,A Pyrimido[1'',2'':1,5]Pyrazolo[3,4-B]Quinoline Derivative,Circumvents Multi-Drug Resistance And Causes Apoptosis In Colon Cancer Cells
    作者:Karthikeyan,Chandrabose; Lee,Crystal; Moore,Joshua; Mittal,Roopali; Suswam,Esther A.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry 日期:2015 卷标:23(3) 页码:602-611]

    73568-25-9 = 95104-21-5
    反应条件:1.1 Reagents: Iodine,Ammonia Solvents: Tetrahydrofuran,Water; 75 Min,Rt1.2 Reagents: Sodium Thiosulfate Solvents: Water; Rt
    标题:A One Pot Method Of Conversion Of Aldehydes Into Nitriles Using Iodine In Ammonia Water. Synthesis Of 2-Chloro-3-Cyanoquinolines
    作者:Upadhyay,Shraddha; Chandra,Atish; Singh,Radhey M.
    参考文献:Indian Journal Of Chemistry 日期:2009 卷标:(1) 页码:152-154]

    73568-25-9 = 95104-21-5
    反应条件:1.1 Reagents: Iodine,Ammonia Solvents: Tetrahydrofuran,Water; 3 H,25 °C
    标题:Preparation Of Cyanoquinoline Derivatives Useful As Ido1 Inhibitors
    参考文献:China]

    63124-13-0 = 95104-21-5
    反应条件:1.1 Reagents: Phosphorus Oxychloride; 12 H,Reflux1.2 Reagents: Potassium Carbonate Solvents: Water; Neutralized,0 °C
    标题:Ru(Iii)-Catalyzed Construction Of Variously Substituted Quinolines From 2-Aminoaromatic Aldehydes (Ketones) And Isoxazoles: Isoxazoles As Cyclization Reagent And Cyano Sources
    作者:Hu,Di; Pi,Chao; Hu,Wei; Han,Xiliang; Wu,Yangjie; Et Al
    参考文献:Chinese Chemical Letters 日期:2022 卷标:33(8) 页码:4064-4068]

    73568-25-9 = 95104-21-5
    反应条件:1.1 Reagents: Iodine,Ammonia Solvents: Tetrahydrofuran; 1 H,Rt
    标题:Zirconia-Cu(I) Stabilized Copper Oxide Mesoporous Nano-Catalyst: Synthesis And Dna Reactivity Of 1,2,4-Oxadiazole-Quinolinepeptidomimetics-Based Metal(Ii) Complexes
    作者:Aravinda,T.; Vinay Kumar,B.; Raghu,M. S.; Parusharam,L.; Rao,Srilatha
    参考文献:Nucleosides 日期:2020 卷标:39(4) 页码:630-647
📜3-Hydroxyiminomethylquinoline-2(1H)-One置于乙酸酐,三氯氧磷体系中,化学反应 3.0H,反应生成 2-氯喹啉-3-甲腈
参考文献:新型吡唑并[3,4-B]喹啉衍生物的合成及抗菌活性
标题:新型吡唑并[3,4-B]喹啉衍生物的合成及抗菌活性
摘要:新的吡唑并[3,4-B]喹啉衍生物通过中间体2-氯喹啉-3-甲腈7,即3-氨基-1H-吡唑并[3,4-B]喹啉8A,3-氨基-1-苯基/(对位取代)苯基/-1H-吡唑并[3,4-B]-喹啉8B-F.此外,3-[(3-Aryl-4-Oxothiazolidin-2-Ylidene)Amino]-1H-Pyrazolo[3,4-B]Quinolines 11A,B; 3-[(3-Aryl-4-Oxothiazin-2-Ylidene)Amino]-1H-Pyrazolo[3,4-B]Quinolines 12A,B 和 3-(2-Aryl-4-Oxothiazolidin-3-yl)-合成了1H-吡唑并[3,4-B]喹啉13A,B.对大多数制备的化合物评价了抗微生物活性.
DOI:10.1002/1521-4184(200104)334:4<117::Aid-Ardp117>3.0.Co;2-9

海关参考信息

专利信息


专利号:US-2007208164-A1
优先权日:2006-02-27
标题:Methods of synthesizing radiolabeled 3-cyano[14C]quinolines
发明人：OLSZEWSKI JOHN D; MAY MICHAEL K; BERGER DAN M
权利人:WYETH CORP
摘要:The present invention is directed to radiolabeled 3-cyanoquinolines of the formula: n n nand methods of synthesizing the same, wherein G 1 , G 2 R 1 , R 4 , Z, X, and n are as defined herein. n nThe present invention is also directed to a radiolabeled intermediate compounds of formula (VII): n n nwherein PG, G 1 , R 1 , R 4 , R 10 , and R 11 are as defined herein, and synthesis of the same.

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合成参考文献


参考文献:10.1055/s-0029-1218388
摘要:Augustine J, Atta R, Ramappa B, Boodappa C. Propylphosphonic Anhydride (T3P®): A Remarkably Efficient Reagent for the One-Pot Transformation of Aromatic, Heteroaromatic, and Aliphatic Aldehydes to Nitriles. Synlett. 2009 Nov 27;2009(20):3378–82. doi: 10.1055/s-0029-1218388.
参考文献:10.1007/s11696-024-03316-6
摘要:Ibrahim NSM, Kadry HH, Zaher AF, Mohamed KO. Review: synthesis and anticancer activity of pyrimido[4,5-b]quinolines in the last twenty years. Chem. Pap. 2024 Feb 12;78(5):2729–55. doi: 10.1007/s11696-024-03316-6.
参考文献:10.1134/s1070363225608488
摘要:Salakhov TL, Dotsenko VV, Lukina DY, Strelkov VD, Krivokolysko SG, Netreba EE, Dotsenko EP, Aksenov NA, Aksenova IV. New Nicotinonitrile–Coumarin Heterodimers: Synthesis and Evaluation of Agrochemical Potential. Russ J Gen Chem. 2026 Feb;96(2). doi: 10.1134/s1070363225608488.
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