CAS: 83-54-5; 1-Methylquinolin-4(1H)-One

该化合物是五氯硝基苯的衍生物, 其1点为一组甲基. 该化合物具有强效抗氧化特性, 成为各种化学工艺中有价值的添加剂. 它独特的结构特征有助于有效保护敏感材料免受氧化降解. 该化合物在有机溶剂中也非常易溶, 便于其在多种用途中使用.

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5800-99-7 325856-06-2 414894-40-9

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1-甲基-4-氧代-1,4-二氢喹啉-3-羧酸 1,4-Dihydro-1-Methyl-4-Oxoquinoline-3-Carboxylic Acid 18471-99-3

合成工艺路线路线简述

  • 529-37-3 = 83-54-5
    反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Methanol; 18 H,Rt
    标题:Synthesis Of Bridged Benzazocines And Benzoxocines By A Titanium-Catalyzed Double-Reductive Umpolung Strategy
    作者:Bichovski,Plamen; Et Al
    参考文献:Chemistry - A European Journal 日期:2015 卷标:21(6) 页码:2339-2342]

    65037-44-7 = 83-54-5
    反应条件:1.1 Reagents: Tripotassium Phosphate Catalysts: Morpholine,Trimethylphosphine,Bis(1,5-Cyclooctadiene)Nickel Solvents: Dimethylformamide,Chlorobenzene; Rt; Rt -> 100 °C; 48 H,100 °C
    标题:Synthesis Of 4-Quinolones Through Nickel-Catalyzed Intramolecular Amination On The β-Carbon Of O-(N-Alkylamino)Propiophenones
    作者:Ueno,Satoshi; Et Al
    参考文献:Synlett 日期:2012 卷标:23(11) 页码:1639-1642]

    611-36-9 = 83-54-5
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 2 H,Rt1.2 Rt -> 80 °C; 16 H,80 °C
    标题:Derisking The Cu-Mediated 18F-Fluorination Of Heterocyclic Positron Emission Tomography Radioligands
    作者:Taylor,Nicholas J.; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2017 卷标:139(24) 页码:8267-8276]

    18471-99-3 = 83-54-5 [标题:Reaction Conditions
    标题:Synthesis And Some Reactions Of N-Alkyl-4-Quinolone-3-Carboxylic Acids
    作者:Markees,D. G.; Et Al
    参考文献:Helvetica Chimica Acta 日期:1972 卷标:55(4) 页码:1319-26]

    4637-24-5 + 1859-75-2 = 83-54-5
    反应条件:1.1 Catalysts: P-Toluenesulfonic Acid Solvents: O-Xylene; 24 H,Rt -> 130 °C
    标题:Novel Synthesis Of 1,2-Substituted 4-Quinolones
    作者:Bandatmakuru,Sreenivasulareddy; Et Al
    参考文献:Synopen 日期:2018 卷标:2(4) 页码:0285-0292]

    1338224-05-7 = 83-54-5
    反应条件:1.1 Reagents: Phosphorus Pentoxide Catalysts: Methanesulfonic Acid; 2 H,23 °C1.2 3 H,Rt -> 110 °C
    标题:Discovery Of Potent,Orally Bioavailable Phthalazinone Bradykinin B1 Receptor Antagonists
    作者:Biswas,Kaustav; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2011 卷标:54(20) 页码:7232-7246]

    2525-21-5 = 83-54-5 [标题:Reaction Conditions
    标题:The Oxidation Of 1-Alkyl(Aryl)Quinolinium Chlorides With Rabbit Liver Aldehyde Oxidase
    作者:Angelino,S. A. G. F.; Et Al
    参考文献:Journal Of Heterocyclic Chemistry 日期:1984 卷标:21(1) 页码:107-12]

    529-37-3 = 83-54-5
    反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Methanol; 16 H,Rt
    标题:Iodine/persulfate-Promoted Site-Selective Direct Thiolation Of Quinolones And Uracils
    作者:Beukeaw,Danupat; Et Al
    参考文献:Tetrahedron 日期:2019 卷标:75(39)]

    529-37-3 = 83-54-5 [标题:Reaction Conditions
    标题:Alkylation Of Quinolines With Trialkyl Phosphates
    作者:Frank,J.; Et Al
    参考文献:Tetrahedron Letters 日期:1977 卷标:(51) 页码:4545-6]

    153813-81-1 = 83-54-5
    反应条件:1.1 Reagents: Methylamine Solvents: Ethanol,Water; 10 D,Rt2.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 2 - 8 H,100 °C
    标题:Utilization Of Aromatic Denitrocyclization Reaction For The Synthesis Of 3-Unsubstituted 1,4-Dihydroquinolin-4-One Derivatives
    作者:Radl,Stanislav; Et Al
    参考文献:Collection Of Czechoslovak Chemical Communications 日期:2004 卷标:69(4) 页码:822-832]

    52166-26-4 = 83-54-5
    反应条件:1.1 Reagents: Chloro(1-Methylethyl)Magnesium Solvents: Tetrahydrofuran; -78 °C; 1 H,-78 °C; -78 °C -> Rt; Rt -> -20 °C1.2 Reagents: Water-D2; -20 °C2.1 Reagents: Silver Acetate,Propanoic Acid,2,2-Dimethyl-,Cesium Salt (1:1) Catalysts: Palladium Trifluoroacetate Solvents: Pivalic Acid; 30 Min,100 °C
    标题:Unraveling Innate Substrate Control In Site-Selective Palladium-Catalyzed C-H Heterocycle Functionalization
    作者:Choi,Hwanho; Et Al
    参考文献:Chemical Science 日期:2016 卷标:7(6) 页码:3900-3909]

    765316-77-6 = 83-54-5
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 2 - 8 H,100 °C
    标题:Utilization Of Aromatic Denitrocyclization Reaction For The Synthesis Of 3-Unsubstituted 1,4-Dihydroquinolin-4-One Derivatives
    作者:Radl,Stanislav; Et Al
    参考文献:Collection Of Czechoslovak Chemical Communications 日期:2004 卷标:69(4) 页码:822-832]

    59019-35-1 = 83-54-5
    反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Acetonitrile; 12 H,Rt
    标题:Aerobic C-C Bond Cleavage Of Indoles By Visible-Light Photoredox Catalysis With Ru(Bpy)32+
    作者:Ji,Xiaochen; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2017 卷标:2017(45) 页码:6652-6659]

    529-37-3 = 83-54-5
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Tetrahydrofuran; Rt; 15 Min,55 °C1.2 Rt; 12 H,Rt1.3 Reagents: Water; Rt
    标题:Highly Enantioselective Catalytic Addition Of Grignard Reagents To N-Heterocyclic Acceptors
    作者:Guo,Yafei; Et Al
    参考文献:Angewandte Chemie 日期:2019 卷标:58(37) 页码:12950-12954]

    529-37-3 = 83-54-5
    反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Methanol; Overnight,Rt
    标题:Direct C-3-Alkenylation Of Quinolones Via Palladium-Catalyzed C-H Functionalization
    作者:Li,Mingzong; Et Al
    参考文献:Advanced Synthesis & Catalysis 日期:2010 卷标:352 页码:2445-2449]

    875-30-9 = 83-54-5
    反应条件:1.1 Reagents: Potassium Hydroxide,Oxygen Catalysts: Tris(2,2′-Bipyridyl)Ruthenium(Ii) Chloride Solvents: Acetonitrile,Water; 48 H,Rt
    标题:Visible Light-Induced Aerobic Oxidation Of Indoles: One-Pot Formation Of 4-Quinolones At Room Temperature
    作者:Ji,Xiaochen; Et Al
    参考文献:Asian Journal Of Organic Chemistry 日期:2018 卷标:7(4) 页码:711-714]

    875-30-9 = 83-54-5
    反应条件:1.1 Reagents: Water,Tripotassium Phosphate,Oxygen Catalysts: Tris(2,2′-Bipyridyl)Ruthenium(Ii) Chloride Solvents: Acetonitrile; Rt2.1 Reagents: Potassium Hydroxide Solvents: Acetonitrile; 12 H,Rt
    标题:Aerobic C-C Bond Cleavage Of Indoles By Visible-Light Photoredox Catalysis With Ru(Bpy)32+
    作者:Ji,Xiaochen; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2017 卷标:2017(45) 页码:6652-6659]

    16063-16-4 = 83-54-5
    反应条件:1.1 Reagents: Hydrochloric Acid
    标题:Synthesis Via Pummerer Intermediates. Ii. Disproportionation Reactions Of 3-(Methylsulfinyl)Chromones And 3-(Methylsulfinyl)Quinolinones With Hydrochloric Acid
    作者:Connor,David T.; Et Al
    参考文献:Journal Of Heterocyclic Chemistry 日期:1978 卷标:15(1) 页码:113-14]

    = 83-54-5
    反应条件:1.1 Reagents: Silver Acetate,Propanoic Acid,2,2-Dimethyl-,Cesium Salt (1:1) Catalysts: Palladium Trifluoroacetate Solvents: Pivalic Acid; 30 Min,100 °C
    标题:Unraveling Innate Substrate Control In Site-Selective Palladium-Catalyzed C-H Heterocycle Functionalization
    作者:Choi,Hwanho; Et Al
    参考文献:Chemical Science 日期:2016 卷标:7(6) 页码:3900-3909]

    = 83-54-5
    反应条件:1.1 Reagents: Boron Trichloride Solvents: Benzene; 0 °C1.2 Reagents: Aluminum Chloride; 0 °C; 0 °C -> Reflux; Reflux1.3 Reagents: Hydrochloric Acid Solvents: Water1.4 Reagents: Sodium Hydroxide; Ph 8,Rt2.1 Reagents: Tripotassium Phosphate Catalysts: Morpholine,Trimethylphosphine,Bis(1,5-Cyclooctadiene)Nickel Solvents: Dimethylformamide,Chlorobenzene; Rt; Rt -> 100 °C; 48 H,100 °C
    标题:Synthesis Of 4-Quinolones Through Nickel-Catalyzed Intramolecular Amination On The β-Carbon Of O-(N-Alkylamino)Propiophenones
    作者:Ueno,Satoshi; Et Al
    参考文献:Synlett 日期:2012 卷标:23(11) 页码:1639-1642]

    = 83-54-5
    反应条件:1.1 Solvents: Toluene,Heptane; 14 H,Rt -> 40 °C; 40 °C -> 80 °C; 2 H,80 °C; 80 °C -> 23 °C2.1 Reagents: Phosphorus Pentoxide Catalysts: Methanesulfonic Acid; 2 H,23 °C2.2 3 H,Rt -> 110 °C
    标题:Discovery Of Potent,Orally Bioavailable Phthalazinone Bradykinin B1 Receptor Antagonists
    作者:Biswas,Kaustav; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2011 卷标:54(20) 页码:7232-7246]

    551-93-9 + 107-31-3 = 83-54-5
    反应条件:1.1 Reagents: Sodium; 22 H,40 °C; 40 °C -> Rt1.2 Reagents: Water Solvents: Ethanol,Ethyl Acetate; Rt2.1 Reagents: Potassium Hydroxide Solvents: Methanol; 18 H,Rt
    标题:Synthesis Of Bridged Benzazocines And Benzoxocines By A Titanium-Catalyzed Double-Reductive Umpolung Strategy
    作者:Bichovski,Plamen; Et Al
    参考文献:Chemistry - A European Journal 日期:2015 卷标:21(6) 页码:2339-2342]

    87488-61-7 = 83-54-5
    反应条件:1.1 Reagents: Cyclohexene Catalysts: Palladium Solvents: Ethanol; 3 H,80 °C2.1 Reagents: Potassium Hydroxide Solvents: Methanol; Rt; 2 H,Rt
    标题:Conjugate Addition Routes To 2-Alkyl-2,3-Dihydroquinolin-4(1H)-Ones And 2-Alkyl-4-Hydroxy-1,2-Dihydroquinoline-3-Carboxylates
    作者:Kingsbury,Alex; Et Al
    参考文献:European Journal Of Inorganic Chemistry 日期:2020 卷标:2020(11-12) 页码:1011-1017
📜邻硝基苯乙酮置于palladium 10% On Activated Carbon,Potassium Hydroxide体系中,用 甲醇,乙醇,环己烯 作为反应溶剂,化学反应 8.0H,反应生成 1-甲基-4-喹诺酮
参考文献:与2-烷基-2,3-二氢喹啉-4(1H)-酮和2-烷基-4-羟基-1,2-二氢喹啉-3-羧酸酯的共轭加成路线
标题:与2-烷基-2,3-二氢喹啉-4(1H)-酮和2-烷基-4-羟基-1,2-二氢喹啉-3-羧酸酯的共轭加成路线
摘要:在cubr . Sme2 / Pph3催化下(5/10 Mol%)rmgcl(r = Me,Et,N Pr,Ch = Ch 2,N Bu,I Bu,N C 5 H 11,C C 6 H 11,Bn,Ch 2 Bn,N C 11 H 23)容易地(-78oc)对cbz或boc保护的喹啉-4(1 H)-酮进行1,4加成,从而提供2-烷基-2-3,2-二氢喹啉-4(1 H)-1 (14例,产率54-99%).非对称版本需要alet 3到boc保护的乙基6取代的4(1 H)-喹诺酮-3-羧酸盐(6-R基团=所有卤素,N / I / T-烷基,Cf 3),收率61-91%,Ee 30-86%; 任何卤素,Me或cf 3均可提供最高的立体选择性(76-86%ee).alme 3或al(n C 8 H 17)3的添加在母体中的添加提供~45和~75%ee(6-R = H).配体(S)‐(binol)p-n(chph
DOI:10.1002/ejic.201901036

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专利信息


专利号:CN-114591237-B
优先权日:2022-04-01
标 题 :A kind of isotope coding labeling reagent based on quinolinone parent body and its synthesis method and application

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摘要:Silva, V. L. M.; Pinto, D. C. G. A.; Santos, C. M. M.; Rocha, D. H. A., Science of Synthesis Knowledge Updates, (2022) 3, 343.
摘要:Silva, V. L. M.; Pinto, D. C. G. A.; Santos, C. M. M.; Rocha, D. H. A., Science of Synthesis Knowledge Updates, (2022) 3, 355.
摘要:Silva, V. L. M.; Pinto, D. C. G. A.; Santos, C. M. M.; Rocha, D. H. A., Science of Synthesis Knowledge Updates, (2022) 3, 361.
摘要:G. F. Tucker and J. L. Irvin. J. Am. Chem. Soc. 73, 1923 (1951).
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