CAS: 90914-81-1; 4'-Bromo-3'-Methylacetanilide

该化合物是一种溴化芳香化合物,其特点是相对于替代甲基溴的准位置上有一个乙酰矿物质组,这一中间体在有机合成中很有价值,特别是在制药,农用化学品和特殊化学品的制作中.乙酰胺组增强了稳定性,而溴原子则提供了一个反应性场所,通过Suzuki或Buchwald-Hartwig等交叉反应进一步功能化,其结构定义明确,纯度高,适于精确的合成应用.该复合体通常在标准实验室条件下处理,并注意因具有潜在回动性而采取的适当安全措施.

结构式图片

上下游产品

3-Methylacetanilide 1-amino-3-methylbenzene N-(2-bromophenyl)-2,2-dimethylpropanamide 2-bromoaniline 4-bromo-5-methyl-2-nitrophenylamine 4-bromo-3-methyl-2-nitro-aniline N-(4-bromo-5-methyl-2-nitrophenyl)acetamide N-(2,4-dibromo-5-methylphenyl)acetamide

合成工艺路线路线简述

  • 537-92-8 = 90914-81-1
    反应条件:1.1 Reagents: N-Bromosuccinimide Catalysts: 2,4,6-Trimethylaniline Solvents: Dichloromethane; 2 H,-40 °C
    标题:Selective Halogenation Using An Aniline Catalyst
    作者:Samanta,Ramesh C.; Yamamoto,Hisashi
    参考文献:Chemistry - A European Journal 日期:2015 卷标:21(34) 页码:11976-11979]

    537-92-8 = 90914-81-1
    反应条件:1.1 Reagents: Bromine Solvents: Acetic Acid
    标题:5,8-Dichloro-2-Naphthoic Acid And 5,8-Dichloro-2-Naphthylamine
    作者:Goldstein,Henri; Viaud,Pierre
    参考文献:Helvetica Chimica Acta 日期:1944 卷标:27 页码:883-8]

    537-92-8 = 90914-81-1
    反应条件:1.1 Reagents: Acetic Anhydride,Sodium Bromide,N-Fluorobenzenesulfonimide Catalysts: Copper(Ii) Triflate Solvents: Acetonitrile; 12 H,60 °C; 60 °C -> Rt1.2 Reagents: Water; Rt
    标题:Copper-Catalyzed Regioselective Halogenation Of Anilides With N-Fluorobenzenesulfonimide
    作者:Jin,Lianwen; Zeng,Xiaoli; Li,Siyang; Qiu,Guofu; Liu,Peng
    参考文献:European Journal Of Organic Chemistry 日期:2022 卷标:2022(24)]

    6933-10-4 = 90914-81-1
    反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane
    标题:Non-Peptide Furanyl Gnrh Agents,Pharmaceutical Compositions And Methods For Their Use,And Processes For Preparing Them And Their Intermediates
    参考文献:World Intellectual Property Organization]

    537-92-8 = 90914-81-1
    反应条件:1.1 Reagents: Benzenemethanaminium,N,N,N-Trimethyl-,Bromochlorobromate(1-) (1:1) Solvents: Methanol,Dichloromethane
    标题:Halogenation Using Quaternary Ammonium Polyhalides. Xi. Bromination Of Acetanilides By Use Of Tetraalkylammonium Polyhalides
    作者:Kajigaeshi,Shoji; Kakinami,Takaaki; Yamasaki,Hiromichi; Fujisaki,Shizuo; Okamoto,Tsuyoshi
    参考文献:Bulletin Of The Chemical Society Of Japan 日期:1988 卷标:61(7) 页码:2681-3]

    537-92-8 = 90914-81-1
    反应条件:1.1 Reagents: Sodium Bromide,N-Fluorobenzenesulfonimide Solvents: Acetonitrile; 25 °C; 12 H,25 °C
    标题:Room-Temperature C-H Bromination And Iodination With Sodium Bromide And Sodium Iodide Using N-Fluorobenzenesulfonimide As An Oxidant
    作者:Shi,Cuiying; Miao,Qi; Ma,Lifang; Lu,Tao; Yang,Dong; Et Al
    参考文献:Chemistryselect 日期:2019 卷标:4(20) 页码:6043-6047]

    6933-10-4 = 90914-81-1
    反应条件:1.1 Reagents: Triethylamine Solvents: Dichloromethane; Rt; Overnight,Rt
    标题:Synthesis And Characterization Of The First Inhibitor Of N-Acylphosphatidylethanolamine Phospholipase D (Nape-Pld)
    作者:Castellani,Beatrice; Diamanti,Eleonora; Pizzirani,Daniela; Tardia,Piero; Maccesi,Martina; Et Al
    参考文献:Chemical Communications (Cambridge 日期:2017 卷标:53(95) 页码:12814-12817]

    537-92-8 = 90914-81-1
    反应条件:1.1 Reagents: Eosin,Selectfluor Solvents: Acetonitrile; 1 H,25 °C
    标题:Combining Eosin Y With Selectfluor: A Regioselective Brominating System For Para-Bromination Of Aniline Derivatives
    作者:Huang,Binbin; Zhao,Yating; Yang,Chao; Gao,Yuan; Xia,Wujiong
    参考文献:Organic Letters 日期:2017 卷标:19(14) 页码:3799-3802]

    537-92-8 = 90914-81-1
    反应条件:1.1 Reagents: N-Bromosuccinimide Catalysts: Methanaminium,N-[1-[(Z)-[[3,5-Bis(Trifluoromethyl)Phenyl]Imino]Mercaptomethyl]-... Solvents: Dichloromethane; 36 H,25 °C1.2 Reagents: Sodium Sulfite Solvents: Water
    标题:Zwitterionic-Salt-Catalyzed Site-Selective Monobromination Of Arenes
    作者:Xiong,Xiaodong; Tan,Fei; Yeung,Ying-Yeung
    参考文献:Organic Letters 日期:2017 卷标:19(16) 页码:4243-4246]

    537-92-8 = 90914-81-1
    反应条件:1.1 Reagents: Potassium Bromide Catalysts: Ceric Ammonium Nitrate Solvents: Polyethylene Glycol; 50 °C; 10 Min,50 °C
    标题:An Economical And Ecofriendly Regioselective Bromination Of Acetanilides Using Potassium Bromide And Ceric Ammonium Nitrate In Polyethylene Glycol
    作者:Gupta,Ritu; Lata
    参考文献:Heterocyclic Letters 日期:2012 卷标:2(3) 页码:297-300]

    537-92-8 = 90914-81-1
    反应条件:1.1 Reagents: Cupric Acetate,Oxygen,Copper Bromide (Cubr2) Catalysts: Palladium Diacetate; 1 H,120 °C
    标题:Solvent-Free Aromatic C-H Functionalization/halogenation Reactions
    作者:Bedford,Robin B.; Engelhart,Jens U.; Haddow,Mairi F.; Mitchell,Charlotte J.; Webster,Ruth L.
    参考文献:Dalton Transactions 日期:2010 卷标:39(43) 页码:10464-10472]

    537-92-8 = 90914-81-1
    反应条件:1.1 Reagents: Hydrogen Peroxide,Potassium Bromide Catalysts: Sodium Tungsten Oxide (Na2Wo4) Solvents: Acetic Acid
    标题:Catalysts For The Oxidative Bromination Of Aromatic Amines And Their N-Acetyl Derivatives
    作者:Hanson,James R.; Opakunle,Alexander; Petit,Philippe
    参考文献:Journal Of Chemical Research 日期:1995 卷标:(11)]

    537-92-8 = 90914-81-1
    反应条件:1.1 Reagents: Bis(Trifluoroacetoxy)Iodobenzene,Sodium Bromide Solvents: Ethanol; 10 Min,25 °C
    标题:A Para-C-H Functionalization Of Aniline Derivatives Via In Situ Generated Bulky Hypervalent Iodinium Reagents
    作者:Tian,Chao; Yao,Xu; Ji,Weizhe; Wang,Qian; An,Guanghui; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2018 卷标:2018(43) 页码:5972-5979]

    537-92-8 = 90914-81-1
    反应条件:1.1 Reagents: Acetic Anhydride,Sodium Peroxoborate,Sulfuric Acid,Potassium Bromide Catalysts: Sodium Tungsten Oxide (Na2Wo4) Solvents: Acetic Acid,Water
    标题:Oxidative Bromination Of Aromatic Amides Using Sodium Perborate As Oxidant
    作者:Hanson,James R.; Harpel,Simone; Medina,Inmaculada C. Rodriguez; Rose,Dorian
    参考文献:Journal Of Chemical Research 日期:1997 卷标:(11) 页码:432-433
📜3-甲基苯胺置于eosin Y,Selectfluor,三乙胺体系中,用 乙酸乙酯,乙腈 作为反应溶剂,化学反应 1.0H,反应生成 4-溴-3-甲基乙酰苯胺
参考文献:结合曙红y用的selectfluor:区域选择性的溴化系统帕拉苯胺类化合物的-Bromination
标题:结合曙红y用的selectfluor:区域选择性的溴化系统帕拉苯胺类化合物的-Bromination
摘要:已开发出具有优异收率的温和,无金属且绝对对位选择性的苯胺衍生物溴化物,其中有机染料曙红y与selectfluor一起用作溴源.无论是对空气还是对湿气都不敏感,这种反应很容易在室温下进行并在短时间内完成.机理研究表明了一条根本途径.因此,的原位产生的溴化试剂的存在,"selectbrom",是假设,可合理解释为独特区域选择性段的-Bromination ñ-Acyl-以及ñ-Sulfonylanilines.
DOI:10.1021/acs.Orglett.7B01427

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供应商参考报价(招募中)

品牌试剂参考报价(招募中)

📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

合成参考文献


摘要:Rudzinski, D. M.; Leadbeater, N. E., Science of Synthesis Knowledge Updates, (2012) 1, 361.
摘要:Ouali, A.; Taillefer, M., Science of Synthesis: C-1 Building Blocks in Organic Synthesis, (2013) 2, 103.
摘要:Ros, A.; Fernández, R.; Lassaletta, J. M., Science of Synthesis: Catalytic Transformations via CH Activation, (2015) 2, 431.
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