CAS: 85440-79-5; 1-Nitroso-2-Methylindoline

该化合物是一种硝化,可发挥作用的Indoline衍生物,可应用于有机合成和制药研究,其结构特征,包括硝化索组和甲基替代Indoline核心,使其成为构建复杂的杂交环化合物的多种中间体.种族形式允许广泛用于探索研究,而硝化索运动则为进一步功能化提供回旋性,如循环增殖或红氧化变异.这种化合物在药用化学中特别有用,可用作繁殖生物途径,或作为药用活性分子的前体.高纯度等级确保合成工作流程的再现,支持其在方法开发和机械性调查中的使用.

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上下游产品

2-methyl indoline 1-amino-2,3-dihydro-2-methylindole 2-methyl indoline

合成工艺路线路线简述

  • 6872-06-6 = 85440-79-5
    反应条件:1.1 Reagents: Isoamyl Nitrite Solvents: Hexane; 30 Min,Rt
    标题:1-[(Imidazolin-2-Yl)Amino]Indoline And 1-[(Imidazolin-2-Yl)Amino]1,2,3,4-Tetrahydroquinoline Derivatives: New Insights Into Their Circulatory Activities
    作者:Saczewski,Franciszek; Et Al
    参考文献:Acta Poloniae Pharmaceutica 日期:2015 卷标:72(2) 页码:277-287]

    6872-06-6 = 85440-79-5
    反应条件:1.1 Reagents: P-Toluenesulfonic Acid,Sodium Nitrite Solvents: Dichloromethane; 5 - 10 Min,Rt
    标题:Photocatalyzed Intermolecular Amination For The Synthesis Of Hydrazonamides
    作者:Guo,Wei; Et Al
    参考文献:Organic Chemistry Frontiers 日期:2021 卷标:8(14) 页码:3838-3846
📜2-甲基吲哚啉置于sodium Hydrogensulfate Monohydrate,Sodium Nitrite体系中,用 Neat (No Solvent) 作为反应溶剂,以80 %的收率获得产物1-亚硝基-2-甲基吲哚啉
参考文献:Mechanochemistry For Healthcare: Revealing The Nitroso Derivatives Genesis In The Solid State
标题:Mechanochemistry For Healthcare: Revealing The Nitroso Derivatives Genesis In The Solid State
摘要:摘要 具有独特特征的亚硝基衍生物已在生物学和临床研究等多个领域得到广泛研究.尽管人们对许多药物和常见营养素中的 "亚硝基 "成分进行了大量研究,但对其形成和特征的认识仍有待提高.本研究展示了如何在固态条件下通过机械化学程序生产这些衍生物.研究结果包括合成了以前未知的,具有潜在生物和医药应用价值的化合物,例如从类似双氯芬酸结构中衍生出的亚硝胺.
DOI:10.1002/cssc.202301034

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专利信息


专利号:EP-4559899-A1
优先权日:2023-11-21
标 题:Synthesis of 1-amino-2-methyl-2,3-dihydroindole by nitrosating 2-methyl-2,3-dihydro-1h-indole and then reducing the obtained 1-nitroso-2-methyl-2,3-dihydroindole with thiourea dioxide
发明人：GORENC ANA; KRALJ DAVID
权利人:KRKA D D NOVO MESTO
摘要:A process for the synthesis of 1-amino-2-methyl-2,3-dihydroindole 3 or an acid addition salt thereof comprising the steps:(a) providing 2-methyl-2,3-dihydro-1H-indole 1(b) nitrosating the 2-methyl-2,3-dihydro-1H-indole 1 with a nitrosation agent to afford 1-nitroso-2-methyl-2,3-dihydroindole 2(c) reducing the 1-nitroso-2-methyl-2,3-dihydroindole 2 with thiourea dioxide as reducing agent to afford the 1-amino-2-methyl-2,3-dihydroindole 3and(d) optionally, converting the 1-amino-2-methyl-2,3-dihydroindole 3 into the acid addition salt thereof.1-amino-2-methyl-2,3-dihydroindole is a key intermediate in the industrial synthesis of indapamide.

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主要参考文献

参考标题:Synthesis Of 1-Amino-2-Methylindoline By Raschig Process: Parallel Reactions, Modeling, And Optimization
作者:M. Elkhatib,L. Peyrot,R. Metz,R. Tenu,F. Elomar,H. Delalu
摘要:System Over Time And To Calculate The Final Yields Of Reaction Products. An Optimization In Terms Of The Initial Contents Of 2-Methylindoline And Chloramine Was Performed. It Indicated That The Maximum Yield Of 1-Amino-2-Methylindoline Does Not Exceed 56%. The Results Show The Limit Of The Raschig Process For The Synthesis Of Indolic Hydrazines In Aqueous Medium. © 2002 Wiley Periodicals, Inc. Int J Chem

合成参考文献


摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2003).
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