CAS: 3171-45-7; 4,5-Dimethylbenzene-1,2-Diamine

该化合物是一种有机化合物,其特点是芳香结构,并存在两个氨基组(-NH2)和附属于苯基骨的两个甲基组(-CH3),该化合物一般在室温时是一种固体,以其在各种应用中,包括作为染色中间体和聚合物的合成中的潜在用途而闻名,具有各种特性,例如有机溶剂中的溶解性和水溶性有限,许多芳香胺都常见于这种特性.氨基组的存在使得它有可能成为诸如对染色化学很重要的二氮化和混合反应的候选物.此外,与许多芳香胺一样,它可能构成健康风险,包括潜在的致癌性,因此需要在实验室和工业环境中谨慎处理和采取适当的安全措施.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

3,4-二甲基苯胺 4-Amino-O-Xylene 95-64-7
3,3',4,4'-Tetramethylazobenzene 29418-36-8

合成工艺路线路线简述

    3,3',4,4'-Tetramethylazobenzene置于四(三苯基膦)钯,Silver(I) Nitrite,甲酸,碘苯二乙酸,锌体系中,用 甲醇,1,2-二氯乙烷 作为反应溶剂,化学反应 64.0H,反应生成 4,5-二甲基-1,2-苯二胺
    参考文献:一种邻苯二胺及其衍生物的制备方法
    标题:一种邻苯二胺及其衍生物的制备方法
    摘要:本发明具体涉及有机化合物的合成方法,为解决目前合成邻苯二胺衍生物的方法中工艺路线复杂,副产物多难以提纯,反应条件苛刻以及环境污染严重等问题,本发明提出了一种邻苯二胺及其衍生物的制备方法,以偶氮苯及其衍生物为原料,经过催化剂,氧化剂,硝化剂共同作用合成邻硝基偶氮苯及其衍生物,再通过还原试剂还原为邻苯二胺及其衍生物,本发明的合成方法具有原料价廉易得,操作简便安全,合成步骤短,纯化简单,无大量废酸污染等优点.

    海关参考信息

    专利信息


    专利号:US-6051704-A
    优先权日:1996-07-22
    标题:Synthesis of macrocyclic tetraamido-N ligands
    发明人:GORDON-WYLIE SCOTT W; COLLINS TERRENCE J
    权利人:UNIV CARNEGIE MELLON
    摘要:New synthetic methods for the preparation of macrocyclic amido-N donor ligands are provided. The primary method of the present invention involves in general only two synthetic steps. In the first step, an α or β amino carboxylic acid is allowed to react with an optimal (approximately stoichiometric) amount of an activated malonate or oxalate derivative with mild heating. Upon completion of the double coupling reaction, hydrolysis of the reaction mixture yields a diamide containing intermediate (a macro linker). In the second step, stoichiometric amounts of a diamine, preferably an orthophenylene diamine, are added to the macro linker intermediate in the presence of a coupling agent and heat. This second double coupling reaction, is allowed to proceed for a period of time sufficient to produce a macrocyclic tetraamido compound. The substituent groups on the α or β amino carboxylic acid, the malonate, and the aryl diamine may all be selectively varied so that the resulting tetraamido macrocycle can be tailored to specific desired end uses. The macrocyclic tetraamide ligand may then be complexed with a metal, such as a transition metal, and preferably the middle and later transition metals, to form a robust chelate complex suitable for catalyzing oxidation reactions.

    专利号:US-9951049-B2
    优先权日:2014-05-15
    标题 :Pyrazole linked benzimidazole conjugates and a process for preparation thereof
    发明人:KAMAL AHMED; SHAIK ANVER BASHA; KUMAR GAJJELA BHARATH; REDDY VANGALA SANTHOSH
    权利人:COUNCIL OF SCIENT & INDUSTRIAL RESEACH; COUNCIL SCIENT IND RES
    摘要:Pyrazole linked benzimidazole conjugates and a method for synthesis of one or more compounds having a pyrazole linked benzimidazole conjugate, particularly pyrazole linked benzimidazole conjugates that are useful as potential antitumor agents against human cancer cell lines, such as leukemia, non-small cell lung cancer, colon cancer, CNS cancer, melanoma, ovarian cancer, renal cancer, prostate cancer and breast cancer. The process comprises the step of oxidative cyclization of o-phenylenediamines and 3-phenyl-1H-pyrazole-5-carbaldehydes with sodium metabisulphite in ethanol/methanol solvent system at a desired temperature for a period of time to obtain the pyrazole linked benzimidazole conjugate.

    专利号:US-5525325-A
    优先权日:1989-03-06
    标 题 :Expanded porphyrins: large porphyrin-like tripyrroledimethine-derived macrocycles
    发明人:SESSLER JONATHAN L; HEMMI GREGORY W; MURAI TOSHIAKI
    权利人:REGENTS UNIVERSITY OF TEXAS BO
    摘要:The present invention involves a novel tripyrrole dimethine-derived 'expanded porphyrin' (texaphyrin), the synthesis of such compounds, their analogs or derivatives and their uses. These expanded porphyrin-like macrocycles are efficient chelators of divalent and trivalent metal ions. Metal complexes of these compounds are active as photosensitizers for the generation of singlet oxygen and thus potentially for inactivation or destruction of human immunodeficiency virus (HIV-1), mononuclear or other cells infected with such virus and tumor cells as well. A variety of texaphyrin derivatives have been produced and many more are readily obtainable. Various metal (e.g., transition, main group, and lanthanide) complexes with the texaphyrin and texaphyrin derivatives of the present invention have unusual water solubility and stability which render them particularly useful. These metallotexaphyrin complexes have optical properties making them unique as compared to existing porphyrin-like or other macrocycles. For example, they absorb light strongly in a physiologically important region (i.e. 690-880 nm). These complexes also form long-lived triplet states in high yield and act as efficient photosensitizers for the formation of singlet oxygen. These properties, coupled with their high chemical stability and appreciable solubility in polar media such as water, add to their usefulness.

    专利号:US-7060818-B2
    优先权日:2003-02-21
    标题:Synthesis of macrocyclic tetraamido compounds and new metal insertion process
    发明人:HORWITZ COLIN P; GHOSH ANINDYA
    权利人:UNIV CARNEGIE MELLON
    摘要:An improved method of synthesizing a macrocyclic tetraamido compound includes protecting the amino portion of an amino carboxylic acid to form a protected amino carboxylic acid; exposing the protected amino carboxylic acid to a first solvent, preferably a hydrocarbon solvent, such as toluene or 1,2-dichloroethane, dichloromethane, dibromomethane and 1,2-dibromoethane. The carboxylic acid portion of the protected amino carboxylic acid is then converted to an activated carboxylic acid by one of esterification or acid halide formation, to form a protected amino activated carboxylic acid derivative. The protected amino activated carboxylic acid derivative is reacted with a diamine in the presence of a second solvent, such as THF or ,2-dichloroethane, dichloromethane, dibromomethane and 1,2-dibromoethane, to form a protected diamide diamine intermediate. Following deprotection, the diamide diamine intermediate is reacted with an activated diacid, such as an activated malonate, oxalate or succinate derivative to form the macrocyclic tetraamido compound. The macrocyclic tetraamido compound may further be complexed with a transition metal.

    专利号:US-2013102730-A1
    优先权日:2010-04-02
    标 题:Polyamine-containing polymers and methods of synthesis and use
    发明人:JOST ROBERT W; ULUDAG HASAN; BOLUK MEHMET YAMAN
    权利人:JOST ROBERT W; ULUDAG HASAN; BOLUK MEHMET YAMAN; ALBERTA INNOVATES TECHNOLOGY FUTURES
    摘要:The present invention relates to polyamine-containing polymers and methods of their synthesis and use. The polymer may be hydroxyethylcellulose, dextran, poly(vinyl alcohol) or poly(methyl acrylate).

    专利号:US-2024279231-A1
    优先权日:2021-05-20
    标题:Map4k4 inhibitors and methods of synthesis and use thereof
    发明人:AWASTHI VIBHUDUTTA; EEDA VENKATESWARARAO
    权利人:UNIV OKLAHOMA
    摘要:The compound DMX-5804, IUPAC name 5-(4-(2-methoxyethoxy)phenyl)-7-phenyl-3,4a,7,7a-tetrahydro-4H-pyrrolo[2,3-d]pyrimidin-4-one, is a potent and selective inhibitor of mitogen-activated protein kinase kinase kinase kinase-4 (MAP4K4). The present disclosure describes a scalable and practical synthesis process for making DMX-5804. The process (1) doesn't rely on transition metals, (2) has reduced duration of reactions, (3) is streamlined with significantly improved yields using low cost raw materials, (4) includes no microwave-assisted reactions, (5) does not require column purification, and (6) generally results in crystalized products having over a 95% purity in each step. The present disclosure also describes DMX-5804 analogs and derivatives for use in inhibiting MAP4K4, and scalable and practical processes for making such DMX-5804 analogs.
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    主要参考文献

    [参考文献]: A Bishop, Et Al. Methoxatin (Pqq) In Guinea-Pig Neutrophils. Free Radic Biol Med. 1994 Oct;17(4):311-20.
    [参考文献]: E Mikiciuk-Olasik, Et Al. Synthesis Of New Derivatives Of 4-Acylquinoxalin-2-Ones With Potential Pharmacological Activity. Acta Pol Pharm. 1994;51(3):231-3.
    [参考文献]: Erin L Willis, Et Al. The Acute Phase Protein Ceruloplasmin As A Non-Invasive Marker Of Pseudopregnancy, Pregnancy, And Pregnancy Loss In The Giant Panda. Plos One. 2011;6(7):E21159.
    [参考文献]: Jun Zhe Min, Et Al. Rapid And Sensitive Determination Of The Intermediates Of Advanced Glycation End Products In The Human Nail By Ultra-Performance Liquid Chromatography With Electrospray Ionization Time-Of-Flight Mass Spectrometry. Anal Biochem. 2012 May 15;424(2):187-94.
    [参考文献]: K Mori, Et Al. A Simple Fluorometric Determination Of Vitamin C. Chem Pharm Bull (Tokyo). 1998 Sep;46(9):1474-6.

    合成参考文献


    摘要:Irudayanathan, F. M.; Lee, S., Science of Synthesis Knowledge Updates, (2019) 2, 22.
    摘要:Irudayanathan, F. M.; Lee, S., Science of Synthesis Knowledge Updates, (2019) 2, 20.
    摘要:Irudayanathan, F. M.; Lee, S., Science of Synthesis Knowledge Updates, (2019) 2, 19.
    摘要:Irudayanathan, F. M.; Lee, S., Science of Synthesis Knowledge Updates, (2019) 2, 28.
    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, 271.
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