CAS: 836-30-6; 4-Nitro-N-Phenylaniline

该化合物是一种有机化合物,其结构由两个苯环组成,由一个矿体组和一个硝基组组成,该化合物一般为黄色至橙色固体,以其稳定性和水溶解性较低而著称,但在有机溶剂中可溶解,该化合物具有典型的芳香薄膜特性,包括由于硝基组的存在而可能造成的电益替代反应,这可能影响该化合物的再活性. 4-硝基苯胺经常用于染料,色素合成,并用作各种化学工艺的中间体.此外,该化合物在材料科学领域,特别是在聚合物的研制和橡胶配制成的稳定剂方面,也具有应用性,但由于其硝基组的存在,它可能对环境和健康构成风险,因此需要小心地处理和处置.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号636-98-6 4-硝基碘苯 | CAS号586-78-7 对溴硝基苯 | CAS号350-46-9 对氟硝基苯 | CAS号98-95-3 硝基苯 | CAS号100-00-5 对硝基氯苯 | CAS号591-50-4 碘苯 | CAS号100-01-6 对硝基苯胺 | CAS号73655-27-3 N-cyclohexylide... | CAS号103-70-8 甲酰苯胺 | CAS号4316-57-8 4-硝基三苯胺 | CAS号3077-85-8 3-硝基-9h-咔唑 | CAS号793-24-8 防老剂4020 | CAS号1100-10-3 双(4-硝基苯基)苯胺 | CAS号101-72-4 防老剂4010NA | CAS号101-87-1 N-环己基-N'-苯基对苯二胺 | CAS号101-54-2 对氨基二苯胺 | CAS号7402-56-4 N-(4-anilinophe... | CAS号14434-10-7 Benzenamine,2,4... | CAS号1821-27-8 双(4-硝基苯基)胺

合成工艺路线路线简述

  • 350-46-9 = 836-30-6
    反应条件:1.1 Solvents: Acetonitrile
    标题:High Pressure Organic Chemistry. Xii. A Convenient Synthesis Of Aromatic Amines From Activated Aromatic Fluorides
    作者:Kotsuki,Hiyoshizo; Et Al
    参考文献:Synthesis 日期:1990 卷标:(12) 页码:1147-8]

    350-46-9 = 836-30-6
    反应条件:1.1 Reagents: Triethylamine Solvents: Dimethylformamide; 3 D,1.5 Gpa,30 °C
    标题:High-Pressure Synthesis Of Oligoanilines
    作者:Brown,Christopher L.; Et Al
    参考文献:Synthesis 日期:2003 卷标:(16) 页码:2511-2517]

    350-46-9 = 836-30-6
    反应条件:1.1 Reagents: Triethylamine Solvents: Dimethyl Sulfoxide; 24 H,110 °C
    标题:Synthesis,Crystal Structures Of A Series Of Novel 2,2':6',2''-Terpyridine Derivatives: The Influences Of Substituents On Their Photophysical Properties And Intracellular Acid Organelle Targeting
    作者:Liu,Jie; Et Al
    参考文献:Dyes And Pigments 日期:2016 卷标:128 页码:149-157]

    = 836-30-6
    反应条件:1.1 Reagents: Cesium Carbonate Catalysts: Palladium,1,1′-(9,9-Dimethyl-9H-Xanthene-4,5-Diyl)Bis[1,1-Diphenylphosphine] Solvents: 1,4-Dioxane; 24 H,Reflux
    标题:Magnetically Recyclable Magnetite-Palladium (Nanocat-Fe-Pd) Nanocatalyst For The Buchwald-Hartwig Reaction
    作者:Sa,Sofia; Et Al
    参考文献:Green Chemistry 日期:2014 卷标:16(7) 页码:3494-3500]

    = 836-30-6
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Copper Solvents: Tetrahydrofuran; 60 Min,65 °C
    标题:Magnetic Mcr-Functionalized Graphene Oxide Complexed With Copper Nano-Particles: An Efficient And Recyclable Nanocatalyst For Ullmann C-N Coupling Reaction
    作者:Bagheri,Hashem; Et Al
    参考文献:Polycyclic Aromatic Compounds 日期:2023 卷标:43(8) 页码:7580-7596]

    = 836-30-6
    反应条件:1.1 Reagents: Cesium Carbonate,Oxygen Catalysts: Copper,Di-μ-Chlorobis[2-[1-[[2-(Hydroxy-Ko)Ethyl]Imino-Kn]Ethyl]Phenolato-Ko]Di... Solvents: Dimethyl Sulfoxide; 10 H,80 °C
    标题:Homo And Hetero-Bridged Dinuclear Copper(Ii) Complex: Synthesis,X-Ray Structure And Catalytic N-Arylation
    作者:Maity,Tanmoy; Et Al
    参考文献:Polyhedron 日期:2019 卷标:173]

    = 836-30-6
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: 1H-Imidazolium,1,3-Bis[3-(Triethoxysilyl)Propyl]-,Chloride (1:1) (Silica Supported Functionalized Ionic Liquid Derivative With Cucl3) Solvents: Acetonitrile; 2 H,Reflux
    标题:Silica Supported Ionic Liquid Cucl3-Il-Sio2: A Novel And Highly Efficient Catalyst For Ullmann C-N And C-O Cross-Coupling Reactions Under Mild Conditions
    作者:Yao,Nan; Et Al
    参考文献:Current Organic Chemistry 日期:2017 卷标:21(4) 页码:368-377]

    28719-46-2 = 836-30-6
    反应条件:1.1 Catalysts: Copper Solvents: Dichloromethane
    标题:Metallic Copper Catalysis Of N-Arylation Of Amines By Triarylbismuth Diacylates
    作者:Barton,Derek H. R.; Et Al
    参考文献:Tetrahedron Letters 日期:1986 卷标:27(31) 页码:3615-18]

    591-50-4 = 836-30-6
    反应条件:1.1 Catalysts: [2-[bis(Tricyclo[3.3.1.13,7]Dec-1-Yl)Phosphino-Kp]-N,N-Dimethylbenzenamine]Chlor... Solvents: Methanol; Rt -> 0 °C1.2 Reagents: Silver Hexafluoroantimonate; 12 - 16 H,80 °C
    标题:Ligand-Enabled Gold-Catalyzed C(Sp2)-N Cross-Coupling Reactions Of Aryl Iodides With Amines
    作者:Akram,Manjur O.; Et Al
    参考文献:Organic Letters 日期:2019 卷标:21(19) 页码:8101-8105]

    591-50-4 = 836-30-6
    反应条件:1.1 Reagents: Potassium Hydroxide Catalysts: Cobalt Chloride (Cocl2) (Complexes With Ethephon,Amca-Mil53(Al),Amino Guanidine Nitrate,Supp...); 5.5 H,90 °C
    标题:Coii Immobilized On An Aminated Magnetic Metal-Organic Framework Catalyzed C-N And C-S Bond Forming Reactions: A Journey For The Mild And Efficient Synthesis Of Arylamines And Arylsulfides
    作者:Mohammadinezhad,Arezou; Et Al
    参考文献:New Journal Of Chemistry 日期:2019 卷标:43(39) 页码:15525-15538]

    98-80-6 = 836-30-6
    反应条件:1.1 Reagents: Potassium Fluoride Catalysts: 4-(Aminomethyl)Benzoic Acid (Reaction Product With Copper,Isatin And Functionalized Fe3O4) Solvents: Dimethyl Sulfoxide; 2 H,130 °C
    标题:Preparation And Characterization Of Isatin Complexed With Cu Supported On 4-(Aminomethyl) Benzoic Acid-Functionalized Fe3O4 Nanoparticles As A Novel Magnetic Catalyst For The Ullmann Coupling Reaction
    作者:Khodaei,Mohammad Mehdi; Et Al
    参考文献:Research On Chemical Intermediates 日期:2019 卷标:45(5) 页码:2727-2747]

    639-58-7 = 836-30-6
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Iron Oxide (Fe3O4),Thiocarbohydrazide,Nickel Solvents: Ethanol; 6 H,95 °C
    标题:A Novel Fe3O4@tch@ni(Ii) Nanoparticle: An Efficient Magnetically Retrievable Nanocatalyst For C-C And C-Heteroatom Bond Formation Reaction
    作者:Karkon,Elahe Gholamiyan; Et Al
    参考文献:Applied Organometallic Chemistry 日期:2022 卷标:36(11)]

    24067-17-2 = 836-30-6
    反应条件:1.1 Catalysts: Copper(1+),Tetrakis(N,N-Dimethyl-4-Pyridinamine-Kn1)Iodo-,Iodide (1:1),(Sp-5-... Solvents: Methanol; 10 Min,Rt
    标题:A Quick Chan-Lam C-N And C-S Cross Coupling At Room Temperature In The Presence Of Square Pyramidal [cu(Dmap)4I]I As A Catalyst
    作者:Roy,Subhasish; Et Al
    参考文献:Chemical Communications (Cambridge 日期:2016 卷标:52(6) 页码:1170-1173]

    603-33-8 = 836-30-6
    反应条件:1.1 Catalysts: Cupric Acetate Solvents: Dichloromethane
    标题:Copper Salt Catalysis Of N-Phenylation Of Amines By Trivalent Organobismuth Compounds
    作者:Barton,Derek H. R.; Et Al
    参考文献:Tetrahedron Letters 日期:1987 卷标:28(8) 页码:887-90]

    42308-20-3 = 836-30-6
    反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Dimethyl Sulfoxide; 2 H,50 °C1.2 Reagents: Potassium Hydroxide; 2 H,130 °C
    标题:Direct Amination Of Phenols Under Metal-Free Conditions
    作者:Yu,Jianzhong; Et Al
    参考文献:Synlett 日期:2013 卷标:24(11) 页码:1448-1454]

    37181-39-8 + 46734-23-0 = 836-30-6
    反应条件:1.1 Reagents: Sodium Carbonate Solvents: Toluene; 4 H,110 °C
    标题:Regiospecific N-Arylation Of Aliphatic Amines Under Mild And Metal-Free Reaction Conditions
    作者:Purkait,Nibadita; Et Al
    参考文献:Angewandte Chemie 日期:2018 卷标:57(35) 页码:11427-11431]

    = 836-30-6
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Chloro[dicyclohexyl[2,2′′,4,4′′,6,6′′-Hexakis(1-Methylethyl)[1,1′:3′,1′′-Terphen... Solvents: Tert-Butanol,Dodecane; 6 H,100 °C
    标题:A Terphenyl Phosphine As A Highly Efficient Ligand For Palladium-Catalysed Amination Of Aryl Halides With 1° Anilines
    作者:Zhou,Fabin; Et Al
    参考文献:Journal Of Catalysis 日期:2021 卷标:402 页码:238-243]

    = 836-30-6
    反应条件:1.1 Reagents: Cesium Carbonate Catalysts: (Sp-4-1)-[1,3-Bis[2,6-Bis(1-Methylethyl)Phenyl]-4,5-Bis(Dimethylamino)-1,3-Dihyd... Solvents: 1,2-Dimethoxyethane; 1 Min,Rt; 24 H,80 °C
    标题:Efficient And Versatile Buchwald-Hartwig Amination Of (Hetero)Aryl Chlorides Using The Bis-Dimethylamino Pd-Peppsi-Ipr Complex Precatalyst In The Presence Of Carbonate Base
    作者:Zhang,Yin; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2015 卷标:2015(9) 页码:2042-2050]

    = 836-30-6
    反应条件:1.1 Reagents: Potassium Hydroxide,Oxygen Catalysts: Cobalt Oxide (Coo),Nickel Monoxide,Copper Oxide (Cuo) Solvents: Dimethylformamide; 19 Min,130 °C
    标题:Design,Preparation And Characterization Of Aerogel Nio-Cuo-Coo/sio2 Nanocomposite As A Reusable Catalyst For C-N Cross-Coupling Reaction
    作者:Ghasemi,Amir Hossein; Et Al
    参考文献:New Journal Of Chemistry 日期:2020 卷标:44(13) 页码:5056-5063]

    98-80-6 = 836-30-6
    反应条件:1.1 Reagents: Triethylamine Catalysts: 2000229-99-0 Solvents: Ethanol; 5 H,25 °C
    标题:Copper Complexes Of 1,4-Diazabutadiene Ligands: Tuning Of Metal Oxidation State And,Application In Catalytic C-C And C-N Bond Formation
    作者:Mukherjee,Aparajita; Et Al
    参考文献:Inorganica Chimica Acta 日期:2020 卷标:500]

    98-80-6 = 836-30-6
    反应条件:1.1 Reagents: Benzoic Acid,Potassium Carbonate Catalysts: Cupric Acetate Solvents: Ethyl Acetate; Rt; 80 °C
    标题:All-Purpose Copper Catalyst For Coupling Of Ammonium Salts And 1° And 2° Amines With Boronic Acid
    作者:Wang,Xi; Et Al
    参考文献:Bulletin Of The Korean Chemical Society 日期:2012 卷标:33(5) 页码:1785-1787]

    = 836-30-6
    反应条件:1.1 Solvents: Water
    标题:Properties Of The Sulfonyl Groups. V. General Synthesis Of P-Nitrophenylarylamines (Through P-Nitrophenylsulfonylguanidines)
    作者:Backer,H. J.; Et Al
    参考文献:Recueil Des Travaux Chimiques Des Pays-Bas Et De La Belgique 日期:1949 卷标:68 页码:595-603]

    639-58-7 = 836-30-6
    反应条件:1.1 Reagents: Triethylamine Catalysts: 2457156-97-5 (Carbon Nanotube Functionalized) Solvents: Polyethylene Glycol; 11 H,95 °C
    标题:Diaza Crown-Type Macromocycle (Kryptofix 22) Functionalised Carbon Nanotube For Efficient Ni2+ Loading; A Unique Catalyst For Cross-Coupling Reactions
    作者:Aalinejad,Michael; Et Al
    参考文献:Molecular Catalysis 日期:2020 卷标:494]

    639-58-7 = 836-30-6
    反应条件:1.1 Reagents: Triethylamine Catalysts: Diurea,3-(Trimethoxysilyl)Propyl Chloride,Palladium Diacetate (Supported On Biurea-Functionalized Nanostructured Mcm-41) Solvents: Polyethylene Glycol; 9 H,90 °C
    标题:Synthesis And Characterization Of Mcm-41-Biurea-Pd As A Heterogeneous Nanocatalyst And Using Its Catalytic Efficacy In C-C,C-N And C-O Coupling Reactions
    作者:Batmani,Hana; Et Al
    参考文献:Applied Organometallic Chemistry 日期:2018 卷标:32(8)]

    17716-80-2 = 836-30-6
    反应条件:1.1 Reagents: Sodium Ethoxide Solvents: Ethanol; 30 Min,Reflux
    标题:A Convenient Preparation Of N-Alkyl- And N-Arylamines By Smiles Rearrangement - Synthesis Of Analogues Of Diclofenac
    作者:Wadia,M. S.; Et Al
    参考文献:Synthetic Communications 日期:2003 卷标:33(15) 页码:2725-2736]

    24067-17-2 = 836-30-6
    反应条件:1.1 Reagents: Potassium Fluoride Catalysts: 4-(Aminomethyl)Benzoic Acid (Reaction Product With Copper,Isatin And Functionalized Fe3O4) Solvents: Dimethyl Sulfoxide; 2 H,130 °C
    标题:Preparation And Characterization Of Isatin Complexed With Cu Supported On 4-(Aminomethyl) Benzoic Acid-Functionalized Fe3O4 Nanoparticles As A Novel Magnetic Catalyst For The Ullmann Coupling Reaction
    作者:Khodaei,Mohammad Mehdi; Et Al
    参考文献:Research On Chemical Intermediates 日期:2019 卷标:45(5) 页码:2727-2747]

    603-33-8 = 836-30-6
    反应条件:1.1 Reagents: Triethylamine,Cupric Acetate
    标题:Promotion Of Reaction Of N-H Bonds With Triarylbismuth And Cupric Acetate
    作者:Chan,Dominic M. T.
    参考文献:Tetrahedron Letters 日期:1996 卷标:37(50) 页码:9013-9016]

    603-33-8 = 836-30-6
    反应条件:1.1 Reagents: Cesium Carbonate,Oxygen Catalysts: Cupric Acetate Solvents: Tetrahydrofuran; 12 H,80 °C
    标题:A Facile And Practical Copper Diacetate Mediated,Ligand Free C-N Cross Coupling Of Trivalent Organobismuth Compounds With Amines And N-Heteroarenes
    作者:Jadhav,B. D.; Et Al
    参考文献:Rsc Advances 日期:2016 卷标:6(18) 页码:14531-14537]

    102-07-8 = 836-30-6
    反应条件:1.1 Reagents: Oxygen Catalysts: Sodium Hydroxide Solvents: Dimethyl Sulfoxide
    标题:Preparation Of Nitroarylamines
    参考文献:European Patent Organization]

    73333-79-6 = 836-30-6
    反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 12 H,70 °C; 70 °C -> 0 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; Neutralized
    标题:Practical Synthesis Of Aromatic Dithiocarbamates
    作者:Padungros,Panuwat; Et Al
    参考文献:Synthetic Communications 日期:2014 卷标:44(16) 页码:2336-2343]

    37181-39-8 = 836-30-6
    反应条件:1.1 Reagents: Tripotassium Phosphate Catalysts: Copper Bromide (Cubr),Bis(Tri-Tert-Butylphosphine)Palladium Solvents: Acetonitrile; 16 H,60 °C
    标题:Ullmann-Type N-Arylation Of Anilines With Alkyl(Aryl)Sulfonium Salts
    作者:Tian,Ze-Yu; Et Al
    参考文献:Chemical Communications (Cambridge 日期:2019 卷标:55(79) 页码:11936-11939]

    24067-17-2 + 586-96-9 = 836-30-6
    反应条件:1.1 Reagents: Triethyl Phosphite Solvents: Toluene; 45 Min,Rt
    标题:Synthesis Of Di(Hetero)Arylamines From Nitrosoarenes And Boronic Acids: A General,Mild,And Transition-Metal-Free Coupling
    作者:Roscales,Silvia; Et Al
    参考文献:Organic Letters 日期:2018 卷标:20(6) 页码:1667-1671
对硝基氯苯置于ammonium Hydroxide,2-O-Methyl-L-Inositol,Copper(II) Acetate Monohydrate,Potassium Carbonate体系中,用 N-甲基吡咯烷酮 作为反应溶剂,化学反应 32.0H,反应生成 4-硝基二苯胺
参考文献:Quebrachitol 或二甘醇促进的铜 (II)-催化芳基卤化物和 N-亲核试剂的 C-N 偶联
标题:Quebrachitol 或二甘醇促进的铜 (II)-催化芳基卤化物和 N-亲核试剂的 C-N 偶联
摘要:在本文中,我们报告了天然配体 Quebrachitol (Qct) 作为 Cu(II) 催化剂的促进剂,它对各种胺和相关芳基卤化物的 N-芳基化非常有效.通过使用二甘醇(deg)作为配体和溶剂,以高收率获得了一系列二芳胺衍生物.c-N偶联反应在温和的条件下进行并表现出非常好的官能团耐受性.
DOI:10.1055/s-0039-1690707

海关参考信息

专利信息


专利号:US-4683332-A
优先权日:1985-05-20
标 题 :Para-nitrodiphenylamine synthesis
发明人：STURM BUDD H
权利人:GOODYEAR TIRE & RUBBER
摘要:There is disclosed a process for the synthesis of para-nitrodiphenylamines via the Formanilide Process wherein the improvement is characterized in that a specific catalyst is utilized. More specifically, a zinc (II) compound (zinc in the plus two oxidation or valence state), is used as a catalyst in the preparation of para-nitrodiphenylamines via the formanilide process.

专利号:US-4435599-A
优先权日:1982-11-26
标 题 :Para-nitrodiphenylamine synthesis
发明人：STURM BUDD H
权利人:GOODYEAR TIRE & RUBBER
摘要:There is disclosed a process for the synthesis of para-nitrodiphenylamines wherein the improvement is characterized in that a specific co-catalyst system is utilized. More specifically, a zinc (II) compound (zinc in the plus two oxidation or valence state), is used in conjunction with copper or a copper compound as a co-catalyst system in the preparation of para-nitrodiphenylamines.

专利号:CN-1729174-A
优先权日:2002-12-20
标 题 :Synthesis of amines and intermediates used in the synthesis of amines

专利号:RU-2276132-C1
优先权日:2004-09-08
标 题:Solution for synthesis of 4-aminodiphenylamine, method for its preparing and method for synthesis of 4-aminodiphenylamine

专利号:US-10125226-B2
优先权日:2013-06-05
标 题 :Scale-up process of bifunctionalized triblock copolymers with secondary and tertiary amines, with application in dewatering and desalting of heavy crude oils
发明人：FLORES SANDOVAL CESAR ANDRES; FLORES OROPEZA EUGENIO ALEJANDRO; LOPEZ ORTEGA ALFONSO; HERNANDEZ CORTEZ JOSE GONZALO; ESTRADA BUENDIA ARISTEO; CASTRO SOTELO LAURA VERONICA; REYES MARTINEZ REYNA; ALVAREZ RAMIREZ FERNANDO; ESTRADA MARTINEZ ARQUIMEDES; VAZQUEZ MORENO FLAVIO SALVADOR
权利人:MEXICANO INST PETROL
摘要:A chemical synthesis process is provided for the functionalization of monodispersed triblock copolymer (POEw-POPy-POEw) with secondary or tertiary amines at a semi-industrial level in glass reactors having a capacity between 1 L and 100 L. The process includes two stages where the first stage uses an alkylsulfonyl or arylsulfonyl chloride to obtain better leaving groups, and the second stage is the nucleophilic substitution with secondary or tertiary amines, to obtain the bifunctionalized triblock copolymers. The main advantage for this process is to reduce the quantity of unitary process done in each stage, the optimization of reaction times, and the stoichiometric relationships.

专利号:US-4155936-A
优先权日:1978-03-08
标题:Para-nitrodiphenylamines synthesis using Polyethers and macrocyclic esters as solubilizing agents
发明人：STURM BUDD H
权利人:GOODYEAR TIRE & RUBBER
摘要:Processes for synthesizing para-nitrodiphenylamines whereby a para-halonitrobenzene is reacted with an aromatic amine selected from the group consisting of formanilides and anilines (substituted and unsubstituted) in the presence of a basic material (to remove acid) are improved by the incorporation of certain select solubilizing agents into the reaction medium. These solubilizing agents are linear, branched, or cyclic polyethers. Some of the resulting advantages are: higher reaction yield, less by-products, and a faster reaction.

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主要参考文献

[参考文献]: Zurie Abrego, Et Al. A Novel Method For The Identification Of Inorganic And Organic Gunshot Residue Particles Of Lead-Free Ammunitions From The Hands Of Shooters Using Scanning Laser Ablation-Icpms And Raman Micro-Spectroscopy. Analyst. 2014 Dec 7;139(23):6232-41.

合成参考文献


摘要:Li, G.; Szostak, M., Science of Synthesis Knowledge Updates, (2020) 2, 224.
摘要:Yeung, C. S.; Borduas, N.; Dong, V. M., Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2012) 3, 806.
摘要:Xia, J.-B.; You, S.-L., Science of Synthesis: Catalytic Transformations via CH Activation, (2015) 2, 132.
摘要:Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*., 8(126), 1966
摘要:Acute Toxicity Data. Journal of the American College of Toxicology, Part B., 1(66), 1990
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