CAS: 881-03-8; 2-Methyl-1-Nitronaphthalene

该化合物是一种硝酸芳烃化合物,产自氯化萘,以2位置的甲基组和1位置的硝基组为主,这种结构具有独特的反应性,使其作为有机合成的中间体具有价值,特别是对于制备染料,药品和农用化学物而言.其电子后排硝基硝基组会增强电益替代反应,而甲基组则会影响再生选择性.该复合体在标准条件下表现出中等稳定性,尽管由于对热和冲击的潜在敏感度而应当谨慎处理,但其定义明确的化学特性有助于在复杂的合成途径中实现受控的功能化.

结构式图片

相似化合物

2246-44-8 101327-84-8 880-93-3

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上下游产品

7-methyl-8-nitro-[1]naphthylamine 2-Methylnaphthalene (3)1-Nitro-2-methyl-naphthoesaeure-(3) 1-Nitronaphthalene 2-methyl-1,4-naphthohydroquinone 1-amino-2-methylnaphthalene 1-amino-2-naphthoic acid 4-Amino-3-methyl-[1]naphthol

合成工艺路线路线简述

  • 14094-12-3 = 881-03-8
    反应条件:1.1 Reagents: Potassium Bis(Trimethylsilyl)Amide Solvents: Dimethylformamide,Tetrahydrofuran; 30 Min,-40 °C1.2 Reagents: Ammonium Chloride Solvents: Water
    标题:Alkylation Of Nitroarenes Via Vicarious Nucleophilic Substitution - Experimental And Dft Mechanistic Studies
    作者:Antoniak,Damian; Paluba,Bartosz; Basak,Tymoteusz; Blaziak,Kacper; Barbasiewicz,Michal
    参考文献:Chemistry - A European Journal 日期:2022 卷标:28(46)]

    = 881-03-8
    反应条件:1.1 Solvents: Acetic Acid; Rt -> 10 °C1.2 Reagents: Nitric Acid Solvents: Water; 10 °C; 2 H,10 °C
    标题:New Types Of Very Efficient Photolabile Protecting Groups Based Upon The [2-(2-Nitrophenyl)Propoxy]Carbonyl (Nppoc) Moiety
    作者:Buehler,Sigrid; Lagoja,Irene; Giegrich,Heiner; Stengele,Klaus-Peter; Pfleiderer,Wolfgang
    参考文献:Helvetica Chimica Acta 日期:2004 卷标:87(3) 页码:620-659]

    98750-90-4 = 881-03-8 + 2387583-38-0
    反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: Dimethylformamide; 30 Min,-40 °C1.2 Reagents: Ammonium Chloride Solvents: Water
    标题:Corey-Chaykovsky Cyclopropanation Of Nitronaphthalenes: Access To Benzonorcaradienes And Related Systems
    作者:Antoniak,Damian; Barbasiewicz,Michal
    参考文献:Organic Letters 日期:2019 卷标:21(23) 页码:9320-9325]

    = 881-03-8
    反应条件:1.1 Reagents: Fuming Nitric Acid Solvents: Acetic Acid,Water; 0 °C; 2 H,Cooled
    标题:Mechanistic Insights Into Allosteric Structure-Function Relationships At The M1 Muscarinic Acetylcholine Receptor
    作者:Abdul-Ridha,Alaa; Lane,J. Robert; Mistry,Shailesh N.; Lopez,Laura; Sexton,Patrick M.; Et Al
    参考文献:Journal Of Biological Chemistry 日期:2014 卷标:289(48) 页码:33701-33711]

    = 881-03-8
    反应条件:1.1 Reagents: Acetic Acid,Nitric Acid; 10 °C -> Rt
    标题:A Novel Bis-Triazole Scaffold Accessed Via Two Tandem [3 + 2] Cycloaddition Events Including An Uncatalyzed,Room Temperature Azide-Alkyne Click Reaction
    作者:Malkova,Ksenia; Bubyrev,Andrey; Krivovicheva,Vasilisa; Dar'In,Dmitry; Bunev,Alexander; Et Al
    参考文献:Beilstein Journal Of Organic Chemistry 日期:2022 卷标:18 页码:1636-1641]

    = 881-03-8
    反应条件:1.1 Reagents: Nitric Acid Catalysts: Acetic Acid
    标题:Synthesis Of 1,4-Sulfur-Containing Derivatives Of 2-Methylnaphthalene
    作者:Andreeva,M. A.; Budyak,E. V.; Perevalov,V. P.; Rodionov,V. Ya.; Stepanov,B. I.; Et Al
    参考文献:Izvestiya Vysshikh Uchebnykh Zavedenii 日期:1978 卷标:21(1) 页码:140-1]

    = 881-03-8 [标题:Reaction Conditions
    标题:4-Amino-2-Methyl-1-Naphthalenesulfonic Acid
    作者:Fierz-David,Hans E.; Mannhart,Emil
    参考文献:Helvetica Chimica Acta 日期:1937 卷标:20 页码:1024-40]

    = 881-03-8
    反应条件:1.1 Reagents: Nitric Acid Catalysts: Indium Triflate Solvents: Water; 4 H,Rt; 20 H,60 °C
    标题:Indium Triflate As A Recyclable Catalyst For The Nitration Of Aromatic Compounds Without A Halogenated Solvent
    作者:Yin,Wan-Po; Shi,Min
    参考文献:Journal Of Chemical Research 日期:2006 卷标:(9) 页码:549-551]

    550-60-7 + 823-96-1 = 881-03-8
    反应条件:1.1 Reagents: Triethylamine,Sulfonyl Fluoride Solvents: 1,4-Dioxane; 1 H,Rt1.2 Reagents: Tripotassium Phosphate Catalysts: Palladium Diacetate,[2′,6′-Bis(1-Methylethoxy)[1,1′-Biphenyl]-2-Yl]Dicyclohexylphosphine Solvents: 1,4-Dioxane; 2 H,120 °C1.3 Reagents: Water
    标题:A Late-Stage Functionalization Tool: Sulfonyl Fluoride Mediated Deoxymethylation Of Phenols
    作者:Zhang,Guofu; Guan,Chenfei; Han,Linjun; Zhao,Yiyong; Ding,Chengrong
    参考文献:Organic & Biomolecular Chemistry 日期:2022 卷标:20(38) 页码:7640-7644]

    = 881-03-8
    反应条件:1.1 Reagents: Bismuth Subnitrate Catalysts: Thionyl Chloride Solvents: Dichloromethane; 2 H,Rt
    标题:Selective Nitration Of Aromatic Compounds With Bismuth Subnitrate And Thionyl Chloride
    作者:Muathen,Hussni A.
    参考文献:Molecules 日期:2003 卷标:8(7) 页码:593-598]

    = 881-03-8
    反应条件:1.1 Reagents: Sodium Nitrite,Sodium Chloride,Nitric Acid Catalysts: (Perfluoro-O-Phenylene)Mercury Cyclic Trimer Solvents: Benzene,Nitrobenzene,Water; 6 H,21 °C
    标题:Cyclic Trimeric Perfluoro-O-Phenylenemercury: A Highly Efficient Phase Transfer Catalyst For Nitration Of Aromatic Substrates With Dilute Nitric Acid
    作者:Zaraisky,A. P.; Kachurin,O. I.; Velichko,L. I.; Tikhonova,I. A.; Furin,G. G.; Et Al
    参考文献:Journal Of Molecular Catalysis A: Chemical 日期:2005 卷标:231(1-2) 页码:103-111]

    = 881-03-8
    反应条件:1.1 Solvents: Acetonitrile
    标题:Charge-Transfer Nitration Of Naphthalene And The Methylnaphthalenes. Part 1. Direct Comparison With Electrophilic Aromatic Nitrations
    作者:Sankararaman,S.; Kochi,J. K.
    参考文献:Journal Of The Chemical Society 日期:1991 卷标:(1) 页码:1-12]

    105-39-5 = 881-03-8
    反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: Tetrahydrofuran; Rt -> -20 °C1.2 Solvents: Tetrahydrofuran; 7 Min,-20 - -10 °C; 1 H,-10 - 0 °C1.3 Solvents: Water; Overnight1.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 41.5 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 6 H,50 °C
    标题:Selective Ortho Methylation Of Nitroheteroaryls By Vicarious Nucleophilic Substitution
    作者:Achmatowicz,Michal; Thiel,Oliver R.; Gorins,Gilles; Goldstein,Corinne; Affouard,Caroline; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2008 卷标:73(17) 页码:6793-6799]

    = 881-03-8
    反应条件:1.1 Reagents: Nitric Acid Solvents: Acetic Acid
    标题:Novel Functionalized Indigo Derivatives For Organic Electronics
    作者:Klimovich,Irina V.; Zhilenkov,Alexander V.; Kuznetsova,Lidiya I.; Frolova,Lubov A.; Yamilova,Olga R.; Et Al
    参考文献:Dyes And Pigments 日期:2021 卷标:186]

    1774-47-6 = 881-03-8
    反应条件:1.1 Reagents: Magnesium Chloride Solvents: Dimethylformamide1.2 Reagents: 1,8-Diazabicyclo[5.4.0]Undec-7-Ene1.3 Reagents: Ammonium Chloride Solvents: Water
    标题:Synthesis Of 2,1-Benzisoxazole Derivatives From Nitroarenes And Ch Acids In Aprotic Media
    作者:Wrobel,Z.
    参考文献:Polish Journal Of Chemistry 日期:1998 卷标:72(11) 页码:2384-2388]

    4919-43-1 = 881-03-8
    反应条件:1.1 Solvents: Acetic Anhydride
    标题:Synthesis Of New Heterocycles: Condensation Of 2-Methyl-4H-Naphth[1,2-D][1,3]Oxazin-4-One With Schiff Bases And Formation Of 3-Aryl-2-Styrylbenzo[h]Quinazolin-4(3H)-Ones
    作者:Reddy,Mandala Satyanarayana; Ratnam,Chengalvala Venkata
    参考文献:Bulletin Of The Chemical Society Of Japan 日期:1985 卷标:58(8) 页码:2449-50
📜2-甲基萘置于氯化亚砜,次硝酸铋体系中,用 二氯甲烷 作为反应溶剂,化学反应 2.0H,以76%的收率获得产物2-甲基-二硝基萘酚
参考文献:亚硝酸铋和亚硫酰氯选择性硝化芳香族化合物
标题:亚硝酸铋和亚硫酰氯选择性硝化芳香族化合物
摘要:已发现碱式硝酸铋/亚硫酰氯是一种有效的试剂组合,可用于在二氯甲烷中硝化多种芳香族化合物.尤其是酚类,通过控制化学计量,很容易与试剂一起单硝化和二硝化,
DOI:10.3390/80700593

海关参考信息

专利信息


专利号:DE-69202005-T2
优先权日:1991-06-24
标 题:Process for the synthesis of symmetrical N, N'-disubstituted aromatic ureas.

专利号:US-5198582-A
优先权日:1989-11-02
标 题 :Process for preparing symmetric N,N'-disubstituted aromatic urea
发明人：OH JAE S; LEE SANG M
权利人:LUCKY LTD
摘要:A process for preparing N,N'-disubstituted urea derivatives of the following formula (I) ##STR1## wherein Ar represents an unsubstituted aromatic radical or an aromatic radical substituted with a halogen atom, an alkyl group, or an alkoxy group, which comprises reacting an aromatic mono-nitro compound, an aromatic primary amine, and synthesis gas in the presence of a catalyst consisting essentially of a divalent palladium compound as a main catalyst component and an ammonium or a phosphonium salt containing halogen atom as a co-catalyst component, and a non-polar solvent.

专利号:EP-0520130-B1
优先权日:1991-06-24
标题:Process for preparing symmetric N, N'-disubstituted aromatic urea
发明人：OH JAE SEUNG; LEE SANG MOO
权利人:LUCKY LTD
摘要:Disclosed herein is an improved process for preparing N,N' -disubstituted urea derivatives of the following formula(I) wherein Ar represents an aromatic radical optionally substituted with a halogen, alkyl or alkoxy group, which comprises reacting an aromatic mononitro compound, an aromatic primary amine and synthesis gas in the presence of a catalyst consisting essentially of a divalent palladium compound as a main catalyst component and an ammonium or phosphonium salt containing a halogen atom as a co-catalyst component with or without a solvent.

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合成参考文献


摘要:National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
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