CAS: 875-79-6; 1,2-Dimethyl-1H-Indole
该化合物是一种循环循环化合物,其特点是一个有引信的苯和火花环系统,在1和2个位置用两个甲基组替代,这种结构配置增强了它的稳定性和反应性,使其成为有机合成中的宝贵中间体,特别是制药和农用化学物质.其富电子的无粉核心有利于电益替代反应,使各种环位置能够发挥作用.该化合物定义的分子结构确保了在诸如离心设计和材料科学等应用中的一致性性能.高纯度可以满足严格的研究和工业要求.建议在惰性条件下进行适当的处理,因为其对氧化敏感.
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- 产品信息参考
; - InChIKey: BJMUOUXGBFNLSN-UHFFFAOYSA-N
- InChI=1S/C10H11N/c1-8-7-9-5-3-4-6-10(9)11(8)2/h3-7H,1-2H3…
- 计算化学: 氢键受体数1.0氢键供体数0.0可旋转键数0.0
物理性质
MSDS等安全信息
上下游产品
1-(2-甲基-1H-吲哚-1-基)乙酮 1-Acetyl-2-Methylindole 37842-85-62-甲基吲哚 2-Methyl-1H-Indole 95-20-5
1-甲基-1H-吲哚-2-羰酰氯 1-Methyl-1H-Indole-2-Carbonyl Chloride 118618-61-4
2-(N-Methyl)Indolylmethyl Acetate 1485-23-0
1-甲基吲哚-2-甲酸 N-Methyl-1H-Indole-2-Carboxylic Acid 16136-58-6
1-甲基吲哚 1-Methylindole 603-76-9
1-甲基-2-吲哚甲酸甲酯 Methyl 1-Methyl-1H-Indole-2-Carboxylate 37493-34-8
2,6-二甲基-1H-吲哚 2,6-Dimethyl-1H-Indole 5649-36-5
1,2-Dimethyl-3-Methylthioindol 40015-22-3
2-(3,4-二甲基-2-吡啶基甲基)-1-甲基吲哚 2-(3,4-Dimethyl-2-Pyridylmethyl)-1-Methylindole 79076-71-4
合成工艺路线路线简述
- 26216-93-3 = 875-79-6
反应条件:1.1 Catalysts: Di-μ-Chlorobis[(1,2,5,6-η)-1,5-Cyclooctadiene]Diiridium,1,2-Bis(Diphenylphosphino)Benzene (Crosslinked,Polystyrene-Bound) Solvents: P-Xylene; 5 Min,Rt1.2 20 H,130 °C
标题:Ir-Catalyzed Reversible Acceptorless Dehydrogenation/hydrogenation Of N-Substituted And Unsubstituted Heterocycles Enabled By A Polymer-Cross-Linking Bisphosphine
作者:Zhang,Deliang; Et Al
参考文献:Organic Letters 日期:2020 卷标:22(13) 页码:5240-5245]
= 875-79-6
反应条件:1.1 Reagents: 2-Mercaptobenzoic Acid Catalysts: Trifluoroacetic Acid Solvents: Trifluoroacetic Acid
标题:Nonreductive Desulfenylation Of 3-Indolyl Sulfides. Improved Syntheses Of 2-Substituted Indoles And 2-Indolyl Sulfides
作者:Hamel,Pierre; Et Al
参考文献:Journal Of Organic Chemistry 日期:1994 卷标:59(21) 页码:6372-7]
95-20-5 = 875-79-6
反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 0 °C; 30 Min,0 °C1.2 Overnight,0 °C
标题:Tryptamine Synthesis By Iron Porphyrin Catalyzed C-H Functionalization Of Indoles With Diazoacetonitrile
作者:Hock,Katharina J.; Et Al
参考文献:Angewandte Chemie 日期:2019 卷标:58(11) 页码:3630-3634]
603-76-9 = 875-79-6
反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Rt; 30 Min,Rt1.2 30 Min,0 °C; 0 °C -> Rt; Overnight,Rt1.3 Solvents: Water
标题:Friedel-Crafts Acylation Of Pyrroles And Indoles Using 1,5-Diazabicyclo[4.3.0]Non-5-Ene (Dbn) As A Nucleophilic Catalyst
作者:Taylor,James E.; Et Al
参考文献:Organic Letters 日期:2010 卷标:12(24) 页码:5740-5743]
42108-38-3 + 917-54-4 = 875-79-6
反应条件:1.1 Reagents: Titanocene Dichloride Solvents: Diethyl Ether,Toluene; -5 °C; 1 H,-5 °C; 1 H,Rt; Rt -> 0 °C1.2 Reagents: Ammonium Chloride Solvents: Water; Cooled1.3 Solvents: Toluene; 72 H,Reflux
标题:Synthesis Of Indoles Via Alkylidenation Of Acyl Hydrazides
作者:Hisler,Kevin; Et Al
参考文献:Tetrahedron Letters 日期:2009 卷标:50(26) 页码:3290-3293]
173436-68-5 = 875-79-6
反应条件:1.1 Solvents: Acetonitrile; Rt1.2 Reagents: Water; Rt
标题:Detosylative (Deutero)Alkylation Of Indoles And Phenols With (Deutero)Alkoxides
作者:Zhu,Ming-Hui; Et Al
参考文献:Organic Letters 日期:2019 卷标:21(17) 页码:7073-7077]
37493-34-8 = 875-79-6
反应条件:1.1 Reagents: Potassium Tert-Butoxide,1,1,3,3-Tetramethyldisiloxane Catalysts: Bis(1,5-Cyclooctadiene)Nickel,1H-Imidazolium,1,3-Dicyclohexyl-,Tetrafluoroborate(1-) (1:1) Solvents: Toluene; 10 H,110 °C; 110 °C -> Rt1.2 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; Rt; Rt -> 65 °C; 2 H,65 °C
标题:Exhaustive Reduction Of Esters Enabled By Nickel Catalysis
作者:Cook,Adam; Et Al
参考文献:Journal Of The American Chemical Society 日期:2020 卷标:142(18) 页码:8109-8115]
77129-87-4 = 875-79-6 [标题:Reaction Conditions
标题:Photochemical Investigations Of 4-(N-Methylanilino)-Pent-3-En-2-One
作者:Watson,Darrell; Et Al
参考文献:Texas Journal Of Science 日期:1980 卷标:32(4) 页码:357-61]
77129-87-4 = 875-79-6
反应条件:1.1 Solvents: Diethyl Ether2.1 -
标题:The Photochemistry Of 4-(N-Methylanilino)-Pent-3-En-2-One
作者:Berry,Jennifer L.; Et Al
参考文献:Tetrahedron Letters 日期:1985 卷标:26(2) 页码:143-6]
26216-93-3 = 875-79-6
反应条件:1.1 Catalysts: Tris(Pentafluorophenyl)Borane Solvents: Methyl-D3Benzene; Rt -> 120 °C; 0.75 H,120 °C
标题:Frustrated Lewis Pair Catalyzed Dehydrogenative Oxidation Of Indolines And Other Heterocycles
作者:Maier,Alexander F. G.; Et Al
参考文献:Angewandte Chemie 日期:2016 卷标:55(40) 页码:12219-12223]
95-20-5 = 875-79-6
反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 0 °C -> Rt; 30 Min,Rt; Rt -> 0 °C1.2 0 °C; 0 °C -> Rt1.3 Reagents: Water; Rt
标题:Cu-Catalyzed Oxidation Of C2 And C3 Alkyl-Substituted Indole Via Acyl Nitroso Reagents
作者:Zhang,Jun; Et Al
参考文献:Organic Letters 日期:2019 卷标:21(1) 页码:14-17]
95-20-5 = 875-79-6
反应条件:1.1 Catalysts: Sodium Hydride Solvents: Tetrahydrofuran; 30 Min,0 °C1.2 Solvents: Tetrahydrofuran; 0 °C; 12 H,Rt
标题:Design,Synthesis And Biological Evaluation Of Novel 2-Sulfonylindoles As Potential Anti-Inflammatory Therapeutic Agents For Treatment Of Acute Lung Injury
作者:Xia,Qinqin; Et Al
参考文献:European Journal Of Medicinal Chemistry 日期:2018 卷标:160 页码:120-132]
95-20-5 = 875-79-6
反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 30 Min,Rt1.2 16 H,Rt
标题:Indole Naphthyridinones As Inhibitors Of Bacterial Enoyl-Acp Reductases Fabi And Fabk
作者:Seefeld,Mark A.; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2003 卷标:46(9) 页码:1627-1635]
57056-93-6 + 591-87-7 = 875-79-6
反应条件:1.1 Reagents: Potassium Carbonate,Tetrabutylammonium Chloride,Oxygen Catalysts: Palladium Chloride Solvents: Dimethylacetamide; 12 H,100 °C
标题:Palladium-Catalyzed Selective Heck-Type Diarylation Of Allylic Esters With Aryl Halides Involving A β-Oac Elimination Process
作者:Liu,Yan; Et Al
参考文献:Organic Letters 日期:2011 卷标:13(5) 页码:1126-1129]
95-20-5 = 875-79-6
反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Dimethylformamide; 30 Min,Rt1.2 Cooled; 96 H,Rt
标题:Exploration And Development Of A C-H-Activated Route To Access The [1,2]Dithiolo[4,3-B]Indole-3(4H)-Thione Core And Related Derivatives
作者:Asquith,Christopher R. M.; Et Al
参考文献:Synlett 日期:2019 卷标:30(2) 页码:156-160]
95-20-5 = 875-79-6
反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 0 °C; 30 Min,0 °C1.2 Overnight,0 °C
标题:Iron-Catalyzed C-H Insertions: Organometallic And Enzymatic Carbene Transfer Reactions
作者:Hock,Katharina J.; Et Al
参考文献:Chemrxiv 日期:2018 卷标:1 页码:1-17]
6832-87-7 + 29456-04-0 = 875-79-6 [标题:Reaction Conditions
标题:Indole Synthesis Via Srn1 Reactions
作者:Bard,Raymond R.; Et Al
参考文献:Journal Of Organic Chemistry 日期:1980 卷标:45(8) 页码:1546-7]
1184-58-3 = 875-79-6
反应条件:1.1 Reagents: Lithium Chloride Catalysts: Bis(Acetylacetonato)Nickel,1,3-Bis(Diphenylphosphino)Propane Solvents: Hexane,1,4-Dioxane; 16 H,170 °C; 170 °C -> Rt
标题:Decarbonylative Methylation Of Aromatic Esters By A Nickel Catalyst
作者:Okita,Toshimasa; Et Al
参考文献:Organic Letters 日期:2018 卷标:20(10) 页码:3132-3135]
611-21-2 = 875-79-6
反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran1.2 Reagents: Carbon Dioxide1.3 Reagents: Butyllithium1.4 Reagents: Hydrochloric Acid Solvents: Water
标题:Carbon Dioxide: A Reagent For The Simultaneous Protection Of Nucleophilic Centers And The Activation Of Alternative Locations To Electrophilic Attack. 16. A Novel Synthetic Method For The Side-Chain Functionalization Of N-Methyl-O-Toluidine And For The Preparation Of 2-Substituted N-Methylindoles
作者:Katritzky,Alan R.; Et Al
参考文献:Heterocycles 日期:1990 卷标:30(1) 页码:407-14]
95-20-5 = 875-79-6
反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 0 °C; 1 H,0 °C; Overnight,0 °C1.2 Reagents: Ammonium Chloride Solvents: Water
标题:A Domino Reaction For Generating β-Aryl Aldehydes From Alkynes By Substrate Recognition Catalysis
作者:Fang,Weiwei; Et Al
参考文献:Nature Communications 日期:2019 卷标:10(1)]
19164-60-4 + 65962-98-3 = 875-79-6
反应条件:1.1 Solvents: 1,1,1,3,3,3-Hexafluoro-2-Propanol; 0 °C -> 25 °C; 3 H,25 °C
标题:From Cycloalkanols To Heterocycles Via Nitrogen Insertion
作者:Sandvoss,Alexander; Et Al
参考文献:Organic Letters 日期:2023 卷标:25(31) 页码:5795-5799]
16136-58-6 = 875-79-6
反应条件:1.1 Reagents: Trimethylboroxin,Pivalic Anhydride Catalysts: Palladium Diacetate,1,1′-(9,9-Dimethyl-9H-Xanthene-4,5-Diyl)Bis[1,1-Diphenylphosphine] Solvents: Tetrahydrofuran,1,4-Dioxane; 24 H,160 °C
标题:Palladium-Catalyzed Decarbonylative Methylation Of Aryl Carboxylic Acids
作者:Feng,Boya; Et Al
参考文献:Organic Chemistry Frontiers 日期:2022 卷标:9(4) 页码:1085-1089]
2417963-00-7 = 875-79-6
反应条件:1.1 Reagents: 1-Octanethiol Catalysts: Trifluoromethanesulfonic Acid Solvents: Dichloromethane; 12 H,23 °C1.2 Reagents: Sodium Bicarbonate Solvents: Water; 10 Min,23 °C
标题:Facile C-S Bond Cleavage Of Aryl Sulfoxides Promoted By Bronsted Acid
作者:Brutiu,Bogdan R.; Et Al
参考文献:Synlett 日期:2021 卷标:32(5) 页码:488-490]
1184-58-3 + 37493-34-8 = 875-79-6
反应条件:1.1 Catalysts: Benzenesulfonic Acid,4-Methyl-,Nickel(2+) Salt (2:1),1,1′-(3,4-Thiophenediyl)Bis[1,1-Dicyclohexylphosphine] Solvents: Hexane,1,4-Dioxane; 16 H,170 °C; 170 °C -> Rt
标题:Decarbonylative Methylation Of Aromatic Esters By A Nickel Catalyst
作者:Okita,Toshimasa; Et Al
参考文献:Organic Letters 日期:2018 卷标:20(10) 页码:3132-3135]
80-48-8 + 603-76-9 = 875-79-6
反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether
标题:Heteroatom-Facilitated Lithiations
作者:Gschwend,Heinz W.; Et Al
参考文献:Organic Reactions (Hoboken 日期:1979 卷标:26
N-(1-Benzotriazolylmethyl)-2-Methylaniline置于sodium Tetrahydroborate体系中,用 四氢呋喃 作为反应溶剂,化学反应 10.0H,反应生成 1,2-二甲基吲哚
参考文献:Katritzky,Alan R.; Fan,Wei-Qiang; Akutagawa,Kunihiko,Heterocycles,1990,Vol. 30,# 1,P. 407-414
标题:Katritzky,Alan R.; Fan,Wei-Qiang; Akutagawa,Kunihiko,Heterocycles,1990,Vol. 30,# 1,P. 407-414
海关参考信息
- 2902200000-苯
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专利信息
专利号:US-3901899-A
优先权日:1973-04-27
标题 :Synthesis of indoles from anilines and intermediates therein
发明人：GASSMAN PAUL G
权利人:UNIV OHIO STATE RES FOUND
摘要:Preparing indoles and intermediates therefor by reacting an Nhaloaniline with a Beta -carbonylic hydrocarbon sulfide to form an azasulfonium halide, reacting the azasulfonium halide with a strong base to form a thio-ether indole derivative, and then reducing the thio-ether indole, e.g. with Raney nickel, to form the indole compound. When an acetal or ketal of the Beta carbonyl hydrocarbon sulfide is used, the azasulfonium salt is treated with a base, and then with an acid to form the thio-ether indole derivative. When an Alpha -ethyl- Beta -carbonylic hydrocarbon sulfide is used, the resulting azosulfonium salt reacts with strong base to form a thio-ether indolenine derivative, which on reduction with Raney nickel or complex metal hydrides yields 3-substituted indoles. The aniline may be an aminopyridine to form an aza-indole compound in the process. The azasulfonium salts and thio-ether indole or thio-ether indolenine derivatives can be isolated and recovered from their respective reaction mixtures. The thio-ether-indole and thio-ether indolenine derivatives are useful as intermediates to make the indoles without the thio-ether group. The indoles are known compounds having a wide variety of uses, e.g., in making perfumes, dyes, amino acids, pharmaceuticals, agricultural chemicals and the like.
专利号:US-3992392-A
优先权日:1973-04-27
标题:Synthesis of indoles from anilines and intermediates therein
发明人：GASSMAN PAUL G
权利人:UNIV OHIO STATE RES FOUND
摘要:Preparing indoles and intermediates therefor by reacting an N-haloaniline with a β-carbonylic hydrocarbon sulfide to form an azasulfonium halide, reacting the azasulfonium halide with a strong base to form a thio-ether indole derivative, and then reducing the thio-ether indole, e.g. with Raney nickel, to form the indole compound. When an acetal or ketal of the β-carbonyl hydrocarbon sulfide is used, the azasulfonium salt is treated with a base, and then with an acid to form the thio-ether indole derivative. When an α-ethyl-β -carbonylic hydrocarbon sulfide is used, the resulting azosulfonium salt reacts with strong base to form a thio-ether indolenine derivative, which on reduction with Raney nickel or complex metal hydrides yields 3-substituted indoles. The aniline may be an aminopyridine to form an aza-indole compound in the process. The azasulfonium salts and thio-ether indole or thio-ether indolenine derivatives can be isolated and recovered from their respective reaction mixtures. The thio-ether-indole and thio-ether indolenine derivatives are useful as intermediates to make the indoles without the thio-ether group. The indoles are known compounds having a wide variety of uses, e.g., in making perfumes, dyes, amino acids, pharmaceuticals, agricultural chemicals and the like.
专利号:US-2007066833-A1
优先权日:2005-08-19
标题 :Methods to synthesize indoles as precursors for pharmaceuticals
发明人：DUGAR SUNDEEP; GIANNOUSIS PETER
权利人:SCIOS INC
摘要:The invention provides improved methods for the synthesis of indoles, especially useful for making indoles having an ester or amide group at C-5. The methods involve cyclization of a protected ortho-acetylene-substituted aniline derivative to produce an indole.
专利号:US-8470889-B2
优先权日:2008-11-26
标题:Hybrid-ionone and curcumin molecules as anticancer agents
发明人：Wu jian hui; BATIST GERALD; ZHOU JINMING; GENG GUOYAN; LIN RONGTUAN; LI YI
权利人:Wu jian hui; BATIST GERALD; ZHOU JINMING; GENG GUOYAN; LIN RONGTUAN; LI YI; TRT PHARMA INC
摘要:The present invention relates to the synthesis of a series of ionone and curcumin derivatives as multi-targeting agents effective against both hormone-sensitive and hormone-independent cancers. In particular, the present invention is directed to a distinct class of bifunctional antiandrogens, which inhibit both AR and IKBkinases (IKK). A series of ionone-based chalcones were synthesized and their in vitro cytotoxicity against prostate cancer cell lines were demonstrated. A series of derivatives formed by reacting ionone-based chalcones and hydrazines demonstrate substantial antiproliferative activities in prostate cancer, breast cancer and lung cancer cell lines.
专利号:US-9334275-B2
优先权日:2011-12-19
标题:Processes for preparing indoles
发明人：YOSHIKAI NAOHIKO; WEI YE
权利人:UNIV NANYANG TECH
摘要:Methods for the synthesis of an indole in provided. Methods comprise oxidizing a N-aryl imine in the presence of a palladium-based catalyst, an oxidant, and a solvent.
专利号:CN-106567104-B
优先权日:2016-10-31
标 题 :Electrochemical Synthesis of 1,1'-Diindolylmethane Derivatives
网址: http://www.hlcmaterial.com
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📌 第三方产品分析报告
合成参考文献
摘要:Aguilar, E.; López, L. A., Science of Synthesis Knowledge Updates, (2014) 2, 93.
摘要:Sartori, G.; Maggi, R., Science of Synthesis, (2010) 47, 520.
摘要:Joule, J. A., Science of Synthesis Knowledge Updates, (2010) 2, 244.
摘要:Joule, J. A., Science of Synthesis Knowledge Updates, (2010) 2, 251.
摘要:Joule, J. A., Science of Synthesis Knowledge Updates, (2010) 2, 73.
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尽可能描述清楚需求与问题信息
