CAS: 92-85-3; Thianthrene

该化合物是有机化合物,被归类为多环芳烃(PAH),具有由三个引信的硫苯环组成的独特结构,有助于其独特的化学特性.丁丙烯的特征是黄色至橙色晶状表面,在环境条件下以相对较高的稳定性而著称;它具有有趣的电子特性,成为有机电子和材料科学研究的课题;该化合物在有机溶剂中可溶解,但水溶解性有限,反映其疏水性.硫烯可以发生各种化学反应,包括氧化和聚合,可用于合成应用.此外,由于其芳香性质,它可以参与欧元的堆叠互动,从而在有机半导体和光伏电装置中增加其潜在用途.然而,像许多多多环苯甲苯一样,硫新苯可能会对环境和健康造成危害,需要谨慎处理和处置.

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

n-butyllithium thianthrene-5-oxide diethyl ether 3-mercaptothiophenol2-(thianthrene-2-carbonyl)-benzoic acid triphenyl-thianthren-1-yl-silane 2-Bromothianthrene thianthrene-5,5,10,10-tetraoxide

合成工艺路线路线简述

  • 合成目标产物 Thianthrene 主要起始原料 1,2-Diiodobenzene
  • 2362-50-7 = 92-85-3
    反应条件:1.1 Reagents: Diboronic Acid Solvents: Toluene; 8 H,100 °C
    标题:Catalyst- And Additive-Free Chemoselective Reduction Of Sulfoxides Into Sulfides Using B2(Oh)4 As A Deoxygenative Agent
    作者:Fan,Jixia; Du,Yifan; Zhao,Rongrong; Liu,Qixing; Zhou,Haifeng
    参考文献:Tetrahedron 日期:2023 卷标:140]

    2362-50-7 = 92-85-3
    反应条件:1.1 Reagents: Diboronic Acid Solvents: Toluene; 8 H,100 °C
    标题:Preparation Of Aryl(Alkyl)Thioethers By Reduction Of Aryl(Alkyl)Sulfoxides
    参考文献:China]

    2362-50-7 = 92-85-3
    反应条件:1.1 Reagents: Boron Trifluoride,Sodium Iodide
    标题:A New Easy Conversion Of Sulfoxides To Sulfides
    作者:Palumbo,Giovanni; Ferreri,Carla; Caputo,Romualdo
    参考文献:Phosphorus And Sulfur And The Related Elements 日期:1983 卷标:15(1) 页码:19-21]

    = 92-85-3
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Palladium Chloride,1,5-Bis(Diphenylphosphino)Pentane Solvents: Toluene; Rt; 5 H,160 °C
    标题:Palladium- And Nickel-Catalyzed Synthesis Of Thioethers Via Thioesters - Aryl Halides Coupling
    作者:Cao,Han; Shi,Yijun; Ma,Jie; Yan,Peng; Cong,Xingshun; Et Al
    参考文献:Tetrahedron Letters 日期:2023 卷标:119]

    615-42-9 = 92-85-3
    反应条件:1.1 Reagents: 1,10-Phenanthroline,Potassium Carbonate,Cuprous Iodide,Sulfur,S8; 12 H,90 °C
    标题:A Simple Method For Synthesizing Thianthrene Using On Sulphur Powder
    参考文献:China]

    14874-70-5 = 92-85-3
    反应条件:1.1 Reagents: Tempo Solvents: Dimethyl Sulfoxide; 12 H,23 °C
    标题:Catalyst-Free,Direct Synthesis Of Dibenzothiophenes
    作者:Aganda,Kim Christopher C.; Na,Sangcheol; Lee,Anna
    参考文献:Tetrahedron Letters 日期:2022 卷标:104]

    6320-02-1 = 92-85-3
    反应条件:1.1 Reagents: Iodobenzene,Propanoic Acid,2,2-Dimethyl-,Cesium Salt (1:1) Catalysts: Palladium,Bis(Acetonitrile)Dichloro-,Bis[2-(Diphenylphosphino)Phenyl] Ether Solvents: Dimethylacetamide; Rt -> 140 °C; 24 H,140 °C1.2 Reagents: Ammonium Chloride Solvents: Water
    标题:A Pd-Catalyzed Optional Approach For The Synthesis Of Dibenzothiophenes
    作者:Song,Juan; Wu,Hao; Sun,Wei; Wang,Songjiang; Sun,Haisen; Et Al
    参考文献:Organic & Biomolecular Chemistry 日期:2018 卷标:16(12) 页码:2083-2087]

    615-42-9 = 92-85-3
    反应条件:1.1 Reagents: Carbon Disulfide,1,8-Diazabicyclo[5.4.0]Undec-7-Ene Catalysts: Cuprous Iodide Solvents: Toluene; 12 H,100 °C
    标题:Cu-Catalyzed Synthesis Of Diaryl Thioethers And S-Cycles By Reaction Of Aryl Iodides With Carbon Disulfide In The Presence Of Dbu
    作者:Zhao,Peng; Yin,Hang; Gao,Hongxin; Xi,Chanjuan
    参考文献:Journal Of Organic Chemistry 日期:2013 卷标:78(10) 页码:5001-5006]

    615-42-9 = 92-85-3
    反应条件:1.1 Reagents: Thioacetamide,Cesium Carbonate Catalysts: Cuprous Iodide Solvents: Dimethyl Sulfoxide,Water; 36 H,120 °C1.2 Reagents: Water
    标题:Ligand-Free Copper-Catalyzed Synthesis Of Diaryl Thioethers From Aryl Halides And Thioacetamide
    作者:Tao,Chuanzhou; Lv,Aifeng; Zhao,Nan; Yang,Shuai; Liu,Xiaolang; Et Al
    参考文献:Synlett 日期:2011 卷标:(1) 页码:134-138]

    2362-50-7 = 92-85-3
    反应条件:1.1 Reagents: 1,4-Dibromobutane,Zinc
    标题:Organosulfur Chemistry. Iv. New Reduction Of Sulfoxides And Sulfilimines To Sulfides With Zinc/1,4-Dibromobutane,A Proposal For A Radical-Forming Electron Transfer Process
    作者:Nagasawa,Kazuo; Yoneta,Akemi; Sugimoto,Hideki; Ito,Keiichi
    参考文献:Chemical & Pharmaceutical Bulletin 日期:1987 卷标:35(10) 页码:4351-4]

    4386-48-5 + 88284-48-4 = 92-85-3
    反应条件:1.1 Reagents: Potassium Fluoride,18-Crown-6 Solvents: Acetonitrile; 2 Min,Rt1.2 16 H,Rt
    标题:Exploiting Amphiphilicity: Facile Metal Free Access To Thianthrenes And Related Sulphur Heterocycles
    作者:Pawliczek,Martin; Garve,Lennart K. B.; Werz,Daniel B.
    参考文献:Chemical Communications (Cambridge 日期:2015 卷标:51(44) 页码:9165-9168]

    35566-32-6 = 92-85-3
    反应条件:1.1 Solvents: Dichloromethane; 0.5 H,Rt
    标题:Photo Sn-Bond Cleavage And Related Reactions Of Thianthrene Sulfilimine Derivatives
    作者:Fujita,Tomoyuki; Kamiyama,Hideo; Osawa,Yasushi; Kawaguchi,Hiroyuki; Kim,Bung Ju; Et Al
    参考文献:Tetrahedron 日期:2007 卷标:63(32) 页码:7708-7716]

    2362-50-7 = 92-85-3
    反应条件:1.1 Reagents: Aluminum Chloride,Sodium Iodide Solvents: Acetonitrile
    标题:New Reagents. 7. Facile Reduction Of Sulfoxides To Sulfides Using The Aluminum Chloride-Sodium Iodide System
    作者:Bhatt,M. Vivekananda; Babu,J. Ramesh
    参考文献:Indian Journal Of Chemistry 日期:1988 卷标:(3) 页码:259-60]

    139-66-2 = 92-85-3
    反应条件:1.1 Reagents: S8 Catalysts: Aluminum Chloride
    标题:Thiation Under Microwave Irradiation Ii: Synthesis Of Sulfur Heterocycles
    作者:Villemin,Didier; Vlieghe,Xavier
    参考文献:Sulfur Letters 日期:1998 卷标:21(5) 页码:199-203]

    615-42-9 = 92-85-3
    反应条件:1.1 Reagents: Potassium Carbonate,Sulfur Catalysts: 1,10-Phenanthroline,Copper Bromide (Cubr) Solvents: Dimethyl Sulfoxide; Rt -> 90 °C; 24 H,90 °C; Cooled1.2 Reagents: Sodium Thiosulfate Solvents: Water; Cooled
    标题:Organic Compound With Fused Heteroaromatic Ring Of Fluorene Or 9-Silafluorene,Electronic Element Containing The Same And Its Electronic Device
    参考文献:World Intellectual Property Organization]

    615-42-9 + 17534-15-5 = 92-85-3
    反应条件:1.1 Reagents: Tetrabutylammonium Bromide,Tripotassium Phosphate Catalysts: Copper Iron Oxide (Cufe2O4) Solvents: Water; 12 H,100 °C
    标题:Magnetically Separable Cufe2O4 Nanoparticles Catalyzed Ligand-Free C-S Coupling In Water: Access To (E)- And (Z)-Styrenyl-,Heteroaryl And Sterically Hindered Aryl Sulfides
    作者:Kundu,Debasish; Chatterjee,Tanmay; Ranu,Brindaban C.
    参考文献:Advanced Synthesis & Catalysis 日期:2013 卷标:355(11-12) 页码:2285-2296]

    2362-50-7 = 92-85-3
    反应条件:1.1 Reagents: 1,4-Dihydro-N-(Phenylmethyl)-3-Pyridinecarboxamide Catalysts: Iron Tetraphenylporphyrin Chloride Solvents: Benzene
    标题:Meso-Tetraphenylporphinatoiron Catalyzed Reductive Cleavage Of Some Sulfur-Oxygen,Sulfur-Nitrogen,And Sulfur-Carbon Bonds In Sulfoxides And Sulfilimines
    作者:Nagata,Toshiyuki; Fujimori,Ken; Yoshimura,Toshiaki; Furukawa,Naomochi; Oae,Shigeru
    参考文献:Journal Of The Chemical Society 日期:1989 卷标:(8) 页码:1431-5]

    2362-50-7 = 92-85-3
    反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether,Water
    标题:The Action Of Some Organometallic Compounds On Thianthrene 5-Oxide
    作者:Gilman,Henry; Swayampati,Dhairyasheel R.
    参考文献:Journal Of Organic Chemistry 日期:1956 卷标:21 页码:1278-82]

    87797-73-7 = 92-85-3
    反应条件:1.1 Reagents: Copper
    标题:Cyclic Disulfides Derived From Diphenyl
    作者:Barber,Harry J.; Smiles,Samuel
    参考文献:Journal Of The Chemical Society 日期:1928 卷标:1141 页码:1141-9
📜邻二氯苯置于calcium(II) Sulfide,Sulfur体系中,化学反应生成 噻蒽
参考文献:干法合成芳族硫化物;亚苯基硫化物树脂.
标题:干法合成芳族硫化物;亚苯基硫化物树脂.
摘要:
DOI:10.1021/jo01159A020

海关参考信息

专利信息


专利号:US-7160517-B2
优先权日:2000-08-18
标题 :Apparatus and methods for the automated synthesis of oligosaccharides
发明人:SEEBERGER PETER H; PLANTE OBADIAH J
权利人:MASSACHUSETTS INST OF TECHNOLG
摘要:One aspect of the present invention relates to an apparatus for the efficient synthesis of oligosaccharides on a solid support, e.g., formed by subunit addition to terminal subunits immobilized on solid-phase particles. In certain embodiments, the apparatus of the present invention is used in combinatorial methods, e.g., as described herein, of synthesizing oligosaccharides.

专利号:US-7230101-B1
优先权日:2002-08-28
标 题:Synthesis of methotrexate-containing heterodimeric molecules
发明人:MURTHI KRISHNA K; SMITH CHASE C
权利人:GPC BIOTECH INC
摘要:The present invention relates to novel compositions of methotrexate-containing heterodimeric probe molecules, also known as chemical inducers of dimerization (CID), useful in three-hybrid assays. The invention further relates to synthesis of said compositions and their intermediates. Another aspect of the invention is a method for using the heterodimeric probe molecules described herein in drug screens to identify potential protein targets to a given ligand, optimize protein-ligand interactions, or identify potential ligands for a given protein target. In certain embodiments, the invention contemplates the synthesis of the following methotrexate-containing heterodimeric probe:

专利号:US-8569560-B2
优先权日:2006-10-13
标题 :Synthesis of terminal alkenes from internal alkenes via olefin metathesis
发明人:SCHRODI YANN; PEDERSON RICHARD L; KAIDO HIROKI; TUPY MICHAEL J
权利人:ELEVANCE RENEWABLE SCIENCES
摘要:This disclosure relates generally to olefin metathesis, and more particularly relates to the synthesis of terminal alkenes from internal alkenes using a cross-metathesis reaction catalyzed by an olefin metathesis catalyst. According to one aspect, for example, a method is provided for synthesizing a terminal olefin, the method comprising contacting, in the presence of a ruthenium alkylidene metathesis catalyst, an olefinic substrate comprised of at least one internal olefin with a cross metathesis partner comprised of an alpha olefinic reactant, under reaction conditions effective to allow cross-metathesis to occur, wherein the reaction conditions include a reaction temperature of at least 35° C. The methods, compositions, reactions and reaction systems herein disclosed have utility in the fields of catalysis, organic synthesis, and industrial chemistry.

专利号:US-7692019-B2
优先权日:2000-12-04
标 题:Methods for the stereoselective synthesis of substituted piperidines
发明人:AQUILA BRIAN M; BANNISTER THOMAS D; CUNY GREGORY D; HAUSKE JAMES R; HEFFERNAN MICHELE L R; HOEMANN MICHAEL Z; KESSLER DONALD W; SHAO LIMING; WU XINHE; XIE ROGER L
权利人:SEPRACOR INC
摘要:One aspect of the present invention relates to methods of synthesizing substituted piperidines. A second aspect of the present invention relates to stereoselective methods of synthesizing substituted piperidines. The methods of the present invention will find use in the synthesis of compounds useful for treatment of numerous ailments, conditions and diseases that afflict mammals, including but not limited to addiction and pain. An additional aspect of the present invention relates to the synthesis of combinatorial libraries of the substituted piperidines using the methods of the present invention. An additional aspect of the present invention relates to enantiomerically substituted pyrrolidines, piperidines, and azepines.

专利号:US-8877930-B2
优先权日:2009-11-04
标 题 :Continuous flow synthesis of amino alcohols using microreactors
发明人:BEDORE MATTHEW W; ZABORENKO NIKOLAY; JENSEN KLAVS F; JAMISON TIMOTHY F
权利人:BEDORE MATTHEW W; ZABORENKO NIKOLAY; JENSEN KLAVS F; JAMISON TIMOTHY F; MASSACHUSETTS INST TECHNOLOGY
摘要:The present invention provides various methods for the synthesis of chemical species in a microreactor environment. In some cases, reaction products of the present invention may be valuable as intermediates and/or products in pharmaceutical and polymer research. For example, the method may involve the synthesis of amino alcohols within a microchannel. Embodiment described herein may allow for reactions with significantly shorter reaction times and increased efficiency.

专利号:US-6579725-B1
优先权日:1999-03-05
标题 :Linkers for synthesis of oligosaccharides on solid supports
发明人:SEEBERGER PETER H; ANDRADE RODRIGO B
权利人:MASSACHUSETTS INST TECHNOLOGY
摘要:The present invention relates to versatile linkers for tethering a molecule to a solid support, e.g., for tethering a monomer, oligomer or polymer to a solid support, which are stable to a wide range of reaction conditions, but can be cleaved under well-defined conditions, thereby liberating the molecule from the solid support. Preferably, the linkers are used to tether to the solid support unprotected, partially-protected or fully-protected monosaccharides or oligosaccharides, or unprotected, partially-protected or fully-protected glycoconjugates. The linkers of the present invention may be used to tether to solid supports building blocks useful in the assembly of libraries of other types of small molecules. The present invention also relates to a molecule or plurality of molecules tethered to the solid support via a linker or linkers of the present invention. The present invention also relates to processes for synthesizing molecules, e.g., monomers, oligomers or polymers, on a solid support, wherein a starting material in the synthesis of the molecule, intermediates in the synthesis of the molecule, and the molecule itself are tethered to the solid support during the process via one of the linkers of the present invention. In certain processes of the present invention, the molecule is liberated from the solid support by cleavage of the linker of the present invention.

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主要参考文献


1: Yu X, Chang J, Liu X, Pan W, Zhang A. Theoretical study on the formation mechanism of polychlorinated dibenzothiophenes/thianthrenes from 2-chlorothiophenol molecules. J Environ Sci (China). 2018 Apr;66:318-327. doi: 10.1016/j.jes.2017.05.007. Epub 2017 May 11. doi: 10.1007/s00894-016-3181-z. Epub 2016 Dec 29. doi: 10.1002/chem.201603924. Epub 2016 Oct 5. doi: 10.1080/00498254.2016.1222107. Epub 2016 Aug 25. doi: 10.1007/s00894-016-2987-z. Epub 2016 May 14. doi: 10.1039/c6cc01993e. doi: 10.1002/anie.201601119. Epub 2016 Apr 15. doi: 10.1002/adma.201503225. Epub 2015 Nov 9. doi: 10.3390/ijms160920449.
10: Speer ME, Kolek M, Jassoy JJ, Heine J, Winter M, Bieker PM, Esser B. Thianthrene-functionalized polynorbornenes as high-voltage materials for organic cathode-based dual-ion batteries. Chem Commun (Camb). 2015 Oct 25;51(83):15261-4. doi: 10.1039/c5cc04932f. doi: 10.1039/c5cc01757b. doi: 10.1039/c4cp04581e. Epub 2014 Dec 22. doi: 10.1111/jam.12665. Epub 2014 Nov 30. doi: 10.1007/s10529-014-1606-2. Epub 2014 Aug 12. doi: 10.1002/anie.201307161. Epub 2013 Oct 11. doi: 10.1039/c3cp53410c. Epub 2012 Feb 23. doi: 10.1021/ol102715p. Epub 2010 Dec 1. doi: 10.1021/ja105183w. doi: 10.1039/c002318c. Epub 2010 May 7.

合成参考文献


摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
摘要:Yus, M.; Foubelo, F., Science of Synthesis: Knowledge Updates, (2012) 1, 110.
摘要:Sokolovs, I.; Suna, E., Science of Synthesis: Hypervalent Halogens in Organic Synthesis, (2025) .
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