CAS: 930-88-1; 1-Methyl-1H-Pyrrole-2,5-Dione

该化合物其结构特征为结构,其特征是带有氮原子附着的甲基环,在室温下,它无色可粉黄液,具有独特的气味.该化合物以其反应性而著称,特别是在Michael附加反应中,由于在阳性结构中存在双环,它可以起到电极作用.N-Mecymalimide在乙酮和二氯甲烷等有机溶剂中溶解,但水溶解性有限.它通常用于有机合成,特别是聚合物的制作和生物合成化学中的再生剂.此外,它可以作为各种应用中的交叉连接剂,包括生产水凝和其他材料.在处理该化合物时,应当采取安全防范措施,因为它可能刺激皮肤和眼睛,并且由于它的挥发性而建议适当的通风.

结构式图片

相似化合物

1631-26-1 128-53-0 2973-17-3

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108-31-6 顺酐 | CAS号593-51-1 一甲胺盐酸盐 | CAS号91210-73-0 trimethyl-(1-me... | CAS号74-89-5 氨基甲烷 | CAS号6936-48-7 N-甲基顺丁烯二酸单酰胺 | CAS号1121-07-9 N-甲基琥珀酰亚胺 | CAS号96-54-8 N-甲基吡咯 | CAS号64-19-7 冰醋酸 | CAS号105909-88-4 3-benzyl-1-meth... | CAS号100-46-9 苄胺 | CAS号41194-00-7 5-羟基-N-甲基-2-吡咯烷酮 | CAS号259-79-0 联苯烯 | CAS号108346-08-3 3a,4,9,9a-tetra... | CAS号1159-86-0 1,2-二苯基苯 | CAS号86-34-0 苯琥胺 | CAS号2257-85-4 N-甲基-4-氨基邻苯二甲酰亚胺

合成工艺路线路线简述

  • 144862-22-6 = 930-88-1
    反应条件:1.1 Catalysts: Cesium Carbonate Solvents: Isobutanol
    标题:Preparation Of N-Substituted Maleimides
    参考文献:Japan]

    108-31-6 = 930-88-1
    反应条件:1.1 Catalysts: Copper Sulfate,Xylenesulfonic Acid Solvents: Xylene
    标题:Preparation And Purification Of N-Substituted Maleimide
    参考文献:Japan]

    110-16-7 = 930-88-1
    反应条件:1.1 Catalysts: Niobium Oxide (Nb2O3) Solvents: Hexane,Water; Rt -> Reflux; 30 H,Reflux
    标题:Versatile And Sustainable Synthesis Of Cyclic Imides From Dicarboxylic Acids And Amines By Nb2O5 As A Base-Tolerant Heterogeneous Lewis Acid Catalyst
    作者:Ali,Ayub Md.; Siddiki,S. M. A. Hakim; Kon,Kenichi; Hasegawa,Junya; Shimizu,Ken-Ichi
    参考文献:Chemistry - A European Journal 日期:2014 卷标:20(44) 页码:14256-14260]

    930-88-1 + 195133-98-3 = 930-88-1
    反应条件:1.1 Solvents: Toluene; 4 - 5 H,Reflux
    标题:Antibacterial And Antifungal Study Of Synthesized Anthracenyl-Based Triazole Cycloadducts
    作者:Karnik,A. V.; Singh,V. H.; Kotwal,S. B.; Sapre,Jai; Tawde,Trupti; Et Al
    参考文献:Oriental Journal Of Chemistry 日期:2011 卷标:27(1) 页码:321-324]

    108-31-6 = 930-88-1
    反应条件:1.1 Solvents: Tetrahydrofuran; Rt; 30 Min,Rt1.2 Reagents: Acetic Anhydride,Sodium Acetate; 30 Min,120 °C1.3 Reagents: Sodium Bicarbonate Solvents: Water; Neutralized
    标题:The Discovery,Design And Synthesis Of Potent Agonists Of Adenylyl Cyclase Type 2 By Virtual Screening Combining Biological Evaluation
    作者:Xu,Guowei; Yang,Yaqing; Yang,Yanming; Song,Gao; Li,Shanshan; Et Al
    参考文献:European Journal Of Medicinal Chemistry 日期:2020 卷标:191]

    108-31-6 = 930-88-1
    反应条件:1.1 Reagents: Acetic Acid; 6 - 8 H,125 °C; 125 °C -> Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water
    标题:Cp*rh(Iii)-Catalyzed Ortho-Alkylation/alkenylation Of Nitroarenes
    作者:Xiao,Lin; Liu,Xu-Ge; Bao,Mei-Zhu; Song,Jia-Lin; Chen,Shao-Yong; Et Al
    参考文献:Organic Letters 日期:2023 卷标:25(28) 页码:5185-5190]

    108-31-6 = 930-88-1
    反应条件:1.1 Solvents: Diethyl Ether; 1 H,Reflux1.2 Reagents: Sodium Acetate Solvents: Acetic Anhydride; 0.5 H,90 °C1.3 Reagents: Water; Cooled
    标题:Design,Synthesis And Biochemical Evaluation Of Novel Ethanoanthracenes And Related Compounds To Target Burkitt'S Lymphoma
    作者:Byrne,Andrew J.; Bright,Sandra A.; Mckeown,James P.; O'Brien,John E.; Twamley,Brendan; Et Al
    参考文献:Pharmaceuticals 日期:2020 卷标:13(1)]

    55260-27-0 = 930-88-1
    反应条件:1.1 Reagents: Sulfuric Acid,Potassium Dichromate
    标题:The Photooxidation Of Pyrrole: A Simple Synthesis Of Maleimide
    作者:Mayo,P. De; Reid,S. T.
    参考文献:Chemistry & Industry (London 日期:1962 卷标:1576 页码:1576-7]

    541-59-3 = 930-88-1
    反应条件:1.1 Reagents: Potassium Tert-Butoxide; 5 Min,Heated1.2 Catalysts: 18-Crown-6; 2.5 Min,100 - 150 °C
    标题:Comparative Study Of C-Alkylation,N-Alkylation And O-Alkylation Reactions Under Microwave Irradiation And Phase Transfer Catalysts (Ptc),Employing Non-Conventional Alkylating Agents
    作者:Upadhyay,Ashok Kumar; Havaldar,Freddy H.
    参考文献:International Journal Of Chemistry (Mumbai 日期:2013 卷标:2(3) 页码:316-320]

    108-31-6 = 930-88-1
    反应条件:1.1 Reagents: Copper Sulfate Catalysts: Xylenesulfonic Acid Solvents: Xylene
    标题:Preparation Of Maleimide Derivatives
    参考文献:Japan]

    1121-07-9 = 930-88-1
    反应条件:1.1 Reagents: Triethylamine,Trimethylsilyl Triflate Solvents: Diethyl Ether1.2 Reagents: Bromine Catalysts: Tetrabutylammonium Bromide
    标题:Facile Conversion Of Succinic To Maleic-Type Anhydrides,Thioanhydrides,And Imides
    作者:Kates,Michael J.; Schauble,J. Herman
    参考文献:Journal Of Organic Chemistry 日期:1995 卷标:60(21) 页码:6676-7]

    108-31-6 = 930-88-1
    反应条件:1.1 Solvents: Acetic Acid; Rt; 6 - 8 H,125 °C; 125 °C - Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; Rt
    标题:Cp*co(Iii)-Catalyzed C-H Alkylation With Maleimides Using Weakly Coordinating Carbonyl Directing Groups
    作者:Mandal,Rajib; Emayavaramban,Balakumar; Sundararaju,Basker
    参考文献:Organic Letters 日期:2018 卷标:20(10) 页码:2835-2838]

    108-31-6 = 930-88-1
    反应条件:1.1 Reagents: Sulfuric Acid,Sodium Sulfate Catalysts: Copper Sulfate Solvents: Xylene; Cooled; 2 H,140 °C
    标题:9,10-Dibromo-N-Alkyl-9,10-Dihydro-9,10-[3,4]Epipyrroloanthracene-12,14-Diones: Synthesis And Investigation Of Their Effects On Carbonic Anhydrase Isozymes I,Ii,Ix,And Xii
    作者:Goeksu,Haydar; Topal,Meryem; Keskin,Ali; Gueltekin,Mehmet S.; Celik,Murat; Et Al
    参考文献:Archiv Der Pharmazie (Weinheim 日期:2016 卷标:349(6) 页码:466-474]

    108-31-6 = 930-88-1
    反应条件:1.1 Solvents: Acetic Acid; 8 H,110 °C1.2 Reagents: Sodium Bicarbonate Solvents: Water; Ph 6 - 7
    标题:Rh(Iii)-Catalyzed Switchable [4 + 1] And [4 + 2] Annulation Of N-Aryl Pyrazolones With Maleimides: An Access To Spiro Pyrazolo[1,2-A]Indazole-Pyrrolidine And Fused Pyrazolopyrrolo Cinnolines
    作者:Lin,Chih-Yu; Huang,Wan-Wen; Huang,Ying-Ti; Dhole,Sandip; Barve,Indrajeet J.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2023 卷标:88(6) 页码:3424-3435]

    541-59-3 = 930-88-1
    反应条件:1.1 Catalysts: Methanesulfonic Acid,1,1,1-Trifluoro-,Nickel(2+) Salt (2:1) Solvents: Acetic Acid,Water; Overnight,120 °C
    标题:Pd/ni Catalyzed Selective N-H/c-H Methylation Of Amides By Using Peroxides As The Methylating Reagents Via A Radical Process
    作者:Li,Ze-Lin; Cai,Chun
    参考文献:Organic Chemistry Frontiers 日期:2017 卷标:4(11) 页码:2207-2210]

    593-51-1 + 108-31-6 = 930-88-1
    反应条件:1.1 Reagents: Potassium Acetate Solvents: Acetic Acid; 4 H,110 °C; 110 °C -> 25 °C1.2 Reagents: Sodium Bicarbonate Solvents: Water; Cooled
    标题:Rigidized 1-Arylsulfonyltryptamines: Synthesis And Pharmacological Evaluation As 5-Ht6 Receptor Ligands
    作者:Nirogi,Ramakrishna; Dwarampudi,Adireddy; Kambhampati,Ramasastry; Bhatta,Venugopalarao; Kota,Laxman; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2011 卷标:21(15) 页码:4577-4580]

    593-51-1 + 108-31-6 = 930-88-1
    反应条件:1.1 Reagents: Potassium Acetate Solvents: Acetic Acid; 4 H,110 °C; Cooled1.2 Reagents: Water
    标题:Glucose-Responsive Disassembly Of Polymersomes Of Sequence-Specific Boroxole-Containing Block Copolymers Under Physiologically Relevant Conditions
    作者:Kim,Hyunkyu; Kang,Young Ji; Jeong,Eun Sun; Kang,Sebyung; Kim,Kyoung Taek
    参考文献:Acs Macro Letters 日期:2012 卷标:1(10) 页码:1194-1198]

    108-31-6 = 930-88-1
    反应条件:1.1 Solvents: Acetic Acid; 8 H,130 °C; 130 °C -> Rt1.2 Reagents: Sodium Bicarbonate Solvents: Water; Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Rt
    标题:Water As An Oxygen Source In I2-Mediated Construction Of Highly Functionalized Maleimide-Fused Phenols
    作者:Wang,Shuowen; Huang,Zhi; Yang,Ruitong; Chen,Ya; Shao,Wen; Et Al
    参考文献:Organic Chemistry Frontiers 日期:2023 卷标:10(17) 页码:4329-4335]

    108-31-6 = 930-88-1
    反应条件:1.1 Solvents: Acetic Acid; 16 H,Reflux
    标题:C-O Coupling/[4+2] Cycloaddition Tandem Reactions Via Oxidative Dearomatization Of Binols: Access To Bridged Polycyclic Compounds
    作者:Liu,Hao; Gong,Zi-Rong; Lin,Meng-Ling; Luo,Wen; Xu,Yan-Jun; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2023 卷标:88(6) 页码:3916-3926]

    108-31-6 = 930-88-1
    反应条件:1.1 Solvents: Acetic Acid; 6 H,Reflux
    标题:Photoinduced Electron Donor-Acceptor Complex-Mediated Radical Cascade Involving N-(Acyloxy)Phthalimides: Synthesis Of Tetrahydroquinolines
    作者:Hota,Sudhir Kumar; Panda,Satya Prakash; Das,Sanju; Mahapatra,Sanat Kumar; Roy,Lisa; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2023 卷标:88(4) 页码:2543-2549
N-甲基马来酸置于sodium Acetate,乙酸酐体系中,化学反应 0.5H,反应生成 N-甲基马来酰亚胺
参考文献:Non-Hydroxylic Clathrate Hosts Of [4 + 2]π Cycloadducts Of Phencyclone And N-Arylmaleimides: Recognition Of Aromatic Guests
标题:Non-Hydroxylic Clathrate Hosts Of [4 + 2]π Cycloadducts Of Phencyclone And N-Arylmaleimides: Recognition Of Aromatic Guests
摘要:合成了一系列非羟基结晶主客体化合物,即含有二环[2.2.1]庚烯-7-酮体系的苯并环戊烯和n-芳基马来酰亚胺的[4 + 2]π环加成产物,并研究了它们的包埋行为.对n-(1-萘基)衍生物与丁酮,N-(M-甲苯基)衍生物与对二甲苯的包埋化合物,以及无客体的主客体和n-(P-甲苯基)衍生物与米二甲苯的x射线晶体分析表明,1,3-二苯基-1,3-氢环戊烯-2-酮部分中由菲环,两个苯环和桥碳酰基所包围的"空间"在与芳香族客体形成包埋复合物以及主客体之间的相互作用中发挥了重要作用.在每种情况下,N-芳基琥珀酰亚胺都有助于与客体的复合物形成,其中由于c-h⋯π和c-h⋯o相互作用而产生的微弱晶格力起作用.甲基取代的苯类化合物通过客体分子与主客体的菲环之间的c-h⋯π相互作用得到了有效识别.
DOI:10.1039/b201915A

海关参考信息

专利信息


专利号:US-2020148541-A1
优先权日:2017-06-01
标题 :An approach to a bottom-up synthesis of nanocarbons
发明人：GIDRON ORI; PHATANGARE SUNITA; DISHI OR; BEDI ANJAN
权利人:YISSUM RES DEV CO OF HEBREW UNIV JERUSALEM LTD
摘要:Provided is a method for the synthesis of a Ï€-conjugated system from oligofurans, under conditions involving cycloaddition.

专利号:US-5877278-A
优先权日:1992-09-24
标题:Synthesis of N-substituted oligomers
发明人：ZUCKERMANN RONALD N; GOFF DANE A; NG SIMON; SPEAR KERRY; SCOTT BARBARA O; SIGMUND AARON C; GOLDSMITH RICHARD A; MARLOWE CHARLES K; PEI YAZHONG; RICHTER LUTZ; SIMON REYNA
权利人:CHIRON CORP
摘要:A solid-phase method for the synthesis of N-substituted oligomers, such as poly (N-substituted glycines) (referred to herein as poly NSGs) is used to obtain oligomers, such as poly NSGs of potential therapeutic interest which poly NSGs can have a wide variety of side-chain substituents. Each N-substituted glycine monomer is assembled from two 'sub-monomers' directly on the solid support. Each cycle of monomer addition consists of two steps: (1) acylation of a secondary amine bound to the support with an acylating agent comprising a leaving group capable of nucleophilic displacement by -NH2, such as a haloacetic acid, and (2) introduction of the side-chain by nucleophilic displacement of the leaving group, such as halogen (as a solid support-bound alpha -haloacetamide) with a sufficient amount of a second sub-monomer comprising an -NH2 group, such as a primary amine, alkoxyamine, semicarbazide, acyl hydrazide, carbazate or the like. Repetition of the two step cycle of acylation and displacement gives the desired oligomers. The efficient synthesis of a wide variety of oligomeric NSGs using automated synthesis technology of the present method makes these oligomers attractive candidates for the generation and rapid screening of diverse peptidomimetic libraries. The oligomers of the invention, such as N-substituted glycines (i.e. poly NSGs) disclosed here provide a new class of peptide-like compounds not found in nature, but which are synthetically accessible and have been shown to possess significant biological activity and proteolytic stability. Combinatorial libraries of cyclic compounds are disclosed wherein the cyclic compounds are comprised of at least one ring structure derived from cyclization of a peptoid backbone. The diversity of product compounds is generated by the sequential addition of substituted submonomers. The combinatorial library includes 10 or more, preferably 100 or more, and more preferably 1,000 or more distinct and different compounds. The library includes each of the product compounds in retrievable and analyzable amounts and preferably includes at least one biologically active compound. Methods of synthesizing the combinatorial libraries and assay devices produced using the libraries are disclosed as is methodology for screening for and obtaining biologically active cyclic organic compounds.

专利号:US-6262251-B1
优先权日:1995-10-19
标题 :Method for solution phase synthesis of oligonucleotides
发明人：PIEKEN WOLFGANG; MCGEE DANNY; SETTLE ALECIA; ZHAI YANSHENG; HUANG JIANPING
权利人:PROLIGO LLC
摘要:This invention discloses an improved method for the sequential solution phase synthesis of oligonucleotides. The method lends itself to automation and is ideally suited for large scale manufacture of oligonucleotides with high efficiency.

专利号:US-7429658-B2
优先权日:2003-09-11
标题 :Synthesis of protected pyrrolobenzodiazepines
发明人：HOWARD PHILIP; MASTERSON LUKE
权利人:SPIROGEN LTD
摘要:A method of synthesis of a N-10 protected PBD compound of formula (I): n nvia an intermediate of formula (II) or formula (V):

专利号:US-6610802-B2
优先权日:2001-05-29
标题 :Process for synthesis of polymer compositions, polymer compositionS obtainable by the process, and use of the same
发明人：ROOS SEBASTIAN; EISENBERG BORIS; HARPE CAROLIN
权利人:ROHMAX ADDITIVES GMBH
摘要:The present invention relates to a process for synthesis of polymer compositions with reduced catalyst content, wherein ethylenically unsaturated monomers containing less than 0.5 wt % of ethylenically unsaturated monomers with at least one carboxylic group, sulfonic acid group and/or at least one phosphonic acid group relative to the total weight of the ethylenically unsaturated monomers are polymerized by means of initiators containing a transferable group of atoms and of one or more catalysts comprising at least one transition metal in the presence of ligands which can form a coordination compound with the metal catalyst or catalysts and, after the polymerization, the catalyst contained in the polymer is at least partly separated. For this purpose, the polymer composition is filtered, after the polymerization, in the presence of at least one filter aid which contains at least 0.5 wt %, relative to the total weight of the filter aid, of repeating units that contain at least one carboxylic acid group, sulfonic acid group and/or at least one phosphonic acid group.

专利号:US-7557099-B2
优先权日:2004-03-01
标题 :Pyrrolobenzodiazepines as key intermediates in the synthesis of dimeric cytotoxic pyrrolobenzodiazepines
发明人：HOWARD PHILIP WILSON; KANG GYOUNG-DONG
权利人:SPIROGEN LTD
摘要:Compounds and a method of synthesis of compounds of formula (Ia) or (Ib): and salts, solvates, and chemically protected forms thereof, wherein the dotted lines indicate the optional presence of a double bond between C1 and C2 or C2 and C3; R 2 and R 3 are independently selected from —H, â•?O, â•?CH 2 , —CN, —R, OR, halo, â•?CH—R, O—SO 2 —R, CO 2 R and COR; R 10 is a carbamate-based nitrogen protecting group; and R 11 is an oxygen protecting group.

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主要参考文献

[参考文献]: Eun Jo Du, Et Al. Trpa1 Regulates Defecation Of Food-Borne Pathogens Under The Control Of The Duox Pathway. Plos Genet. 2016 Jan 4;12(1):E1005773.

合成参考文献


摘要:Fringuelli, F.; Piermatti, O.; Pizzo, F.; Vaccaro, L., Science of Synthesis, (2010) 47, 694.
摘要:Fringuelli, F.; Piermatti, O.; Pizzo, F.; Vaccaro, L., Science of Synthesis, (2010) 47, 715.
摘要:Fringuelli, F.; Piermatti, O.; Pizzo, F.; Vaccaro, L., Science of Synthesis, (2010) 47, 604.
摘要:Wu, X.-F., Science of Synthesis Knowledge Updates, (2014) 1, 302.
摘要:Qian, D.; Zhang, J., Science of Synthesis Knowledge Updates, (2017) 1, 55.
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