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1H-Pyrrole-2,5-dione, 1,3,4-triphenyl- is a complex organic compound with the chemical formula C25H17NO2. It is a derivative of pyrrole, a heterocyclic aromatic organic compound consisting of a five-membered ring with one nitrogen atom and four carbon atoms. In this specific compound, the pyrrole ring is substituted with three phenyl groups (C6H5) at the 1, 3, and 4 positions, and the 2 and 5 positions are occupied by carbonyl groups (C=O). This molecule is known for its unique electronic properties and is often used in the synthesis of various pharmaceuticals, dyes, and other organic compounds. Its chemical structure and properties make it an interesting subject for research in the field of organic chemistry and material science.

5191-53-7

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5191-53-7 Usage

General Description

1H-Pyrrole-2,5-dione, 1,3,4-triphenyl- is a chemical compound with the molecular formula C23H15NO2. It is an organic compound that is commonly known as triphenylpyrrole. 1H-Pyrrole-2,5-dione, 1,3,4-triphenyl- is a derivative of pyrrole, which is a five-membered aromatic ring with one nitrogen atom. The three phenyl groups attached to the pyrrole ring make 1H-Pyrrole-2,5-dione, 1,3,4-triphenyl- a highly conjugated system with potential applications in organic synthesis and material sciences. It is a yellow crystalline solid that is sparingly soluble in water but soluble in organic solvents such as dichloromethane and acetone.

Check Digit Verification of cas no

The CAS Registry Mumber 5191-53-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,1,9 and 1 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 5191-53:
(6*5)+(5*1)+(4*9)+(3*1)+(2*5)+(1*3)=87
87 % 10 = 7
So 5191-53-7 is a valid CAS Registry Number.

5191-53-7Relevant academic research and scientific papers

An Efficient Rhodium-Catalyzed Carbonylative Annulation of Internal Alkynes and Anilines To Produce Maleimides

Zhu, Fengxiang,Li, Yahui,Wang, Zechao,Wu, Xiao-Feng

, p. 3710 - 3713 (2016)

A selective and efficient procedure for the carbonylative synthesis of polysubstituted maleimides was developed. With rhodium as the catalyst and acetylacetone (acac) as the ligand, various desired maleimide derivatives were isolated in moderate to excellent yields with good functional group tolerance from the corresponding internal alkynes and anilines.

Ruthenium-catalyzed [2 + 2 + 1] cocyclization of isocyanates, alkynes, and CO enables the rapid synthesis of polysubstituted maleimides

Kondo, Teruyuki,Nomura, Masato,Ura, Yasuyuki,Wada, Kenji,Mitsudo, Take-Aki

, p. 14816 - 14817 (2006)

Intermolecular [2 + 2 + 1] cocyclization of isocyanates, alkynes, and CO (1 atm) proceeded smoothly in the presence of a catalytic amount of Ru3(CO)12 (3.3 mol %) in mesitylene at 130 °C for 342 h to give a variety of polysubstituted maleimides in excellent yields with high selectivity. The reaction may involve an azaruthenacyclopentenone intermediate derived from oxidative cyclization of an isocyanate and an alkyne on an active ruthenium species. Copyright

Application of maleimide compound as chitin synthase inhibitor

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Paragraph 0024-0027; 0104-0107, (2020/07/12)

The invention discloses an application of a maleimide compound as shown in a formula I. In the formula I, R0 is phenyl, benzyl, phenethyl, phenylpropyl, p-fluorophenyl, p-chlorophenyl, p-bromophenyl,p-methoxyphenyl, p-methylphenyl or p-hydroxyphenyl, R1 is hydrogen, methyl, phenyl or chlorine; and R2 is hydrogen, methyl, phenyl or chlorine. The provided maleimide compound has a good inhibition effect on chitin synthase.

A Palladium-Catalyzed Cascade C-C Activation of Cyclopropenone and Carbonylative Amination: Easy Access to Highly Functionalized Maleimide Derivatives

Nanda, Tanmayee,Ravikumar, P. C.

, (2020/02/15)

We describe herein the first report on palladium-catalyzed C-C bond activation of cyclopropenone and concomitant carbonylative amination to produce maleimides. The interesting aspect of this reaction is that the sacrificial elimination of carbon monoxide from the substrate is efficiently recaptured by one of the intermediates in the catalytic cycle for the formation of maleimides. 18O isotopic studies confirmed that the source of carbon monoxide is from cyclopropenone.

Maleimide derivative as well as preparation method and application thereof

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, (2019/12/25)

The invention discloses a maleimide derivative as well as a preparation method and application thereof. The structural general formula of the maleimide derivative is shown as a formula I, wherein R1 and R2 are respectively and independently selected from

1,3,4-triphenyl-1H-pyrrole-2,5-diketone synthesis method

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Paragraph 0019-0168, (2018/12/13)

The invention relates to a 1,3,4-triphenyl-1H-pyrrole-2,5-diketone synthesis method. The method comprises: dissolving a substrate 1,3,4-triphenyl-1,5-dihydro-pyrrole-2-ketone and NFSI in a solvent, then adding alkali, and after performing a stirring react

Palladium-Catalyzed Carbonylative Cyclization of Terminal Alkynes and Anilines to 3-Substituted Maleimides

Xu, Jian-Xing,Wu, Xiao-Feng

supporting information, p. 3376 - 3380 (2018/08/07)

Herein, we describe an interesting palladium-catalyzed protocol for the carbonylative synthesis of 3-substituted maleimides. By annulation of simple anilines with terminal alkynes under carbon monoxide pressure, the desired 3-substituted maleimides can be

Palladium-catalyzed direct arylation of maleimides: A simple route to bisaryl-substituted maleimides

Jafarpour, Farnaz,Shamsianpour, Mitra,Issazadeh, Salumeh,Dorrani, Masoumeh,Hazrati, Hamideh

, p. 1668 - 1672 (2017/03/08)

Palladium-catalyzed direct arylation of maleimides via Heck as well as organoboron-mediated Heck-type reactions are developed. These methods offer an approach to a wide variety of biologically interesting 3,4-diarylmaleimide scaffolds from readily accessible starting materials. These approaches led to the feasible one-pot construction of bisaryl-substituted maleimides which have historically been problematic.

Direct cycle between co-product and reactant: An approach to improve the atom economy and its application in the synthesis and protection of primary amines

Guan, Qi,Jiang, Mingyang,Wu, Junhui,Zhai, Yanpeng,Wu, Yue,Bao, Kai,Zhang, Weige

, p. 5794 - 5799 (2016/11/06)

Two important goals of green chemistry are to maximize the efficiency of reactants and to minimize the production of waste. In this study, a novel approach to improve the atom economy of a chemical process was developed by incorporating a direct cycle between a co-product and a reactant of the same reaction. To demonstrate this concept, recoverable 3,4-diphenylmaleic anhydride (1) was designed and used for the atom-economical synthesis of aliphatic primary amines from aqueous ammonia. In each individual cycle, only ammonia and alkyl halide were consumed, and 1 was recovered in nearly a quantitative yield. In this approach for developing atom-economical protecting agents, 1 showed good performance as a recoverable protecting agent for primary amines. The broad substrate scope, good tolerance to various reaction conditions, and high reaction and recovery rates make 1 a valuable complement to conventional primary amine protecting agents.

Magnetic nanocatalyst for the synthesis of maleimide and phthalimide derivatives

Thale, Pranila B.,Borase, Pravin N.,Shankarling, Ganapati S.

, p. 59454 - 59461 (2015/02/19)

An efficient and green protocol for the synthesis of N-aryl maleimide and phthalimide derivatives has been developed. The high efficiency of the catalyst was observed due to the homogeneous distribution of the nanoparticles. The catalyst was fully characterised by physicochemical methods such as IR spectroscopy, scanning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray diffraction, dynamic light scattering (DLS), energy dispersive X-ray spectrum and zeta potential measurement techniques. The ease of separation of the catalyst from the reaction mixture and its high activity are eco-friendly attributes of this system.

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