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methyl 1-benzyl-2-methyl-4-phenyl-1H-pyrrole-3-carboxylate is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

81675-26-5

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81675-26-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 81675-26-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,1,6,7 and 5 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 81675-26:
(7*8)+(6*1)+(5*6)+(4*7)+(3*5)+(2*2)+(1*6)=145
145 % 10 = 5
So 81675-26-5 is a valid CAS Registry Number.

81675-26-5Downstream Products

81675-26-5Relevant academic research and scientific papers

One-pot synthesis of highly substituted pyrroles using nano copper oxide as an effective heterogeneous nanocatalyst

Saeidian, Hamid,Abdoli, Morteza,Salimi, Robab

, p. 1063 - 1070 (2013)

A convenient one-pot four-component reaction of aromatic aldehydes, β-keto esters and nitromethane in the presence an amine and 10 mol% CuO nanoparticles for the synthesis of highly substituted pyrroles is described. Excellent yields, easily available and less expensive catalyst and easy work-up are the key features of the present method. The NMR spectrum was coupled with quantum chemical calculations in DFT approach using the hybrid B3LYP exchange-correlation functional to confirm the structures of (1-benzyl-4-(4-chlorophenyl)-2-methyl-1H-pyrrol-3-yl)(phenyl)methanone 14 and 1-(1-benzyl-4-(4-chlorophenyl)-2-phenyl-1H-pyrrol-3-yl)ethanone 14′.

Preparation method of multi-substituted pyrrole compound

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Paragraph 0023-0025; 0113, (2022/01/20)

The present invention discloses a method for preparing a multi-substituted pyrrole compound, which is an aromatic amine compound shown in formula (I), β - dione compound shown in formula (II), β - nitro aryl vinyl compound shown in formula (III) as raw ma

The solvent-free synthesis of polysubstituted pyrroles by a reusable copper Schiff base complex immobilized on silica coated Fe3O4, and DNA binding study of one resulting derivative as a potential anticancer drug

Rakhtshah, Jamshid,Shaabani, Behrooz,Salehzadeh, Sadegh,Hosseinpour Moghadam, Neda

, (2019/01/04)

We demonstrate herein the synthesis of a new copper Schiff base complex immobilized on silica-coated Fe3O4 nanoparticles. The structure and composition of this magnetic nanocatalyst were analyzed using Fourier transform infrared (FT-IR), X-ray powder diffraction (XRD), vibrating sample magnetometry (VSM), scanning electron microscopy (SEM), energy dispersive X-ray (EDX) and inductively coupled plasma atomic emission spectroscopy (ICP-AES). This nanocomposite was found to be an efficient nanocatalyst for the synthesis of polysubstituted pyrrole derivatives and the products were isolated with high turnover number (TON) and high to excellent yields. Among the new synthesized polysubstituted pyrrole derivatives, we explored the first computational and experimental binding study of methyl 1-benzyl-4-(furan-2-yl)-2-methyl-1H-pyrrole-3-carboxylate (SP-10) with calf thymus deoxyribonucleic acid (ct-DNA), suggesting their application as potential anticancer activity. In addition, the binding modes of SP-10 with DNA and human serum albumin (HSA) were verified by molecular docking technique.

An efficient and recyclable nanocatalyst for the green and rapid synthesis of biologically active polysubstituted pyrroles and 1,2,4,5-tetrasubstituted imidazole derivatives

Thwin, Myo,Mahmoudi, Boshra,Ivaschuk, Olga A.,Yousif, Qahtan A.

, p. 15966 - 15975 (2019/06/10)

An effective process for the green and rapid synthesis of biologically active polysubstituted pyrroles and 1,2,4,5-tetrasubstituted imidazoles derivatives using Cu@imine/Fe3O4 MNPs catalyst under solvent-free conditions is explained. This catalyst showed high reactivity for the synthesis of a set of different derivatives of polysubstituted pyrroles and 1,2,4,5-tetrasubstituted imidazole derivatives under appropriate reaction conditions and short times. Moreover, the catalyst was also recycled and reused for six runs with no considerable reduction in reactivity and yields. Compared to the reported procedures, this method consistently demonstrates the advantages of low catalyst loading, short reaction times, easy separation and purification of the products, high yields, and high recoverability and recoverability of the catalyst.

Copper Schiff base complex immobilized on silica-coated Fe3O4 nanoparticles: a recoverable and efficient catalyst for synthesis of polysubstituted pyrroles

Hamrahian, Seyedeh Aghigh,Rakhtshah, Jamshid,Mousavi Davijani, Seyedeh Mohadeseh,Salehzadeh, Sadegh

, (2018/09/29)

In this work, a copper Schiff base complex immobilized on silica-coated Fe3O4 nanoparticles is synthesized, and studied as a highly efficient, recyclable, green and heterogeneous catalyst for the preparation of polysubstituted pyrroles under solvent-free and mild conditions. This new catalyst was characterized by different techniques, such as Fourier transform infrared (FT-IR), X-ray powder diffraction (XRD), field-emission scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX), inductively coupled plasma (ICP) and vibrating sample magnetometry (VSM). The simple and environmentally one-pot multicomponent condensation of nitromethane, an aryl aldehyde, a 1,3-dicarbonyl compound and an amine in the presence of above catalyst affords the title compounds at room temperature. At the end, we compared the results for the synthesis of polysubstituted pyrroles in the presence of our nanocatalyst with previously reported catalysts in the literature.

Synthesis of Cu2O/Ag nanocomposite and their catalytic application for the one pot synthesis of substituted pyrroles

Gajengi, Aravind L.,Fernandes, Clinton S.,Bhanage, Bhalchandra M.

, p. 13 - 19 (2018/04/05)

The present protocol reports a facile and efficient method of preparation for Cu2O/Ag nanocomposite (NPs) using ethylene glycol under microwave irradiation within a short duration of time. The synthesized Cu2O/Ag NPs well characterized by XRD, FEG-SEM, EDS and NH3-TPD, ICP-AES techniques. Futher, the catalytic application of Cu2O/Ag NPs for the synthesis of substituted pyrroles via multicomponent reaction (MCRs) by using an aldehyde, amine, 1,3-diketone and nitromethane at room temperature. The catalytic system provide good yields of products for a wide range of substrates. Also catalyst shows excellent catalytic recyclability without much loss of its activity.

NiO Nanoparticles: Efficient Catalyst for Four Component Coupling Reaction for Synthesis of Substituted Pyrroles

Gajengi, Aravind L.,Bhanage, Bhalchandra M.

, p. 1341 - 1347 (2016/07/30)

Abstract: The present protocol demonstrates the four component, coupling reactions of 1,3-dicarbonyl compounds, amines, aldehydes, and nitroalkanes for the synthesis of highly functionalized pyrroles using NiO NPs as a heterogeneous and robust catalyst. The developed protocol is simple, convenient, solvent free, straightforward, easy separation of catalyst and carried at room temperature. This methodology provides an alternative approach for easy access of highly substituted pyrroles in moderate to very good yields using four simple and readily available building blocks via one-pot tandem reaction with catalyst recyclability. Graphical Abstract: [Figure not available: see fulltext.]

The acidic ionic liquid [BSO3HMIm]HSO4: A novel and efficient catalyst for one-pot, three-component syntheses of substituted pyrroles

Luo, Yuan,Zhang, Bao-Qiang,He, Yan-Hong,Guan, Zhi

, p. 29 - 38 (2015/06/16)

An acidic ionic liquid 3-methyl-2-(1-sulfobutyl)-1H-imidazolium hydrogensulfate, [BSO3HMIm]HSO4, was used as an efficient catalyst for the synthesis of a variety of pyrrole derivatives via a one-pot, three-component condensation of amines, nitroolefins, and 1,3-dicarbonyl compounds. Good to excellent yields of 72-96 % were obtained under reflux in ethanol. The catalyst could easily be recovered and recycled up to six times, resulting in good yields without prolonging the reaction time. This method was also efficient in large-scale preparation. The procedure could be easily expanded to a one-pot, four-component reaction. This ionic liquid-catalyzed reaction provided an environmentally friendly alternative to the synthesis of pyrrole derivatives.

The acidic ionic liquid [BSO3HMIm]HSO4: A novel and efficient catalyst for one-pot, threecomponent syntheses of substituted pyrroles

Luo, Yuan,Zhang, Bao-Qiang,He, Yan-Hong,Guan, Zhi

, p. 29 - 38 (2015/06/16)

An acidic ionic liquid 3-methyl-2-(1-sulfobutyl)-1H-imidazolium hydrogensulfate, [BSO3HMIm]HSO4, was used as an efficient catalyst for the synthesis of a variety of pyrrole derivatives via a one-pot, three-component condensation of amines, nitroolefins, and 1,3-dicarbonyl compounds. Good to excellent yields of 72-96 % were obtained under reflux in ethanol. The catalyst could easily be recovered and recycled up to six times, resulting in good yields without prolonging the reaction time. This method was also efficient in large-scale preparation. The procedure could be easily expanded to a one-pot, fourcomponent reaction. This ionic liquid-catalyzed reaction provided an environmentally friendly alternative to the synthesis of pyrrole derivatives.

Nickel ferrite nanoparticles: An efficient and reusable nanocatalyst for a neat, one-pot and four-component synthesis of pyrroles

Moghaddam, Firouz Matloubi,Koushki Foroushani, Behzad,Rezvani, Hamid Reza

, p. 18092 - 18096 (2015/03/31)

In this study nickel ferrite magnetic nanoparticles were applied as an efficient and reusable catalyst in the four-component synthesis of substituted pyrroles under neat conditions. The reaction was conducted using various amounts of catalyst at different temperatures and finally, application of 5 mol% of catalyst at 100 °C was determined as the optimum reaction condition. Results showed that nickel ferrite nanoparticles could catalyze the reaction at relatively short times (3-4 h) with high to excellent yields (70-96%). The catalyst could be recovered easily using an external magnetic field and reused nine times without any significant activity lost.

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