1H,4H-Piperazine-diium Dichlorosulfonate: Structure Elucidation and its Dual Solvent–Catalyst Activity for the Synthesis of New Dihydro-[1,2,4]triazolo[1,5-a]pyrimidine Scaffolds

2020 ◽  
Vol 73 (11) ◽  
pp. 1118
Author(s):  
Lia Zaharani ◽  
Nader Ghaffari Khaligh ◽  
Taraneh Mihankhah ◽  
Mohd Rafie Johan
Keyword(s):  
Ionic Liquid ◽  
Mass Spectrum ◽  
Structure Elucidation ◽  
Catalyst Activity ◽  
Catalytic Efficiency ◽  
2D Nmr ◽  
One Pot ◽  
Mass Spectrum Analysis ◽  
Three Component Reaction ◽  
Ft Ir

A new ionic liquid containing a 1H,4H-piperazine-diium ring and chlorosulfonate as a 1,4-dicationic core and counter ion, respectively, was designed and synthesised. The structure elucidation of this ionic liquid was conducted by 1D and 2D NMR, FT-IR, Raman, and mass spectrum analysis. The physical properties of this ionic liquid were determined and reported. Furthermore, the dual solvent–catalyst activity of piperazine-1,4-diium dichlorosulfonate was investigated for the synthesis of new dihydro[1,2,4]triazolo[1,5-a]pyrimidines through a one-pot three-component reaction. The ionic liquid was retrieved and reused several times without reducing its catalytic efficiency.

scholarly journals Synthesis of tetrazolo[1,5-a]pyrimidine-6-carbonitriles using HMTA-BAIL@MIL-101(Cr) as a superior heterogeneous catalyst

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Mohammad Hossein Abdollahi-Basir ◽  
Boshra Mirhosseini-Eshkevari ◽  
Farzad Zamani ◽  
Mohammad Ali Ghasemzadeh
Keyword(s):  
Ionic Liquid ◽  
Catalytic Activity ◽  
Reaction Time ◽  
Metal Organic Framework ◽  
One Pot ◽  
Short Reaction Time ◽  
Three Component Reaction ◽  
Metal Organic ◽  
Ft Ir ◽  
Novel Catalyst

AbstractA one-pot three component reaction of benzaldehydes, 1H-tetrazole-5-amine, and 3-cyanoacetyl indole in the presence of a new hexamethylenetetramine-based ionic liquid/MIL-101(Cr) metal–organic framework as a recyclable catalyst was explored. This novel catalyst, which was fully characterized by XRD, FE-SEM, EDX, FT-IR, TGA, BET, and TEM exhibited outstanding catalytic activity for the preparation of a range of pharmaceutically important tetrazolo[1,5-a]pyrimidine-6-carbonitriles with good to excellent yields in short reaction time.

scholarly journals 5-(4-Fluorophenyl)-3-(naphthalen-1-yl)-1-phenyl-1H-pyrazole

Molbank ◽  
10.3390/m1197 ◽  
2021 ◽  
Vol 2021 (1) ◽  
pp. M1197
Author(s):  
Jasril Jasril ◽  
Neni Frimayanti ◽  
Yuana Nurulita ◽  
Adel Zamri ◽  
Ihsan Ikhtiarudin ◽  
...  
Keyword(s):  
Spectroscopic Analysis ◽  
Docking Study ◽  
2D Nmr ◽  
Conventional Heating ◽  
Molecular Docking Study ◽  
One Pot ◽  
Three Component Reaction ◽  
Oxidative Aromatization ◽  
Ft Ir ◽  
Native Ligand

A new fluorinated pyrazole, 5-(4-fluorophenyl)-3-(naphthalen-1-yl)-1-phenyl-1H-pyrazole was successfully synthesized via a two-step reaction. Firstly, the synthesis of pyrazoline was performed via one-pot three-component reaction under microwave irradiation. Secondly, the synthesis of pyrazole was performed via oxidative aromatization of pyrazoline under conventional heating. The structure of the synthesized compound was confirmed by spectroscopic analysis, including FT-IR, HR-MS, 1D and 2D NMR analysis. Then, molecular docking study showed that the binding affinity of the synthesized compound to human estrogen alpha receptor (ERα) was close to 4-OHT as a native ligand.

scholarly journals Upgraded valorization of copper (II) immobilization onto Schiff base-functionalized pectin grafted magnetic nanoparticles: A thermostable, reusable, and efficient nanocatalyst for the green synthesis of 1,2,3-triazole in pure water

2021 ◽  
Author(s):  
Hossein Khashei Siuki ◽  
Pouya Ghamari Kargar ◽  
Ghodsieh Bagherzade
Keyword(s):  
Magnetic Nanoparticles ◽  
Pure Water ◽  
Catalyst Activity ◽  
Alkyl Halides ◽  
One Pot ◽  
Reaction Solution ◽  
Three Component Reaction ◽  
Ft Ir ◽  
Icp Analysis ◽  
High Yields

Abstract In this project, the new catalyst copper defines as Fe3O4@Pectin@(CH2)3-Acetamide-Cu(II) was successfully manufactured and fully characterized by different techniques, including FT-IR, XRD, TEM, FESEM, EDX, VSM, and ICP analysis. All results showed that copper was successfully supported on the polymer‐coated magnetic nanoparticles. One of the most important properties of a catalyst is the ability to be prepared from simple materials such as pectin that’s a biopolymer that is widely found in nature. The catalytic activity of Fe3O4@Pectin@(CH2)3-Acetamide-Cu(II) was examined in a classical, one pot, and the three-component reaction of terminal alkynes, alkyl halides, and sodium azide in water and observed, proceeding smoothly and completed in good yields and high regioselectivity. The critical potential interests of the present method include high yields, recyclability of catalyst, easy workup, using an eco-friendly solvent, and the ability to sustain a variety of functional groups, which give economical as well as ecological rewards. The capability of the nanocomposite was compared with previous works, and the nanocomposite was found more efficient, economical, and reproducible. Also, the catalyst can be easily removed from the reaction solution using an external magnet and reused for five runs without reduction in catalyst activity.

Synthesis, Characterization and Application of N,N-Dimethyl-N-Sulfoethan Ammonium tetra-Chloro Aluminate: A Novel micro-Heterogeneous Cata-lyst for Synthesis of tri-Arylmethanes

2020 ◽  
Vol 17 ◽  
Author(s):  
Saeid Azimi ◽  
Niloofar Mohamadighader
Keyword(s):  
Ionic Liquid ◽  
Heterogeneous Catalyst ◽  
Mass Spectroscopy ◽  
Aromatic Aldehydes ◽  
Solid Catalyst ◽  
Sem Images ◽  
One Pot ◽  
Acidic Catalyst ◽  
Eds Analysis ◽  
Ft Ir

Abstract: A new solid catalyst was synthesized from an ionic liquid and heterogenised by changing anion reaction. The new heterogeneous acidic catalyst was characterized by SEM images, EDS analysis, AFM images, Ft-IR, HNMR, 13CNMR and Mass Spectroscopy. It was applied to synthesis of tri-arylmethanes throughout one-pot tri-component reactions among aromatic aldehydes, N,N-dimethylaniline and other carbonic nucleophiles such as anisole and indole. Hence, synthesis of convenient and inexpensive micro-heterogeneous catalyst was introduced, the efficiency of which was confirmed. Also, various useful products were synthesized throughout this simple and clean procedure.

scholarly journals Clean one-pot multicomponent synthesis of pyrans using a green and magnetically recyclable heterogeneous nanocatalyst

SynOpen ◽  
2021 ◽  
Author(s):  
Mina Ghassemi ◽  
Ali Maleki
Keyword(s):  
Room Temperature ◽  
Significant Loss ◽  
Copper Ferrite ◽  
Multicomponent Synthesis ◽  
Thermo Gravimetric ◽  
Sem Images ◽  
One Pot ◽  
Three Component Reaction ◽  
Ft Ir ◽  
The One

Copper ferrite (CuFe2O4) magnetic nanoparticles (MNPs) were synthesized via thermal decomposition method and applied as a reusable and green catalyst in the synthesis of functionalized 4H-pyran derivatives using malononitrile, an aromatic aldehyde and a β-ketoester in ethanol at room temperature. Then it was characterized by Fourier transform infrared spectroscopy (FT-IR), energy-dispersive X-ray spectroscopy (EDX) analysis, scanning electron microscopy (SEM) images, thermo gravimetric and differential thermo gravimetric (TGA/DTG) analysis. The catalyst was recovered from the reaction mixture by applying an external magnet and decanting the mixture. Recycled catalyst was reused for several times without significant loss in its activity. Running the one-pot three-component reaction at room temperature, no use of eternal energy source and using a green solvent provide benign, mild, and environmentally friendly reaction conditions; as well, ease of catalyst recovering, catalyst recyclability, no use of column chromatography and good to excellent yields are extra advantages of this work.

Studies on the Synthesis of Substituted 2-amino-4H-benzo[h]chromene and 3-amino-1H-benzo[f]chromene Derivatives Using Base Supported Ionic Liquid Like-phase (SILLP) as an Efficient Green Catalyst

2017 ◽  
Vol 41 (1) ◽  
pp. 21-24
Author(s):  
Leila Kheirkhah ◽  
Manouchehr Mamaghani ◽  
Nosrat Ollah Mahmoodi ◽  
Asieh Yahyazadeh ◽  
Seyedeh Saeedeh Mirnezami Ziabari
Keyword(s):  
Ionic Liquid ◽  
One Pot ◽  
Green Catalyst ◽  
Supported Ionic Liquid ◽  
Three Component Reaction

The synthesis of several substituted 2-amino-4 H-benzo[ h]chromene and 3-amino-1 H-benzo[ f]chromene derivatives was carried out using a one-pot three-component reaction of an arylaldehyde, malononitrile and a naphthol in H2O and in the presence of recyclable base supported ionic liquid like-phase as an efficient green catalyst.

One-Pot Three-Component Synthesis of Bispyrazole-thiazole-pyran-2-one Heterocyclic Hybrids

Synlett ◽  
2018 ◽  
Vol 29 (13) ◽  
pp. 1776-1780 ◽  
Author(s):  
Yahia Rachedi ◽  
Oualid Talhi ◽  
Artur Silva ◽  
Aicha Saidoun ◽  
Leila Boukenna ◽  
...  
Keyword(s):  
Structural Diversity ◽  
2D Nmr ◽  
Spectroscopic Studies ◽  
One Pot ◽  
Catalyst Free ◽  
Three Component Reaction

A new series of some interesting bispyrazole-thiazole-pyran-2-one heterocyclic hybrids has been efficiently synthesized via a one-pot catalyst-free three-component reaction of α-bromoacetylated pyran-2-one derivatives, thiosemicarbazide, and polysubstituted-1-(1H-pyrazol-4-yl)butane-1,3-diones. This multicomponent procedure has been advantageously applied to prepare a structural diversity of hetero­cyclic hybrids characterized by extensive 1D and 2D NMR spectroscopic studies.

Ionic liquid promoted simple and efficient synthesis of β-enamino esters and β-enaminones from 1,3-dicarbonyl compounds – One-pot, three-component reaction for the synthesis of substituted pyridines

2005 ◽  
Vol 83 (10) ◽  
pp. 1746-1751 ◽  
Author(s):  
Ganesan Karthikeyan ◽  
Paramasivan T Perumal
Keyword(s):  
Ionic Liquid ◽  
Room Temperature ◽  
Ammonium Acetate ◽  
Efficient Synthesis ◽  
One Pot ◽  
Dicarbonyl Compounds ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Three Component Reaction ◽  
Substituted Pyridines

A facile enamination of 1,3-dicarbonyl compounds with amines has been developed that affords good to excellent yields of β-enamino esters and β-enaminones using Brønsted acidic ionic liquid 1-methylimidazolium trifluoroacetate ([Hmim]+Tfa–) at room temperature. This methodology has been extended for the synthesis of substituted pyridines in excellent yield by a one-pot, three-component reaction of 1,3-dicarbonyl compounds, ammonium acetate, and alkynone in the presence of [Hmim]+Tfa–.Key words: ionic liquid, β-enaminones, β-enamino esters, 1,3-dicarbonyl compounds, amines, pyridines.

scholarly journals An Efficient One-Pot Multicomponent Synthesis of 4-Aza-Podophyllotoxin Derivatives in Ionic Liquid

2013 ◽  
Vol 2013 ◽  
pp. 1-9 ◽  
Author(s):  
Hossein Naeimi ◽  
Zahra Rashid ◽  
Amir Hassan Zarnani ◽  
Ramin Ghahremanzadeh
Keyword(s):  
Ionic Liquid ◽  
Catalytic Amount ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Efficient Procedure ◽  
Mild Conditions ◽  
Three Component Reaction ◽  
Podophyllotoxin Derivatives

A simple, green, and efficient procedure for the synthesis of 4-aza-podophyllotoxin derivatives by using a one-pot three-component reaction of benzaldehydes, 1,3-cyclohexanediones, and anilinolactones in the presence of catalytic amount of alum in 1-butyl-3-methylimidazolium triflate as green media is described. This reaction proceeded under mild conditions with the use of an inexpensive and readily available catalyst, high to excellent yields, and simple workup procedure.

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