Montmorillonite K-10 clay as reusable heterogeneous catalyst for the microwave-mediated solventless synthesis of phthalazinetetraones

2007 ◽  
Vol 85 (2) ◽  
pp. 81-84 ◽  
Author(s):  
Davood Habibi ◽  
Nosratollah Mahmoodi ◽  
Omid Marvi

Different phthalazino[2,3-b]phthalazine-5,7,12,14-tetraones were synthesized in a simple and environmentally benign method from the reaction of some phthalic anhydrides with semicarbazide or thiosemicarbazide using montmorillonite K-10 clay as solid heterogeneous acidic catalyst and microwaves under solvent-free conditions in good yields and short reaction times. The present method has many obvious advantages compared with those reported in the literature, including high efficiency, higher yield, operational simplicity, environmental benignity, and the possibility of recycling the solid clay. The solid clay catalyst used in the first cycle of the reactions was successfully recovered and reused in the second cycle, showing a gradual decrease in activity.Key words: montmorillonite K-10 clay, microwave, solvent-free condition, phthalazinetetraones, semicarbazide, thiosemicarbazide.

2020 ◽  
Vol 17 (4) ◽  
pp. 304-312
Author(s):  
Leila Z. Fekri

Background: Imidazo[1,2-a]pyrimidinone, quinazolinone and amide derivatives have attracted a lot of interest because of their broad scope of biological and pharmacological activities. There are a lot of methods reported in the literature for their synthesis. Therefore, we became interested in developing a convenient synthetic method for the preparation of imidazoquinazolinone and amide derivatives. Objective: NiFe2O4@SiO2 @glucose amine were synthesized, characterized and have been used for the green, effective and mild multicomponent synthesis of quinazolinones, benzoimidazo[1,2-a]pyrimidinones and amides under solvent-free conditions in short reaction times and excellent yields. To expand of the scope of this avenue, multicomponent synthesis of mono and bis novel amides was tested for the first time. All of the products were characterized by mp, FT-IR, NMR and elemental analysis. Methods: Aldehyde (1mmol), 2-amino benzimidazole (1 mmol), dimedone (1mmol) or indane-1,3-dione (1 mmol) for the synthesis of quinazoline or imidazopyrimidinones and arene (1mmol), anhydride (1mmol), 2- aminobenzimidazole (1mmol) for the synthesis of amides in the nanocatalyst NiFe2O4@SiO2@glucose amine (0.15mol%: 0.05g) were stirred by a magnet for the required reaction time. After completion of the reaction, as indicated by TLC, the products were collected and recrystallized from ethanol if necessary. Results: We present a novel avenue for the synthesis of benzimidazo[1,2-a] pyrimidinones, quinazolinones and amides in the presence of NiFe2O4@SiO2@glucose amine under solvent-free conditions. Conclusion: In conclusion, we developed NiFe2O4@SiO2 @glucose amine-catalysed multicomponent synthesis of quinazolinones and imidazo[1,2-a]pyrimidinones using the reaction of benzaldehyde, dimedone or indane-dione and 2-aminobenzimidazole and multicomponent synthesis of amides using arenes, cyclic anhydrides and 2-aminobenzimidazole by a solvent-free technique. This method proves to be a robust and innovative approach for the synthesis of a biologically important structure. The operational simplicity, the excellent yields of products, ease of separation and recyclability of the magnetic catalyst, waste reduction and high selectivity are the main advantages of this method. Furthermore, this new avenue is cheap and environmentally benign.


Author(s):  
Behrooz Maleki ◽  
Samaneh Sedigh Ashrafi

<p>A simple, green, and efficient method for the synthesis of 2,4,5-triaryl-1<em>H</em>-imidazoles using <em>N</em>-bromosuccinimide (NBS) as a catalyst under solvent-free condition is described. The major advantages of the present method are: high yields, less reaction times, solvent-free conditions, easy purification of the products, environmental friendliness, and convenient operation.</p>


2019 ◽  
Vol 22 (2) ◽  
pp. 123-128
Author(s):  
Setareh Habibzadeh ◽  
Hassan Ghasemnejad-Bosra ◽  
Mina Haghdadi ◽  
Soheila Heydari-Parastar

Background: In this study, we developed a convenient methodology for the synthesis of coumarin linked to pyrazolines and pyrano [2,3-h] coumarins linked to 3-(1,5-diphenyl-4,5- dihydro-1H-pyrazol-3-yl)-chromen-2-one derivatives using Chlorosulfonic acid supported Piperidine-4-carboxylic acid (PPCA) functionalized Fe3O4 nanoparticles (Fe3O4-PPCA) catalyst. Materials and Methods:: Fe3O4-PPCA was investigated as an efficient and magnetically recoverable Nanocatalyst for the one-pot synthesis of substituted coumarins from the reaction of coumarin with a variety of aromatic aldehydes in high to excellent yield at room temperature under solvent-free conditions. The magnetic nanocatalyst can be easily recovered by applying an external magnet device and reused for at least 10 reaction runs without considerable loss of reactivity. Results and Conclusion: The advantages of this protocol are the use of commercially available materials, simple and an inexpensive procedure, easy separation, and an eco-friendly procedure, and it shows good reaction times, good to high yields, inexpensive and practicability procedure, and high efficiency.


2019 ◽  
Vol 74 (7-8) ◽  
pp. 559-564
Author(s):  
Simin Janitabar-Darzi ◽  
Shahrzad Abdolmohammadi

AbstractA TiO2–SiO2 nanocomposite catalyzes the one-pot cyclocondensation reaction of 1H-indole-2,3-diones (isatins), 1,3-cyclohexanediones, and urea at T = 70°C under solvent-free conditions with high efficiency. The present method affords the corresponding spiro products in high yields and short reaction time. The unique features of the TiO2–SiO2 nanocomposite are high catalytic activity, ease of preparation, non-toxicity, low loading, and recyclability.


2015 ◽  
Vol 2015 ◽  
pp. 1-8 ◽  
Author(s):  
Hamed Tashakkorian ◽  
Moslem Mansour Lakouraj ◽  
Mona Rouhi

One-pot and efficient protocol for preparation of some potent pharmaceutically valuable coumarin derivatives under solvent-free condition via direct coupling using biologically nontoxic organocatalyst, calix[4]arene tetrasulfonic acid (CSA), was introduced. Calix[4]arene sulfonic acid has been incorporated lately as a magnificent and recyclable organocatalyst for the synthesis of some organic compounds. Nontoxicity, solvent-free conditions, good-to-excellent yields for pharmaceutically significant structures, and especially ease of catalyst recovery make this procedure valuable and environmentally benign.


2014 ◽  
Vol 1033-1034 ◽  
pp. 49-52
Author(s):  
Fan Zhang ◽  
Lu Lu Xiao ◽  
Lei Jin ◽  
Wen Bin Wang ◽  
Nian Yu Huang

A series of bis (2-tetrahydrobenzofuranyl) alkanes in good yield under solvent-free conditions from differently aromatic substituted aldehydes and 3-methyl-6,7-dihydrobenzofuran-4(5H)-one in the presence of H2SO4•SiO2 as catalyst at 90oC. Their structures were characterized by NMR, IR and ESI-MS. The proposed mechanism for the H2SO4•SiO2-catalyzed condensation reaction have been discussed in the work. This versatile approach has the advantages of broad functional group compatibility, short reaction times, simple operation and environmentally benign nature.


2009 ◽  
Vol 5 (1) ◽  
pp. 575-580
Author(s):  
Sugat Kirti ◽  
Dhanraj T. Masram

A mild and efficient method has been developed for the preparation of 14-aryl-14H dibenzo[a,j]xanthenes from one-pot condensation of aldehydes with β-naphthol using catalytic amount of Chloroaluminate ionic liquid (imidazolium chloride·3AlCl3 or pyridiniumchloride·3AlCl3) under thermal solvent-free conditions. Excellent yields, short reaction times, easy workup and reusability of the catalyst as well as solvent free conditions are advantages of this procedure.


2016 ◽  
Vol 24 (1) ◽  
pp. 29-42
Author(s):  
Mojtaba Lashkari ◽  
Reza Heydari ◽  
Farzaneh Mohamadpour

Abstract The use of chromium(III) nitrate nonahydrate (Cr(NO3)3·9H2O) as an efficient, mild and economical catalyst for the one-pot three-component Biginelli synthesis of 3,4-dihydropyrimidin-2-(1H)-one/thione derivatives in the reaction between β-keto esters (methyl or ethyl acetoacetate), aromatic aldehydes (benzaldehye derivatives) and urea or thiourea under thermal and solvent-free conditions with good yields and short reaction times is reported. The most benefits of this synthetic method include the use of an efficient, eco-friendly, inexpensive and non-toxic catalyst, as well as the solvent-free conditions. All products were characterized by 1H NMR spectroscopy and melting point determination.


RSC Advances ◽  
2014 ◽  
Vol 4 (31) ◽  
pp. 16027-16032 ◽  
Author(s):  
Salah Lakrout ◽  
Hacène K'tir ◽  
Aïcha Amira ◽  
Malika Berredjem ◽  
Nour-Eddine Aouf

A new environmentally benign, simple, and efficient protocol for the sulfonylation of amines using microwave irradiation under solvent- & catalyst-free conditions is reported. The corresponding sulfonamides were obtained in excellent yields within short reaction times.


2008 ◽  
Vol 61 (2) ◽  
pp. 159 ◽  
Author(s):  
Deepali Mahajan ◽  
Tahira Naqvi ◽  
Rattan Lal Sharma ◽  
Kamal K. Kapoor

Alum [KAl(SO4)2∙12H2O] was found to be an efficient, non-toxic, cheap, and environmentally benign catalyst for the synthesis of 1,5-benzodiazepines, in good to excellent yields, from the condensation of 1 mole of o-phenylenediamine with 2 moles of ketone under solvent-free conditions.


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