Amine‐functionalized nano‐NaY zeolite for the synthesis of <i>N</i>‐acetyl pyrazoles and dihydropyrimidines

Mofrad, Raheleh Razavian; Kabirifard, Hassan; Tajbakhsh, Mahmood; Pasha, Ghasem Firouzzadeh

doi:10.1002/aoc.6383

Cited by 10 publications

(2 citation statements)

References 67 publications

(36 reference statements)

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“…We present the results in Figures 3 and 4. We present the TGA/DTA curves of the natural and modified zeolite to show the stages of composition in Figure 3 [42,43]. After the modification, the increase in the Si/Al ratio (by 0.6) and silicon content (by 7.3%) indicated that we could graft the groups of APTES onto the natural zeolite.…”

Section: Characteristics Of Natural and Modified Zeolitementioning

confidence: 99%

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A Natural Zeolite Developed with 3-Aminopropyltriethoxysilane and Adsorption of Cu(II) from Aqueous Media

et al. 2022

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In this work, we removed copper (II) from an aqueous solution by using zeolite modified with a silicon-organic monomer (3-aminopropyltriethoxysilane; APTES) depending on the pH, time, temperature, and initial concentration of Cu(II) ions. To confirm the modification process and assess the interaction between the modified zeolite and Cu(II), we performed instrumental analyses (XRD, SEM/EDX, TGA/DTA, BET, FT-IR, and XPS). We determined the maximum adsorption capacities of the modified zeolite for Cu(II) to be 4.50, 6.244, 6.96, and 20.66 mg/g at T = 25 °C (pH = 5, t = 8 h) when the initial concentrations of Cu(II) were 50, 100, 200, and 400 mg/L, respectively. According to the adsorption thermodynamics and kinetics, the second-order reaction controls the adsorption process. Based on the two isotherm models (Langmuir and Freundlich) with constant values (KL = 0.144, n = 2.764) and the correlation coefficients (R2 = 0.8946, R2 = 0.9216), we concluded that the Cu(II) adsorption onto the modified zeolite could be followed by the Freundlich isotherm model rather than the Langmuir isotherm model. The modified zeolite could be an effective material for the removal of Cu(II) from aqueous solutions.

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Section: Characteristics Of Natural and Modified Zeolitementioning

confidence: 99%

“…We present the results in Figures 3 and 4. We present the TGA/DTA curves of the natural and modified zeolite to show the stages of composition in Figure 3 [42,43]. According to the TGA curve in Figure 3a, natural zeolite has two stages of composition.…”

Section: Naturalmentioning

confidence: 99%

A Natural Zeolite Developed with 3-Aminopropyltriethoxysilane and Adsorption of Cu(II) from Aqueous Media

et al. 2022

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Copper‐amine complex immobilized on nano NaY zeolite as a recyclable nanocatalyst for the environmentally friendly synthesis of 2‐amino‐4H‐chromenes

Amiri

Pasha

Tajbakhsh

et al. 2022

Applied Organom Chemis

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The nano NaY zeolite‐supported copper‐amine complex was prepared by postmodification of the nano NaY zeolite with 3‐chloropropyl trimethoxysilane (CPTMS) and [2‐({3‐[(2‐aminoethyl)thio]propyl}thio)ethyl]amine followed by coordination with Cu (I) ion. Various techniques such as Fourier transform infrared spectroscopy (FT‐IR), X‐ray powder diffraction (XRD), dynamic light scattering (DLS), thermogravimetric analysis (TGA), differential thermal analysis (DTA), scanning electron micrograph (SEM), transmission electron microscopy (TEM), Brunauer–Emmett–Teller (BET), t‐plot, energy dispersive spectroscopy (EDS), inductively coupled plasma (ICP), and elemental analyses were used to characterize the structure of the synthesized catalyst. The catalytic activity of the synthesized nano‐sample was evaluated in a three‐component synthesis of 2‐amino‐4H‐chromene derivatives, which resulted in high reaction yields and short reaction times under green conditions. The catalyst is separated by filtration and can be reused for at least seven consecutive runs without significant loss of catalytic activity. The nature of the supported [2‐({3‐[(2‐aminoethyl)thio]propyl}thio)ethyl]amine (NN) on the zeolite's surface improved the catalytic activity of the zeolite, provided homogeneity to the catalyst, and enhanced the capability of coordination with copper ions. Facile catalyst recovery and reuse, simple setup procedure and generality of the method, high turnover number (TON), and aqueous ethanol as a green solvent make this procedure an environmentally benign approach for preparing the titled heterocycles. The findings in this work revealed that the introduced catalytic system could be used to prepare other beneficial heterocyclic compounds under environmentally benign conditions.

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Synthesis of novel pyrrole derivatives from the multicomponent reaction using the new N‐sulfonic acid modified poly (styrene‐diethylenetriamine) as a solid acid catalyst

Abbaspour

Pasha

Tajbakhsh

2022

Applied Organom Chemis

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An efficient acid‐catalyzed synthesis of 1,5‐diaryl‐3‐(arylamino)‐1H‐pyrrol‐2(5H)‐ones is reported using novel N‐sulfonic acid modified poly (styrene‐diethylenetriamine) through three‐component reaction between aldehyde, amine, and ethyl pyruvate in high yields and short times. This heterogeneous solid catalyst is produced by reacting amine‐modified chloromethyl polystyrene with neat chlorosulfonic acid. The structure of the synthesized catalyst was examined with Fourier transform‐infrared spectroscopy (FT‐IR), X‐ray diffraction (XRD), dynamic light scattering (DLS), thermogravimetric analysis (TGA), differential thermal analysis (DTA), scanning electron micrograph (SEM), Brunauer–Emmett–Teller (BET), energy dispersive spectroscopy (EDS), and elemental analyses. The heterogeneous catalyst has many advantages, including an easy work‐up procedure, a high product yield, and the capability to be easily regenerated and reused for at least five cycles without losing its activity.

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Amine‐functionalized nano‐NaY zeolite for the synthesis of N‐acetyl pyrazoles and dihydropyrimidines

Cited by 10 publications

References 67 publications

A Natural Zeolite Developed with 3-Aminopropyltriethoxysilane and Adsorption of Cu(II) from Aqueous Media

A Natural Zeolite Developed with 3-Aminopropyltriethoxysilane and Adsorption of Cu(II) from Aqueous Media

Copper‐amine complex immobilized on nano NaY zeolite as a recyclable nanocatalyst for the environmentally friendly synthesis of 2‐amino‐4H‐chromenes

Synthesis of novel pyrrole derivatives from the multicomponent reaction using the new N‐sulfonic acid modified poly (styrene‐diethylenetriamine) as a solid acid catalyst

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