Eco-friendly synthesis and characterization of a highly efficient heterogeneous catalyst for benzo[d]thiazole derivatives under mild condition

被引:1
作者
Houmia, Imane [1 ]
Merroun, Youssef [1 ]
Kaibous, Najwa [1 ]
Ferraa, Soumya [1 ]
Chehab, Soukaina [1 ,2 ]
Souizi, Abdelaziz [1 ]
Ghailane, Rachida [1 ]
Guedira, Taoufiq [1 ]
机构
[1] Univ Ibn Tofail, Fac Sci, Lab Organ Chem Catalysis & Environm, POB 133, Kenitra 14000, Morocco
[2] Minist Hlth & Social Protect, Higher Inst Nursing Profess & Hlth Tech Rabat Anne, Kenitra, Morocco
关键词
Green chemistry; Natural clay; Heterogeneous catalyst; Benzo[<italic>d</italic>]thiazole; Recoverable catalyst; BENZOTHIAZOLES; MINERALS;
D O I
10.1007/s11164-025-05531-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This research presents the development of two novel catalysts, CM and SB, derived from naturally abundant clay minerals, which, to the best of our knowledge, have not been previously utilized in organic chemical reactions. The CM catalyst is composed of a mixture of quartz, kaolinite, illite, and montmorillonite, while the SB catalyst consists of sodium feldspars (albite and orthoclase). The catalysts were characterized using a variety of techniques, including scanning electron microscopy, X-ray diffraction, Fourier transform infrared spectroscopy, and energy-dispersive X-ray fluorescence. Their catalytic performance was tested in the synthesis of benzo[d]thiazole, using 2-aminothiophenol and various aldehyde derivatives. The results revealed high yields (83-94%) in a short reaction time (90-150 min), with ethanol identified as the optimal solvent for the reaction. Additionally, the optimal catalyst mass was found to be 16 mg, providing the highest yield efficiency. Notably, these catalysts demonstrated excellent recyclability, maintaining their catalytic activity over five consecutive cycles with minimal reduction in efficiency. These findings highlight the promising potential of these natural clay-based catalysts in sustainable and green organic synthesis, offering high yields, short reaction times, excellent recyclability, and alignment with the principles of green chemistry.
引用
收藏
页码:1711 / 1731
页数:21
相关论文
共 52 条
[1]   Recent developments of metallic nanoparticles and their catalytic activity in organic reactions [J].
Amirmahani, Najmeh ;
Mahmoodi, Nosrat O. ;
Bahramnejad, Mahboubeh ;
Seyedi, Neda .
JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2020, 67 (08) :1326-1337
[2]   Biomarkers of Sensitivity to Potent and Selective Antitumor 2-(4-Amino-3-Methylphenyl)-5-Fluorobenzothiazole (5F203) in Ovarian Cancer [J].
Callero, Mariana A. ;
Luzzani, Gabriela A. ;
De Dios, Diana O. ;
Bradshaw, Tracey D. ;
Loaiza Perez, Andrea I. .
JOURNAL OF CELLULAR BIOCHEMISTRY, 2013, 114 (10) :2392-2404
[3]   Development of a new heterogeneous catalyst based on triple superphosphate for the one-pot multicomponent synthesis via green strategy, accompanied by a critical assessment of environmental sustainability metrics applied to the synthesis of 2,4,5-tri and 1,2,4,5-tetra substituted imidazole heterocycle derivatives [J].
Chehab, Soukaina ;
Merroun, Youssef ;
El Hallaoui, Achraf ;
Boukhris, Said ;
Souizi, Abdelaziz ;
Ghailane, Rachida .
JOURNAL OF MOLECULAR STRUCTURE, 2024, 1318
[4]   Catalytic performance of cadmium pyrophosphate in the knoevenagel condensation and one-pot multi-component reaction of chromene derivatives [J].
Chehab, Soukaina ;
Merroun, Youssef ;
Elhallaoui, Achraf ;
Ghailane, Tourya ;
Boukhris, Said ;
Guedira, Taoufiq ;
Ghailane, Rachida ;
Souizi, Abdelaziz .
JOURNAL OF CHEMICAL SCIENCES, 2023, 135 (03)
[5]  
Chehab S, 2018, Mediterranean Journal of Chemistry, V7, P56, DOI [10.13171/mjc71/01804111125-souizi, 10.13171/mjc71/01804111125-souizi, DOI 10.13171/MJC71/01804111125-SOUIZI]
[6]   Synthesis of benzothiazoles catalyzed by [Bmim]PF6 ionic liquid in solvent-free condition [J].
Chen, Xuerou ;
Zhong, Qidi ;
Ma, Xue ;
Li, Siqi ;
Sun, Wuji ;
Liu, Chunyan .
JOURNAL OF CATALYSIS, 2024, 429
[7]   Hydrogenation of Functionalized Nitroarenes Catalyzed by Single-Phase Pyrite FeS2 Nanoparticles on N,S-Codoped Porous Carbon [J].
Duan, Yanan ;
Dong, Xiaosu ;
Song, Tao ;
Wang, Zhaozhan ;
Xiao, Jianliang ;
Yuan, Youzhu ;
Yang, Yong .
CHEMSUSCHEM, 2019, 12 (20) :4636-4644
[8]   The targeted eosinophil-lowering effects of dexpramipexole in clinical studies [J].
Dworetzky, Steven I. ;
Hebrank, Gregory T. ;
Archibald, Donald G. ;
Reynolds, Ian J. ;
Farwell, Wildon ;
Bozik, Michael E. .
BLOOD CELLS MOLECULES AND DISEASES, 2017, 63 :62-65
[9]   CLAY PROFILING: THE CLASSIFICATION OF MONTMORILLONITES [J].
Emmerich, Katja ;
Wolters, Felicitas ;
Kahr, Guenter ;
Lagaly, Gerhard .
CLAYS AND CLAY MINERALS, 2009, 57 (01) :104-114
[10]   An efficient synthesis of some new curcumin based pyrano[2,3-d] pyrimidine-2,4(3H)-dione derivatives using CoFe2O4@OCMC@Cu(BDC) as a novel and recoverable catalyst [J].
Ghaffarian, Fatemeh ;
Ghasemzadeh, Mohammad Ali ;
Aghaei, Seyyed Soheil .
JOURNAL OF MOLECULAR STRUCTURE, 2019, 1186 :204-211