Sulfonated nanoClay minerals as a recyclable eco-friendly catalyst for the synthesis of quinoxaline derivatives in green media
Source abstract
Abstract
Abstract Sulfonated nanoClay was prepared by reacting a mixture of nanoClay mineral particles with 3-aminopropyltriethoxysilane (APTES) in dry toluene under N2 and subsequent treatment with propane sultone. The synthesized sulfonated nanoClay was characterized with FTIR spectroscopy, elemental analysis, thermogravimeteric analysis (TGA), SEM and atomic force microscopy (AFM). The result showed particle sizes between 30 and 38 nm. TGA indicated a 70% loading of SO3− group which was confirmed by elemental analysis. Synthesized sulfonated nanoClay was tested in the synthesis of quinoxaline derivatives via the condensation of 1,2-diamines with 1,2-diketones in ethyl alcohol as a green medium at room temperature. Using this method, the title compounds were prepared in high yields and short reaction times. The catalyst was recovered and reused several times without significant loss of catalytic activity. AFM and SEM of recycled catalyst showed a uniform distribution with a particle size of 40 nm and little aggregation.
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Research context
OpenAlex topics: Synthesis and Biological Evaluation · Multicomponent Synthesis of Heterocycles · Synthesis and properties of polymers
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References (30)
Show source-provided references
1. Synthesis of quinoxaline derivatives using TiO2 nanoparticles as an efficient and recyclable catalyst10.5012/bkcs.2011.32.10.3720 ↗
2. Direct and catalytic synthesis of quinoxaline derivatives from epoxides and ene-1,2-diamines10.1016/S0040-4039(02)00715-3 ↗
3. Fabrication and properties of nylon-6/layered silicate nanocomposites by melt blending
4. Efficient protocol for the synthesis of quinoxaline, benzoxazole and benzimidazole derivatives using glycerol as green solvent10.1016/j.tetlet.2011.08.105 ↗
5. An efficient protocol for the synthesis of quinoxaline derivatives at room temperature using molecular iodine as the catalyst10.1016/j.tetlet.2005.08.080 ↗
6. Porphyrin-kaolinite as efficient catalyst for oxidation reactions10.1021/am900556b ↗
7. Synthesis and in vitro antitumor activity of new quinoxaline derivatives10.1016/j.ejmech.2008.07.025 ↗
8. Zn2+-K10-clay (clayzic) as an efficient water-tolerant, solid acid catalyst for the synthesis of benzimidazoles and quinoxalines at room temperature10.1016/j.tetlet.2010.10.146 ↗
9. Microwave assisted synthesis of a natural insecticide on basic montmorillonite K10 clay10.1021/ed083p270 ↗
10. Synthesis of quinolines by a solid acid catalyzed microwave-assisted domino cyclization–aromatization approach10.1016/j.tetlet.2009.03.208 ↗
11. Clay (KSF and K10)-supported hetero poly acids: friendly, efficient, reusable and heterogeneous catalysts for high yield synthesis of 1,5-benzodiazepine derivatives both in solution and under solvent-free conditions10.1016/j.apcata.2007.07.030 ↗
12. Synthesis and biological evaluation of eomebioisosteres and congeners of the antitumor agent, 2-{4-[(7-chloro-2-quinoxalinyl) oxy]phenoxy}propionic acid (XK469)10.1021/jm0200097 ↗
13. A novel three-component reaction for the synthesis of N-cyclohexyl-3-aryl-quinoxaline-2-amines10.1016/j.tetlet.2008.11.123 ↗
14. Montmorillonite K10: an efficient and reusable catalyst for the synthesis of quinoxaline derivatives in water10.1016/j.catcom.2007.10.024 ↗
15. Montmorillonite intercalated with vitamin B1 as drug carrier10.1016/j.clay.2009.06.001 ↗
16. Microwave-assisted solid acid-catalyzed Friedel–Crafts alkylation and electrophilic annulation of indoles using alcohols as alkylating agents
17. Room temperature facile synthesis of quinoxalines catalyzed by amido sulfonic acid10.1002/jhet.5570450135 ↗
18. Isomerization of 1-butene catalyzed by ion-exchanged, pillared and ion-exchanged/pillared clays10.1016/j.apcata.2007.09.043 ↗
19. Organic synthesis using clay and clay-supported catalysts10.1016/j.clay.2010.09.016 ↗
20. Silica bonded S-sulfonic acid: a recyclable catalyst for the synthesis of quinoxalines at room temperature10.3390/molecules14051915 ↗
21. Silica-bonded N-propyl sulfamic acid: a recyclable catalyst for the synthesis of 1,8-dioxo-decahydroacridines,1,8-dioxo-octahydroxanthenes and quinoxalines10.1002/jccs.201000139 ↗
22. Synthesis and antimycobacterial activity of pyrazine and quinoxaline derivatives10.1021/jm020310n ↗
23. An efficient solid acid promoted synthesis of quinoxaline derivatives at room temperature10.1002/cjoc.200790150 ↗
24. Stereo selective synthesis of 3-spiro-α-methylene-γ-butyrolactoneoxindoles from Morita–Baylis–Hillman adducts of isatin10.1016/j.tet.2008.02.002 ↗
25. Molecular iodine: a powerful catalyst for the easy and efficient synthesis of quinoxalines10.1016/j.tetlet.2005.07.026 ↗
26. Influence of acidity of montmorillonite and modified montmorillonite clay minerals for the conversion of longifolene to isolongifolene10.1016/j.molcata.2006.10.050 ↗
27. An expeditious and environmentally benign methodology for the synthesis of substituted indoles from cyclic enol ethers and enol lactones10.1016/j.tetlet.2008.02.107 ↗
28. Single-step synthesis of 2-methylquinoxaline from 1,2-phenylenediamine and 1,2-propanediol over modified HY zeolites10.1016/S1566-7367(01)00037-1 ↗
29. Synthesis of quinoxalines by cyclization of α-aryliminooximes of α-dicarbonyl compounds10.1016/S0040-4039(00)01847-5 ↗
30. Modification of montmorillonite surfaces using a novel class of cationic Gemini surfactants10.1016/j.jcis.2008.12.051 ↗