Eco-friendly Synthesis of 2-Amino-4H-Chromene Catalysed by HRSPLAE and Anti-cancer Activity Studies

被引:1
|
作者
Tonape, Vasant T. [1 ]
Kamath, Aravind D. [1 ]
Kamanna, Kantharaju [1 ]
机构
[1] Rani Channamma Univ, Sch Basic Sci, Dept Chem, P-B NH4, Belagavi 591156, Karnataka, India
关键词
Eco-friendly; o-phenylenediamine; agro-waste; aromatic aldehyde; microwave irradiation; anti-cancer; ONE-POT SYNTHESIS; BASIC IONIC LIQUID; GREEN SYNTHESIS; KNOEVENAGEL CONDENSATION; MULTICOMPONENT REACTION; EFFICIENT SYNTHESIS; SUBSTITUTED; 2-AMINO-2-CHROMENES; HETEROGENEOUS CATALYST; 3-COMPONENT SYNTHESIS; HIGHLY EFFICIENT;
D O I
10.2174/2213337210666221104101425
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Background Several types of catalysts have been cited in the literature. However, the current work showed that a multi-component reaction involving aldehydes, malononitrile, and resorcinol or & alpha;/& beta;-naphthol could produce 2-amino-4H-chromene in a more environmentally friendly manner. The reaction is optimized by both stirring and microwave methods, but the reaction carried out under microwave irradiation is found to be faster with easy separation of the product with high yield and purity. The catalyst is analyzed for the presence of elemental composition using Flame Photometry (FP) and SEM-EDX. The synthesis of 2-amino-4H-chromenes is catalyzed by the new, green catalyst HRSPLAE (Water Extract of Hibiscus Rosa Sinensis plant dry leaves ash) within 3-5 min. The final product is analyzed by FT-IR, H-1-, C-13-NMR, and mass spectrometry techniques and the product obtained is free from the use of chromatographic separation with isolation and yield of 80-95%. Selected 2-amino-4H-chromene derivatives (4b and 4c) were screened for their anti-cancer and antimicrobial activity in vitro. Methods The agro-waste sourced from Hibiscus rosa-sinensis plant dry leaves ash is utilized for the preparation of HRSPLAE catalyst, which is employed for the synthesis of 2-amino-4H-chromene derivatives under microwave irradiation. Results 2-Amino-4H-chromene derivatives were obtained from aromatic aldehyde, malononitrile, and resorcinol or & alpha;/& beta; naphthol catalyzed by HRSPLAE. They were comprehensively evaluated using flame emission spectrometry, SEM, and EDX. Conclusion HRSPLAE outperforms expensive catalysts. An efficient simpler workup without column chromatography for increased yield through a new unique green method for the synthesis of 2-amino-4H-chromene derivatives has been developed.
引用
收藏
页码:34 / 57
页数:24
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