130944-03-5Relevant academic research and scientific papers
Novel task-specific ionic liquid [Et2NH(CH2)2CO2H][AcO] as a robust catalyst for the efficient synthesis of some pyran-annulated scaffolds under solvent-free conditions
Shaikh, Mohd Akmal,Farooqui, Mazahar,Abed, Syed
, p. 1595 - 1617 (2019)
A novel task-specific ionic liquid, 2-carboxy-N,N-diethylethanaminium acetate denoted as [Et2NH(CH2)2CO2H][AcO], is prepared in an easy process and fully characterized by using suitable methods such as FT-IR, 1H-NMR, 13C-NMR, and TG, DTG and DTA analyses. After preparation, the promoting ability of this catalyst for one-pot multicomponent synthesis of 2-amino-4H-chromenes, dihydropyrano[3,2-c]chromenes and dihydropyrano[2,3-c]pyrazoles using in situ-developed arylidenemalononitriles through Knoevenagel reaction under solvent-free conditions is described. The sustainable procedure, short reaction times (6–36?min), effortless work-up, non-chromatographic purification, good-to-excellent product yields (79–96%), ease of recovery and reusability of the catalyst up to six reaction runs without a decrease of activity are the notable features of the present protocol.
Synthesis and Antimicrobial Activity of New 3H-Chromeno[2,3-d]pyrimidine Derivatives
El-Salam, E. A. Abd,El-Sayed, H. A.,Mohammed, S. M.,Moustafa, A. H.
, p. 1566 - 1572 (2020)
Abstract: Some new fused chromenopyrimidines have been synthesized and evaluated for their antimicrobial activity based on the precursor 4H-chromene-3-carbonitrile. Heterocyclization of 4H-chromene-3-carbonitrile derivative results in pyrimidine, pyrimidi
Synthesis and biological activities of new fused pyrimidine compound
Mohammed, Hamid H.,Nasif, Zaizafoone N.,Mageed, Zainab N.,Ahmed
, p. 661 - 666 (2018)
In this work, a new fused pyrimidine derivatives {5-(4-chlorophenyl)-4-oxo-3,5-dihydro-4H-chromeno[2,3-d]pyrimidin-8-yl formate)} was prepared from chromene compound {(2-amino-4-(4-(dimethylamino)phenyl)-5-oxo-4,5-dihydropyran[3,2-c]chromene-3-carbonitril
Anticancer activities, molecular docking and structure–activity relationship of novel synthesized 4H-chromene, and 5H-chromeno[2,3-d]pyrimidine candidates
Halawa, Ahmed H.,Elaasser, Mahmoud M.,El Kerdawy, Ahmed M.,Abd El-Hady, Ahmed M. A. I.,Emam, Hassein A.,El-Agrody, Ahmed M.
, p. 2624 - 2638 (2017)
In the present study, a series of 4H-chromene and 5H-chromeno[2,3-d]pyrimidine derivatives was synthesized and evaluated as potential cytotoxic agents. The cytotoxic activities of the target compounds were evaluated against four cancer cell lines MCF-7, H
Synthesis and biological evaluation of new chromenes and chromeno[2,3-d] pyrimidines
Aissaoui, Mohammed,Belhadj, Fatima,Benabdallah, Mohammed,Choukchou-Braham, Noureddine,Kibou, Zahira,Rahmoun, Mohammed Nadjib,Villemin, Didier
, p. 150 - 155 (2021/12/20)
A simple and efficient approach has been developed to synthesise novel and functionalised 5H-chromeno[2,3-d] pyrimidines derivatives (4a-h). This approach entails treating 2-amino-3-cyano-4H-chromenes (3a-h) with formamidine acetate under microwave irradi
A green route towards substituted 2-amino-4H-chromenes catalyzed by an organobase (TBD) functionalized mesoporous silica nanoparticle without heating
Karmakar, Bikash,Nandi, Rajesh
, p. 2161 - 2172 (2021/04/22)
1,5,7-Triazabicyclo-[4,4,0]-dec-1-ene functionalized mesoporous silica nanoparticle promoted one-pot multicomponent synthesis of 2-amino-4H-chromenes from a phenolic component, different aldehydes and malononitrile was achieved in aqueous media at room te
Three-component coupling approach for the synthesis of 4H-pyrans and pyran-annulated heterocyclic scaffolds utilizing Ag/TiO2 nano-thin films as robust recoverable catalyst
Fatahpour, Maryam,Hadavi, Mohammad Saeed,Hazeri, Nourallah,Lashkari, Mojtaba,Maghsoodlou, Malek Taher,Mahnaei, Sahar,Sadeh, Fatemeh Noori
, p. 127 - 135 (2021/09/28)
As a segment of ongoing surveys and with the aim of expansion of environmentally benign processes, a series of biologically varied type of substituted 2-amino-3-cyano-4H-pyrans and pyran-annulated Scaffolds have been synthesized by tandem Knoevenagel-cycl
Biocompatible Ionic Liquid Promote One-Pot Synthesis of 2-Amino-4H-Chromenes Under Ambient Conditions
Zhu, Anlian,Li, Qixing,Feng, Wanlu,Fan, Dongshuang,Li, Lingjun
, p. 720 - 733 (2020/08/07)
Abstract: The synthesis of 2-amino-4H-chromenes through one-pot multicomponent reactions has received great attention due to the high atom efficiency and the broad bioactivities of the products. Here, the catalytic performances of a series of functional ionic liquids towards this type of reaction were investigated and the results showed that the ionic liquid, choline acetate ([Choline][Ac]), could efficiently promote this reactions under room temperature without the necessary of organic solvents. The reaction is easy to be conducted and the following work-up procedures are very simple. The pure products can be obtained through extraction and washing procedures, no column separation procedures are needed. Intriguingly, this reaction system can be easily scaled up to multi-gram, suggesting its perspective in industrial applications. In addition, the ionic liquid [Choline][Ac] can be easily prepared from cheap and biocompatible materials, and it can be feasibly recycled and reutilized for at least five cycles. Graphic Abstract: Various aldehydes, malononitrile and activated phenols could be converted to thecorresponding 2-amino-4H-chromenes with good to excellent isolated yields underthe catalysis of choline acetate at room temperature. [Figure not available: see fulltext.]
Nano-cellulose-OTiCl3 as a green and efficient catalyst for one-pot synthesis of 2-amino-7-hydroxy-4-aryl-4H-chromene-3-carbonitrile
Sadeghi, Bahareh,Arabian, Elham,Akbarzadeh, Elaheh
, p. 1207 - 1212 (2020/03/23)
2-Amino-7-hydroxy-4-aryl-4H-chromene-3-carbonitrile derivatives were prepared via one-pot three-component reaction among resorcinol, malononitrile and aromatic aldehydes. This reaction carried out successfully by applying nano-cellulose-OTiCl3
Nano CuO–Ag-catalyzed synthesis of some novel pyrano[2,3-d] pyrimidine derivatives and evaluation of their bioactivity
Poola, Sreelakshmi,Shaik, Mahammad S.,Sudileti, Murali,Yakkate, Subbarao,Nalluri, Vedasree,Chippada, Apparao,Cirandur, Suresh R.
, p. 805 - 820 (2019/11/14)
A simple, highly efficient, and green method is developed for the synthesis of pyrano[2,3-d] pyrimidine derivatives via Knoevenagel and Michael addition in the presence of nano CuO–Ag as a catalyst. The structures of synthesized target compounds 5a–l were confirmed by spectral and elemental analysis and were screened for their antioxidant activity by 2,2-diphenyl-1-picrylhydrazyl (DPPH), H2O2, and NO methods. Their antibacterial activity against Gram-negative bacteria Pseudomonas aeruginosa and Escherichia coli, against Gram-positive bacteria such as Bacillus subtilis and Staphylococcus aureus, and antifungal activity against Candida albicans and Candida glabrata was also evaluated. The compounds showed higher bacterial activity than the standard used. Compounds 5b, 5d, 5g, 5h, and 5i exhibited higher free radical scavenging activity than the standard butylated hydroxy toluene (BHT). Compounds 5b, 5d, and 5h showed higher activity on Gram-positive bacteria, and compounds 5b, 5d, 5h, and 5i showed higher activity on Gram-negative bacteria than that of standard tetracycline. Compounds 5b, 5j, and 5l showed much higher antifungal activity against Candida globrata and C. albicans than that of standard Griseofulvin.
