NOVEL IONIC LIQUID [Et3N-SO3H][MeSO3]: SYNTHESIS, CHARACTERIZATION AND CATALYTIC PERFORMANCE FOR THE SYNTHESIS OF 14-ARYL-14H- DIBENZO[A,J]XANTHENES

被引:3
作者
Sadeghi-Takallo, Masoud [1 ]
Zare, Abdolkarim [1 ]
机构
[1] Payame Noor Univ, Dept Chem, POB 19395-3697, Tehran, Iran
关键词
Protic acidic ionic liquid; N; N-Diethyl-N-sulfoethanaminium methanesulfonate ([Et3N-SO3H][MeSO3]); 2-Naphthol; Arylaldehyde; 14-Aryl-14H-dibenzo[a; j]xanthene; ONE-POT SYNTHESIS; EFFICIENT CATALYST; HIGHLY EFFICIENT; XANTHENE; DERIVATIVES; GREEN;
D O I
10.4314/bcse.v33i1.7
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The main aim of this work is introducing a novel protic acidic ionic-liquid catalyst for organic synthesis. Thus, N,N-diethyl-N-sulfoethanaminium methanesulfonate ([Et3N-SO3H][MeSO3]) was synthesized by the reaction of triethylamine with chlorosulfonic acid, and then with methanesulfonic acid. The structure of this novel protic acidic ionic liquid was identified by FT-IR, H-1 NMR, C-13 NMR and mass spectral data. Its catalytic activity was examined for the solvent-free reaction of 2-naphthol with arylaldehydes to provide 14-aryl-14H-dibenzo[a,j]xanthenes. [Et3N-SO3H][MeSO3] efficiently catalyzed the reaction, and the products were obtained in high to excellent yields and in short reaction times.
引用
收藏
页码:69 / 76
页数:8
相关论文
共 28 条
[1]   Performance and photostability of xanthene and pyrromethene laser dyes in sol-gel phases [J].
Ahmad, M ;
King, TA ;
Ko, DK ;
Cha, BH ;
Lee, J .
JOURNAL OF PHYSICS D-APPLIED PHYSICS, 2002, 35 (13) :1473-1476
[2]   Acidic Ionic Liquids [J].
Amarasekara, Ananda S. .
CHEMICAL REVIEWS, 2016, 116 (10) :6133-6183
[3]   CONVERSION OF GLUCOSE INTO PLATFORM CHEMICALS USING ALUMINOPHOSPHATES (SAPO-5 and MeAPO-5) IN [BMIM]Cl IONIC LIQUID [J].
Ayele, Lijalem ;
Dadi, Gemechu ;
Mamo, Wondimagenge ;
Chebude, Yonas ;
Diaz, Isabel .
BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA, 2014, 28 (01) :45-52
[4]   Fe3O4@SiO2-SnCl4: An Efficient Catalyst for the Synthesis of Xanthene Derivatives under Ultrasonic Irradiation [J].
Bamoniri, Abdolhamid ;
Mirjalili, Bi Bi Fatemeh ;
Fouladgar, Sara .
POLYCYCLIC AROMATIC COMPOUNDS, 2017, 37 (05) :345-361
[5]   Luminescent sensors and switches in the early 21st century [J].
Callan, JF ;
de Silva, AP ;
Magri, DC .
TETRAHEDRON, 2005, 61 (36) :8551-8588
[6]   Fe+3-montmorillonite K10 as an Efficient Reusable Heterogeneous Catalyst for the Grind Mediated Synthesis of 14-aryl-14H-dibenzo [a,j]xanthenes [J].
Fekri, Leila Z. ;
Nikpassand, Mohammad ;
Fard, Hajar S. ;
Marvi, Omid .
LETTERS IN ORGANIC CHEMISTRY, 2016, 13 (02) :135-142
[7]   Catalyst-Free One-Pot Four Component Synthesis of Polysubstituted Imidazoles in Neutral Ionic Liquid 1-Butyl-3-methylimidazolium Bromide [J].
Hasaninejad, Alireza ;
Zare, Abdolkarim ;
Shekouhy, Mohsen ;
Rad, Javad Ameri .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2010, 12 (06) :844-849
[8]   A novel dicationic ionic liquid as a highly effectual and dual-functional catalyst for the synthesis of 3-methyl-4-arylmethylene-isoxazole-5(4H)-ones [J].
Irannejad-Gheshlaghchaei, Navid ;
Zare, Abdolkarim ;
Sajadikhah, Seyed Sajad ;
Banaei, Alireza .
RESEARCH ON CHEMICAL INTERMEDIATES, 2018, 44 (10) :6253-6266
[9]   POTENTIATION OF THE ANTIVIRAL ACTIVITY OF POLY R(A-U) BY XANTHENE DYES [J].
JAMISON, JM ;
KRABILL, K ;
HATWALKAR, A ;
JAMISON, E ;
TSAI, C .
CELL BIOLOGY INTERNATIONAL REPORTS, 1990, 14 (12) :1075-1084
[10]   XANTHENE-DYE-LABELED PHOSPHATIDYLETHANOLAMINES AS PROBES OF INTERFACIAL PH - STUDIES IN PHOSPHOLIPID-VESICLES [J].
KNIGHT, CG ;
STEPHENS, T .
BIOCHEMICAL JOURNAL, 1989, 258 (03) :683-687