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
[21]   Sulfonated starch nanoparticles: An effective, heterogeneous and bio-based catalyst for synthesis of 14-aryl-14-H-dibenzo[a,j]xanthenes [J].
Safari, Javad ;
Aftabi, Pegah ;
Ahmadzadeh, Majid ;
Sadeghi, Masoud ;
Zarnegar, Zohre .
JOURNAL OF MOLECULAR STRUCTURE, 2017, 1142 :33-39
[22]   Preparation of a new, green and recyclable catalyst, silica-supported 1-(2-sulfooxy)ethyl)1H-pyridine-1-ium-chloride, and a solvent- and metal-free protocol for the synthesis of 14-aryl-14H-dibenzo[a,j]xanthene derivatives [J].
Sajjadifar, Sami ;
Pornuroz, Maryam .
APPLIED PETROCHEMICAL RESEARCH, 2018, 8 (02) :97-105
[23]   Synthesis of novel dibenzoxanthene derivatives and observation of apoptosis in human hepatocellular cancer cells [J].
Yang, Hui-Hui ;
Liu, Yun-Jun ;
Wang, Xiu-Zhen .
BIOORGANIC CHEMISTRY, 2017, 72 :333-344
[24]   A green approach for the synthesis of 3,4-dihydropyrimidin-2-(1H)-ones (and -thiones) using N,N-diethyl-N-sulfoethanaminium hydrogen sulfate [J].
Zare, Abdolkarim ;
Nasouri, Zahra .
JOURNAL OF MOLECULAR LIQUIDS, 2016, 216 :364-369
[25]   Ionic liquid 1,3-disulfonic acid imidazolium hydrogen sulfate: a novel and highly efficient catalyst for the preparation of 1-carbamatoalkyl-2-naphthols and 1-amidoalkyl-2-naphthols [J].
Zare, Abdolkarim ;
Yousofi, Tahereh ;
Moosavi-Zare, Ahmad Reza .
RSC ADVANCES, 2012, 2 (21) :7988-7991
[26]   Trityl Chloride (TrCI): Efficient and Homogeneous Organocatalyst for the Solvent-Free Synthesis of 14-Aryl-14H-dibenzo[a,j]xanthenes by in situ Formation of Carbocationic System [J].
Zare, Abdolkarim ;
Merajoddin, Maria ;
Abi, Fereshteh ;
Moosavi-Zare, Ahmad Reza ;
Mokhlesi, Mohammad ;
Zolfigol, Mohammad Ali ;
Asgari, Zhila ;
Khakyzadeh, Vahid ;
Hasaninejad, Alireza ;
Khalafi-Nezhad, Ali ;
Parhami, Abolfath .
JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2012, 59 (07) :860-865
[27]   The one-pot synthesis of 14-aryl-14H-dibenzo[a,j]xanthene derivatives using sulfonic acid functionalized silica (SiO2-Pr-SO3H) under solvent free conditions [J].
Ziarani, G. Mohammadi ;
Badiei, A-R. ;
Azizi, M. .
SCIENTIA IRANICA, 2011, 18 (03) :453-457
[28]   Rapid synthesis of 1-amidoalkyl-2-naphthols over sulfonic acid functionalized imidazolium salts [J].
Zolfigol, Mohammad Ali ;
Khazaei, Ardeshir ;
Moosavi-Zare, Ahmad Reza ;
Zare, Abdolkarim ;
Khakyzadeh, Vahid .
APPLIED CATALYSIS A-GENERAL, 2011, 400 (1-2) :70-81