[bmim]BF4-accelarated One-pot Synthesis of 2-amino Thiazole Derivatives

被引:1
|
作者
Duc, Dau Xuan [1 ]
Chung, Nguyen Thi [1 ]
机构
[1] Vinh Univ, Sch Educ, Dept Chem, Vinh City, Vietnam
关键词
Ionic liquid; thioureas; NBS; aryl ketones; heterocyclic compounds; thioamides; 2,4-DISUBSTITUTED THIAZOLES; EFFICIENT SYNTHESIS; CATALYST; OXAZOLES;
D O I
10.2174/1570178620666230207093953
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and environmentally-friendly protocol for the synthesis of 2- (arylamino)thiazoles has been investigated. The two-step, three-component reaction of aryl ketones, N-bromosuccinimide, and thiourea derivatives was performed using [bmim][BF4] ionic liquid as a solvent in one pot and gave products in good to excellent yields. Furthermore, the ionic liquid could be reused up to the 5(th) time without a considerable decrease in the reaction yield. Thirteen thiazoles were obtained in high yields (78-89%) under mild conditions (ambient temperature and relatively short reaction time) and their structures were confirmed by NMR data.
引用
收藏
页码:689 / 695
页数:7
相关论文
共 50 条
  • [1] One-pot synthesis of 4-alkyl-2-amino-4H-chromene derivatives
    Bardasov, Ivan N.
    Alekseeva, Anastasiya U.
    Ershov, Oleg V.
    Grishanov, Dmitry A.
    HETEROCYCLIC COMMUNICATIONS, 2015, 21 (03) : 175 - 177
  • [2] Synthesis of Ionic Liquids [BMIM]BF4 and [BMIM]PF6 under Microwave Irradiation by One-pot
    Du, Xigang
    Du, Jinping
    Zhang, Jun
    Guo, Xuming
    Lu, Weiwei
    Yang, Zhenyu
    FUNCTIONAL MATERIALS AND NANOTECHNOLOGY, 2012, 496 : 84 - 87
  • [3] One-pot synthesis of dimethyl carbonate catalyzed by [bmim]BF4/CH3ONa
    Chen Xiuzhi
    Hu Changwen
    Su Junhua
    Yu Tao
    Gao Zhiming
    CHINESE JOURNAL OF CATALYSIS, 2006, 27 (06) : 485 - 488
  • [4] [Bmim]BF4 ionic liquid: An efficient reaction medium for the one-pot multi-component synthesis of 2-amino-4, 6-diphenylpyridine-3-carbonitrile derivatives
    Mansoor, S. Sheik
    Aswin, K.
    Logaiya, K.
    Sudhan, S. P. N.
    JOURNAL OF SAUDI CHEMICAL SOCIETY, 2016, 20 (05) : 517 - 522
  • [5] Deprotection/reprotection of the amino group in α-amino acids and peptides. A one-pot procedure in [Bmim][BF4] ionic liquid
    Di Gioia, M. L.
    Barattucci, A.
    Bonaccorsi, P.
    Leggio, A.
    Minuti, L.
    Romio, E.
    Temperini, A.
    Siciliano, C.
    RSC ADVANCES, 2014, 4 (06) : 2678 - 2686
  • [6] One-pot Synthesis of 2-Amino-2-chromene and 2-Amino-3-cyano-4H-pyran Derivatives Promoted by Potassium Fluoride
    Maleki, Behrooz
    Sheikh, Safoora
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2015, 47 (05) : 368 - 378
  • [7] Tetramethylguanidine-[bmim][BF4]. An Efficient and Recyclable Catalytic System for One-Pot Synthesis of 4H-Pyrans
    Yanqing Peng
    Gonghua Song
    Feifei Huang
    Monatshefte für Chemie - Chemical Monthly, 2005, 136 : 727 - 731
  • [8] Tetramethylguanidine-[bmim][BF4].: An efficient and recyclahle catalytic system for one-pot synthesis of 4H-pyrans
    Peng, YQ
    Song, GH
    Huang, FF
    MONATSHEFTE FUR CHEMIE, 2005, 136 (05): : 727 - 731
  • [9] One-pot Synthesis of 2-Amino-4H-chromenes Derivatives in Aqueous Solution of Choline Hydroxide
    Li, Lingjun
    Bai, Lili
    Li, Jingjing
    Feng, Wanlu
    Fan, Dongshuang
    Li, Qixing
    Zhu, Anlian
    CHEMISTRYSELECT, 2020, 5 (40): : 12494 - 12499
  • [10] One-Pot Synthesis of Some 2-Amino-4H-benzo[g]chromenes
    Maleki, Behrooz
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2016, 48 (01) : 81 - 87