AN EFFICIENT SYNTHESIS OF 2-ARYLBENZOTHIAZOLES USING SILICA SULFURIC ACID, OXALIC ACID AND ALUMINUM CHLORIDE HYDRATE AS HETEROGENEOUS AND HOMOGENEOUS CATALYST SYSTEMS

被引:25
作者
Maleki, Behrooz [1 ]
机构
[1] Sabzevar Tarbiat Moallem Univ, Dept Chem, Sabzevar 397, Iran
关键词
Acidity; Aldehydes; Antibiotics; Antibacterial activity; Antiaromaticity; Antifungal activity; 2-Arylbenzothiazoles; Silica sulfuric acid; Oxalic acid; AlCl3 center dot 6H(2)O; 2-Aminothiophenol; ONE-POT SYNTHESIS; SOLVENT-FREE SYNTHESIS; ONE-STEP SYNTHESIS; SOLID-PHASE SYNTHESIS; 2-SUBSTITUTED BENZOTHIAZOLES; ANTITUMOR BENZOTHIAZOLES; REUSABLE CATALYST; GREEN SYNTHESIS; IONIC LIQUID; IN-VITRO;
D O I
10.1135/cccc2010111
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A convenient method for the synthesis of 2-arylbenzothiazoles from condensation of aromatic/heteroaromatic aldehydes with 2-aminothiophenol has been developed using inexpensive, green and reusable solid acids - silica sulfuric acid (SSA), oxalic acid or AlCl3 center dot 6H(2)O as efficient catalysts. The reactions occurred under mild conditions to afford the corresponding 2-arylbenzothiazoles in good to excellent yields.
引用
收藏
页码:27 / 37
页数:11
相关论文
共 63 条
  • [1] Perchloric Acid-Doped Polyaniline as an Efficient and Reusable Catalyst for the Synthesis of 2-Substituted Benzothiazoles
    Abdollahi-Alibeik, Mohammad
    Poorirani, Safoora
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (12) : 3182 - 3190
  • [2] Cerium (IV) Ammonium Nitrate (CAN) Catalyzed One-pot Synthesis of 2-Arylbenzothiazoles
    Al-Qalaf, Fawzia
    Mekheimer, Ramadan Ahmed
    Sadek, Kamal Usef
    [J]. MOLECULES, 2008, 13 (11): : 2908 - 2914
  • [3] One-step synthesis of 2-arylbenzothiazole ('BTA') and -benzoxazole precursors for in vivo imaging of β-amyloid plaques
    Alagille, D
    Baldwin, RM
    Tamagnan, GD
    [J]. TETRAHEDRON LETTERS, 2005, 46 (08) : 1349 - 1351
  • [4] Facile Route for the Synthesis of Benzothiazoles and Benzimidazoles in the Presence of Tungstophosphoric Acid Impregnated Zirconium Phosphate under Solvent-Free Conditions
    Aliyan, Hamid
    Fazaeli, Razieh
    Fazaeli, Nahid
    Mssah, Ahmad Reza
    Naghash, Hamid Javaherian
    Alizadeh, Mohammad
    Emami, Ginous
    [J]. HETEROATOM CHEMISTRY, 2009, 20 (04) : 202 - 207
  • [5] Dealumination of zeolite beta via dicarboxylic acid treatment
    Apelian, MR
    Fung, AS
    Kennedy, GJ
    Degnan, TF
    [J]. JOURNAL OF PHYSICAL CHEMISTRY, 1996, 100 (41) : 16577 - 16583
  • [6] A Simple, Microwave-Assisted, and Solvent-Free Synthesis of 2-Arylbenzothiazoles by Acetic Acid-Promoted Condensation of Aldehydes with 2-Aminothiophenol in Air
    Azarifar, Davood
    Maleki, Behrooz
    Setayeshnazar, Mehrnaz
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (08) : 2097 - 2102
  • [7] PTSA catalyzed simple and green synthesis of benzothiazole derivatives in water
    Azizi, Najmedin
    Amiri, Alireza Khajeh
    Baghi, Roya
    Bolourtchian, Mohammad
    Hashemi, Mohammad M.
    [J]. MONATSHEFTE FUR CHEMIE, 2009, 140 (12): : 1471 - 1473
  • [8] H2O2/Fe(NO3)3-Promoted Synthesis of 2-Arylbenzimidazoles and 2-Arylbenzothiazoles
    Bahrami, Kiumars
    Khodaei, Mohammad Mehdi
    Naali, Fardin
    [J]. SYNLETT, 2009, (04) : 569 - 572
  • [9] SYNTHESIS OF NITROSUBSTITUTED 4-OXO-4H-PYRIMIDO[2,1-B]BENZOTHIAZOLE-3-CARBOXYLIC ACIDS AND THEIR SPECTRAL CHARACTERISTICS
    BARTOVIC, A
    ILAVSKY, D
    SIMO, O
    ZALIBERA, L
    BELICOVA, A
    SEMAN, M
    [J]. COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1995, 60 (04) : 583 - 593
  • [10] Synthesis of new fluorescent 2-(2′,2"-bithienyl)-1,3-benzothiazoles
    Batista, RMF
    Costa, SPG
    Raposo, MMM
    [J]. TETRAHEDRON LETTERS, 2004, 45 (13) : 2825 - 2828