MCM-41-N-propylsulfamic acid: An efficient catalyst for one-pot synthesis of 1-amidoalkyl-2-naphtols

被引:66
作者
Hajjami, Maryam [1 ]
Ghorbani, Farshid [2 ]
Bakhti, Fariba [1 ]
机构
[1] Ilam Univ, Fac Sci, Dept Chem, Ilam, Iran
[2] Univ Kurdistan, Fac Nat Resource, Dept Environm, Sanandaj 6677715177, Iran
关键词
1-Amidoalkyl-2-naphtols; MCM-41; MCM-41-N-propylsulfamic acid; Solvent-free; Multicomponent reaction; SOLVENT-FREE CONDITIONS; RECYCLABLE HETEROGENEOUS CATALYST; AMIDOALKYL NAPHTHOLS; MESOPOROUS SILICA; REUSABLE CATALYST; ROOM-TEMPERATURE; FACILE SYNTHESIS; TRITYL CHLORIDE; NEUTRAL MEDIA; BETA-NAPHTHOL;
D O I
10.1016/j.apcata.2013.11.002
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
An efficient, one-pot three-component condensation of aromatic aldehydes, acetamide and 2-naphtol in the presence of catalytic amounts of MCM-41-N-propylsulfamic acid under thermal solvent-free conditions is described for the preparation of 1-amidoalkyl-2-naphtols in good to excellent yields. In this work, MCM-41-N-propylsulfamic acid was prepared by reaction of propylamine functionalized MCM-41 and chlorosulfonic acid and characterized by FTIR, XRD and TGA. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:303 / 310
页数:8
相关论文
共 49 条
  • [1] Polymer-supported Sulphonic Acid Catalyzed Three-component One-pot Synthesis of α-Amidoalkyl-β-naphthols
    An Li-Tao
    Lu Xiao-Hua
    Ding Fei-Qing
    Jiang Wen-Qing
    Zou Jian-Ping
    [J]. CHINESE JOURNAL OF CHEMISTRY, 2008, 26 (11) : 2117 - 2119
  • [2] A NEW FAMILY OF MESOPOROUS MOLECULAR-SIEVES PREPARED WITH LIQUID-CRYSTAL TEMPLATES
    BECK, JS
    VARTULI, JC
    ROTH, WJ
    LEONOWICZ, ME
    KRESGE, CT
    SCHMITT, KD
    CHU, CTW
    OLSON, DH
    SHEPPARD, EW
    MCCULLEN, SB
    HIGGINS, JB
    SCHLENKER, JL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (27) : 10834 - 10843
  • [3] Aqueous heavy metals removal on amine-functionalized Si-MCM-41 and Si-MCM-48
    Benhamou, A.
    Baudu, M.
    Derriche, Z.
    Basly, J. P.
    [J]. JOURNAL OF HAZARDOUS MATERIALS, 2009, 171 (1-3) : 1001 - 1008
  • [4] Preparation of MCM-41 with high thermal stability and complementary textural porosity
    Chen, HX
    Wang, YC
    [J]. CERAMICS INTERNATIONAL, 2002, 28 (05) : 541 - 547
  • [5] A facile synthesis of 1,7-dicarbonyl compounds via three-component Michael addition reactions
    Chetia, A
    Saikia, CJ
    Lekhok, KC
    Boruah, RC
    [J]. TETRAHEDRON LETTERS, 2004, 45 (12) : 2649 - 2651
  • [6] Synthesis of highly functionalized oxazines by Vilsmeier cyclization of amidoalkyl naphthols
    Damodiran, M.
    Selvam, N. Panneer
    Perumal, Paramasivan T.
    [J]. TETRAHEDRON LETTERS, 2009, 50 (39) : 5474 - 5478
  • [7] Iodine catalyzed preparation of amidoalkyl naphthols in solution and under solvent-free conditions
    Das, Biswanath
    Laxminarayana, Keetha
    Ravikanth, B.
    Rao, B. Rama
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 261 (02) : 180 - 183
  • [8] IONIC LIQUID [NMP]+HSO4-: AN EFFICIENT AND RECYCLABLE CATALYST FOR THE SYNTHESIS OF 1-AMIDOALKYL-2-NAPHTHOLS AND 1-CARBAMATOALKYL-2-NAPHTHOLS UNDER SOLVENT-FREE CONDITIONS
    Deshmukh, Krishna M.
    Qureshi, Ziyauddin S.
    Patil, Yogesh P.
    Bhanage, Bhalchandra M.
    [J]. SYNTHETIC COMMUNICATIONS, 2012, 42 (01) : 93 - 101
  • [9] Sodium bromide catalysed one-pot synthesis of tetrahydrobenzo[b]pyrans via a three-component cyclocondensation under microwave irradiation and solvent free conditions
    Devi, I
    Bhuyan, PJ
    [J]. TETRAHEDRON LETTERS, 2004, 45 (47) : 8625 - 8627
  • [10] Novel method for the fast preconcentration and monitoring of a ppt level of lead and copper with a modified hexagonal mesoporous silica compound and inductively coupled plasma atomic emission spectrometry
    Ganjali, MR
    Babaei, LH
    Badaei, LH
    Ziarani, GM
    Tarlani, A
    [J]. ANALYTICAL SCIENCES, 2004, 20 (04) : 725 - 729