Amberlyst-15 mediated synthesis of 2-substituted 2,3-dihydroquinazolin-4(1H)-ones and their crystal structure analysis

被引:63
|
作者
Murthy, P. Vns [2 ]
Rambabu, D. [1 ,2 ]
Krishna, G. Rama [3 ]
Reddy, C. Malla [3 ]
Prasad, K. R. S. [2 ]
Rao, M. V. Basaveswara [4 ]
Pal, Manojit [1 ]
机构
[1] Univ Hyderabad Campus, Inst Life Sci, Hyderabad 500046, Andhra Pradesh, India
[2] KL Univ, Dept Chem, Vaddeswaram 522502, Guntur, India
[3] Indian Inst Sci Educ & Res, Dept Chem Sci, Kolkata 741252, W Bengal, India
[4] Krishna Univ, Dept Chem, Machilipatnam 521001, AP, India
关键词
2,3-Dihydroquinazolin-4(1H)-ones, Aldehydes; Amberlyst-15; POT 3-COMPONENT SYNTHESIS; ASYMMETRIC-SYNTHESIS; CATALYST; QUINAZOLIN-4(3H)-ONES; EFFICIENT; ACID;
D O I
10.1016/j.tetlet.2011.12.023
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and clean method has been developed for the synthesis of 2-substituted 2,3-dihydroquinazolin-4(1H)-ones using Amberlyst-15 as a recyclable catalyst. A variety of dihydroquinazolinones were prepared from 2-aminobenzamide and aldehydes under mild conditions in excellent yields. Further structure elaboration of one compound and the crystal structure analysis and hydrogen bonding patterns of the two compounds prepared by using this methodology is presented. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:863 / 867
页数:5
相关论文
共 50 条
  • [1] Nanoporous aluminosilicate mediated synthesis of 2-and 2,2-substituted 2,3-dihydroquinazolin-4(1H)-ones
    Aldred, Matthew P.
    Li, Fuxuan
    Kuang, Rong
    Thomas, Owen L.
    Davies, Thomas E.
    Taylor, Stuart H.
    Miedziak, Peter J.
    Graham, Andrew E.
    TETRAHEDRON LETTERS, 2024, 140
  • [2] Advances in Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones
    Zhang, Xiaopeng
    Zhu, Yanjie
    Zhu, Yisong
    Li, Zhengwei
    Zhang, Guisheng
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2019, 39 (09) : 2392 - 2402
  • [3] A new and facile synthesis 2,3-dihydroquinazolin-4(1H)-ones
    Foad Shaghayeghi Toosi
    Mohsen Khakzadi
    Research on Chemical Intermediates, 2015, 41 : 311 - 317
  • [4] A new and facile synthesis 2,3-dihydroquinazolin-4(1H)-ones
    Toosi, Foad Shaghayeghi
    Khakzadi, Mohsen
    RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (01) : 311 - 317
  • [5] Synthesis of 2,3-dihydroquinazolin-4(1H)-ones catalyzed by α-chymotrypsin
    Zhang, Shi-Guo
    Xie, Zong-Bo
    Liu, Lian-Sheng
    Liang, Meng
    Le, Zhang-Gao
    CHINESE CHEMICAL LETTERS, 2017, 28 (01) : 101 - 104
  • [6] Synthesis of 2,3-dihydroquinazolin-4(1H)-ones catalyzed by a-chymotrypsin
    Shi-Guo Zhang
    Zong-Bo Xie
    Lian-Sheng Liu
    Meng Liang
    Zhang-Gao Le
    Chinese Chemical Letters, 2017, 28 (01) : 101 - 104
  • [7] 2,3-Dihydroquinazolin-4(1H)-ones: Visible light mediated synthesis, solvatochromism and biological activity
    Hemalatha, K.
    Madhumitha, G.
    Vasavi, C. S.
    Munusami, Punnagai
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, 2015, 143 : 139 - 147
  • [8] Light induced oxidation of 2,3-dihydroquinazolin-4(1H)-ones
    Memarian, Hamid R.
    Ebrahimi, Saeid
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2013, 271 : 8 - 15
  • [9] A Facile Microwave and SnCl2 Synthesis of 2,3-Dihydroquinazolin-4(1H)-ones
    O'Brien, Nicholas S.
    McCluskey, Adam
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2020, 73 (12) : 1176 - 1186
  • [10] A facile and rapid access towards the synthesis of 2,3-dihydroquinazolin-4(1H)-ones
    Labade, Vilas B.
    Shinde, Pravin V.
    Shingare, Murlidhar S.
    TETRAHEDRON LETTERS, 2013, 54 (43) : 5778 - 5780