Synthesis and in vitro microbiological evaluation of novel series of 8-hydroxy-2-(2-oxo-2H-chromen-3-yl)-5-phenyl-3H-chromeno [2,3-d]pyrimidin-4(5H)-one derivatives catalyzed by reusable silica-bonded N-propylpiperazine sulfamic acid

被引:13
|
作者
Ghashang, M. [1 ]
Mansoor, S. Sheik [2 ]
Aswin, K. [2 ]
机构
[1] Islamic Azad Univ, Najafabad Branch, Fac Sci, Najafabad, Esfahan, Iran
[2] C Abdul Hakeem Coll, Bioact Organ Mol Synthet Unit, Dept Chem Res, Melvisharam 632509, Tamil Nadu, India
关键词
Silica-bonded N-propylpiperazine sulfamic acid (SBPPSA); Chromeno[2,3-d]pyrimidin-4(5H)-one; 2-amino-4H-chromene; 4-(dimethylamino)pyridine (DMAP); Malononitrile; Microbiological evaluation; ONE-POT SYNTHESIS; COUMARIN DERIVATIVES; EFFICIENT SYNTHESIS; NANOPARTICLES; 4H-CHROMENE; ZNO;
D O I
10.1007/s11164-013-1419-2
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Silica-bonded propylpiperazine-N-sulfamic acid is employed as a recyclable catalyst for the synthesis of a series of 8-hydroxy-2-(2-oxo-2H-chromen-3-yl)-5-phenyl-3H-chromeno[2,3-d]pyrimidin-4(5H)-one derivatives by the condensation of 2-amino-3-cyano-7-hydroxy-4-phenyl-4Hchromene derivatives with coumarin-3-carboxylic acid. The heterogeneous catalyst was used for four runs. This method has the advantages of high yields, a cleaner reaction, simple methodology, short reaction times, and easy work-up. All the compounds were evaluated for their in vitro antimicrobial activity against different bacterial and fungal strains.
引用
收藏
页码:3117 / 3133
页数:17
相关论文
共 50 条
  • [31] Nano silica-bonded aminoethylpiperazine: a highly efficient and reusable heterogeneous catalyst for the synthesis of 4H-chromene and 12H-chromeno[2,3-d]pyrimidine derivatives
    Mahmood Tajbakhsh
    Mohaddeseh Kariminasab
    Heshmatollah Alinezhad
    Rahman Hosseinzadeh
    Parizad Rezaee
    Mahgol Tajbakhsh
    Helia Janatian Gazvini
    Mohammadreza Azizi Amiri
    Journal of the Iranian Chemical Society, 2015, 12 : 1405 - 1414
  • [32] Nano silica-bonded aminoethylpiperazine: a highly efficient and reusable heterogeneous catalyst for the synthesis of 4H-chromene and 12H-chromeno[2,3-d]pyrimidine derivatives
    Tajbakhsh, Mahmood
    Kariminasab, Mohaddeseh
    Alinezhad, Heshmatollah
    Hosseinzadeh, Rahman
    Rezaee, Parizad
    Tajbakhsh, Mahgol
    Gazvini, Helia Janatian
    Amiri, Mohammadreza Azizi
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2015, 12 (08) : 1405 - 1414
  • [33] Synthesis and Crystal Structure of 2-Ethoxy-3-n-butyl-benzofuro [2,3-d]pyrimidin-4(3H)-one
    胡扬根
    丁明武
    结构化学, 2008, (01) : 21 - 24
  • [34] Synthesis and antimicrobial activity of novel 2-(pyridin-2-yl)thieno[2,3-d]pyrimidin-4 (3H)-ones
    Haswani, Nitin G.
    Bari, Sanjaykumar B.
    TURKISH JOURNAL OF CHEMISTRY, 2011, 35 (06) : 915 - 924
  • [35] Synthesis and Antibacterial and Antifungal Activity of New Thieno[2,3-d]Pyrimidin-4(3H)-One Derivatives
    B. Kahveci
    İ. S. Doğan
    E. Menteşe
    H. E. Sellitepe
    D. Kart
    Pharmaceutical Chemistry Journal, 2020, 54 : 647 - 653
  • [36] Synthesis and cytotoxic evaluation of some novel 3-[2-(2-phenyl-thiazol-4-yl)-ethyl] -3H-pyrido [2,3-d]pyrimidin-4-one derivatives
    Khajouei, Marzieh Rahmani
    Khodarahmi, Ghadamali
    Ghaderi, Aram
    RESEARCH IN PHARMACEUTICAL SCIENCES, 2021, 16 (05) : 455 - 463
  • [37] Enaminonitrile as Building Block in Heterocyclic Synthesis: Synthesis of Novel 4H-Furo[2,3-d][1,3] oxazin-4-one and Furo[2,3-d] pyrimidin-4(3H)-one Derivatives
    El-Shahawi, Manal M.
    El-Ziaty, Ahmed K.
    JOURNAL OF CHEMISTRY, 2017, 2017
  • [38] Synthesis and Antibacterial and Antifungal Activity of New Thieno[2,3-d]Pyrimidin-4(3H)-One Derivatives
    Kahveci, B.
    Dogan, I. S.
    Mentese, E.
    Sellitepe, H. E.
    Kart, D.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2020, 54 (06) : 647 - 653
  • [39] Anti-inflammatory and Anti-ulcer Activities of New Fused Thiazole Derivatives Derived from 2-(2-Oxo-2H-chromen-3-yl) thiazol-4(5H)-one
    Mohareb, Rafat M.
    Al-Omran, Fatima
    Abdelaziz, Mahmoud A.
    Ibrahim, Rehab A.
    ACTA CHIMICA SLOVENICA, 2017, 64 (02) : 349 - 364
  • [40] Synthesis and anticancer activity of novel pyrazolo[4′,3′:5,6]pyrano[2,3-d] pyrimidin-5(2H)-one derivatives
    Gorle S.
    Gangu K.K.
    Maddila S.
    Jonnalagadda S.B.
    Chemical Data Collections, 2020, 28