Chromeno[2,3-d]pyrimidine-triones Synthesis by a Three-Component Coupling Reaction

被引:26
|
作者
Ghahremanzadeh, Ramin [1 ,2 ]
Fereshtehnejad, Fatemeh [1 ]
Bazgir, Ayoob [1 ]
机构
[1] Shahid Beheshti Univ, Dept Chem, Tehran 1983963113, Iran
[2] ACECR, Avicenna Res Inst, Nanobiotechnol Res Ctr, Tehran 196151177, Iran
关键词
chromeno[2,3-d]pyrimidine; cyclohexane-1,3-dione; barbituric acid; aldehyde; ONE-POT SYNTHESIS; IMMUNODEFICIENCY-VIRUS TYPE-1; EFFICIENT SYNTHESIS; DERIVATIVES; MICROWAVE; AGENTS; CYCLIZATION;
D O I
10.1248/cpb.58.516
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A simple and one-pot synthesis of new chromeno[2,3-d]pyrimidine-triones by a three-component condensation reaction of barbituric acids, aldehydes and cyclohexane-1,3-diones in refluxing ethanol in the presence of p-toluenesulfonic acid (p-TSA) for 3-10 h is reported. Two cyclohexane-1,3-diones, four barbituric acids and six substituted aldehydes were chosen for the library validation. Prominent among the advantages of this new method are operational simplicity, good yields and easy work-up procedures employed.
引用
收藏
页码:516 / 520
页数:5
相关论文
共 50 条
  • [41] One-pot synthesis of pyrido[2,3-d]pyrimidines via efficient three-component reaction in aqueous media
    Shi, Daqing
    Niu, Liliui
    Shi, Jingwen
    Wang, Xiangshan
    Ji, Shunjun
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 44 (05) : 1083 - 1090
  • [42] Three-component, one-pot synthesis of pyrimido[4,5-b]-quinoline and pyrido[2,3-d]pyrimidine derivatives
    Hassan, N. A.
    Hegab, M. I.
    Hashem, A. I.
    Abdel-Motti, F. M.
    Hebah, S. H. A.
    Abdel-Megeid, F. M. E.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 44 (04) : 775 - 782
  • [43] Synthesis and Antimicrobial Activity of New 3H-Chromeno[2,3-d]pyrimidine Derivatives
    A. H. Moustafa
    S. M. Mohammed
    E. A. Abd El-Salam
    H. A. El-Sayed
    Russian Journal of General Chemistry, 2020, 90 : 1566 - 1572
  • [44] Synthesis and Antimicrobial Activity of New 3H-Chromeno[2,3-d]pyrimidine Derivatives
    Moustafa, A. H.
    Mohammed, S. M.
    El-Salam, E. A. Abd
    El-Sayed, H. A.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2020, 90 (08) : 1566 - 1572
  • [45] PYRIDO[2,3-D]PYRIMIDINES .3. SYNTHESIS AND PROPERTIES OF 7-CHLOROPYRIDO(2,3-D)PYRIMIDINE-2,4,5-TRIONES AND 6-NITRO-7-CHLOROPYRIDO[2,3-D]PYRIMIDINE-2,4,5-TRIONES
    BUROVA, OA
    BYSTRYAKOVA, ID
    SMIRNOVA, NM
    SAFONOVA, TS
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1991, (04): : 497 - 501
  • [46] PYRIDO[2,3-D]PYRIMIDINE AND PYRANO[2,3-D]PYRIMIDINE
    CHUIGUK, VA
    PINCHUK, NA
    UKRAINSKII KHIMICHESKII ZHURNAL, 1982, 48 (10): : 1112 - 1113
  • [47] SYNTHESIS OF PYRIDO-[2,3-D]PYRIMIDINE AND PYRROLO-[2,3-D]PYRIMIDINE NUCLEOSIDES
    ITOH, T
    MELIKOHANJANIAN, RG
    ISHIKAWA, I
    KAWAHARA, N
    MIZUNO, Y
    OGURA, H
    JOURNAL OF PHARMACEUTICAL SCIENCES, 1987, 76 (11) : S220 - S220
  • [48] Catalyst-Free Three-Component Tandem Green Synthesis of Pyrano[2,3-d]Pyrimidine Scaffolds in Ethylene Glycol (E-G) as a Recyclable Reaction Medium
    Mohamadpour, Farzaneh
    POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (06) : 3008 - 3018
  • [49] Recent methods in the synthesis of chromeno[2,3-d]pyrimidines
    Varala, Ravi
    Kurra, Mohan
    Amanullah, Mohammed
    Hussien, Mohamed
    Alam, Mohammed Mujahid
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2024, 60 (3-4) : 111 - 117
  • [50] AN EFFICIENT ONE-POT AND SOLVENT-FREE SYNTHESIS OF CHROMENO[2,3-d]PYRIMIDINE DERIVATIVES: MICROWAVE ASSISTED REACTION
    Zonouzi, Afsaneh
    Biniaz, Mojtaba
    Mirzazadeh, Roghieh
    Talebi, Merzieh
    Ng, Seik Weng
    HETEROCYCLES, 2010, 81 (05) : 1271 - 1278