Novel synthesis of condensed pyridin-2(1H)-one and pyrimidine derivatives

被引:9
作者
Soliman, AMM [1 ]
Khodairy, A [1 ]
Ahmed, EA [1 ]
机构
[1] Fac Sci, Dept Chem, Sohag 82524, Egypt
关键词
pyridin-2-ones; pyrimidines; Thorpe-Ziegler cyclization;
D O I
10.1080/10426500307793
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction of N-chloroacetyl derivatives 6-10 with morpholine yielded N-morpholin-1-yl acetyl derivatives 11-15, which were subjected to Thorpe-Zieler cyclization with sodium tent-butoxide to produce the corresponding condensed pyridin-2(1H)-one derivatives 16-20. Treatment of compounds 1, 6-10 with either malononitrile or pchlorobenzylidinemalononitrile in presence of triethylamine, afforded the corresponding pyrimidines 21-25, 27 and pyridine derivative 26 respectively. Moreover compound la teas treated with ethyl isothiocyanoacetate to give the corresponding piprazine derivative 28.
引用
收藏
页码:649 / 665
页数:17
相关论文
共 50 条
  • [31] One-pot Synthesis of 3,4-dihydropyrimidin-2-(1H)-one/thiones bearing Sugar Side Chain Using Samarium Chloride as a Catalyst
    Ali, Ibrahim A. I.
    [J]. REVISTA DE CHIMIE, 2013, 64 (12): : 1413 - 1415
  • [32] Straightforward entry to pyrido[2,3-d]pyrimidine-2,4(1H,3H)-diones and their ADME properties
    Jatczak, Martyna
    Muylaert, Koen
    De Coen, Laurens M.
    Keemink, Janneke
    Wuyts, Benjamin
    Augustijns, Patrick
    Stevens, Christian V.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2014, 22 (15) : 3947 - 3956
  • [33] Synthesis and reactions of some pyrido[2,3-d] pyrimidine derivatives
    Al-Issa, S. A.
    [J]. ASIAN JOURNAL OF CHEMISTRY, 2006, 18 (03) : 2145 - 2150
  • [34] Synthesis and Biological Evaluation of Some Novel Polysubstituted Pyrimidine Derivatives as Potential Antimicrobial and Anticancer Agents
    Rostom, Sherif A. F.
    Ashour, Hayam M. A.
    El Razik, Heba A. Abd
    [J]. ARCHIV DER PHARMAZIE, 2009, 342 (05) : 299 - 310
  • [35] Synthesis and in vitro antiproliferative activity of novel pyrazolo[3,4-d]pyrimidine derivatives
    Abdou, Nermin S.
    Serya, Rabah A. T.
    Esmat, Ahmed
    Tolba, Mai F.
    Ismail, Nasser S. M.
    Abouzid, Khaled A. M.
    [J]. MEDCHEMCOMM, 2015, 6 (08) : 1518 - 1534
  • [36] GdCl3 promoted synthesis of novel pyrimidine fused indazole derivatives and their anticancer activity
    T. Yakaiah
    C. Kurumurthy
    B. P. V. Lingaiah
    B. Narsaiah
    R. Pamanji
    L. R. Velatooru
    J. Venkateswara Rao
    S. Gururaj
    T. Parthasarathy
    B. Sridhar
    [J]. Medicinal Chemistry Research, 2012, 21 : 4261 - 4273
  • [37] GdCl3 promoted synthesis of novel pyrimidine fused indazole derivatives and their anticancer activity
    Yakaiah, T.
    Kurumurthy, C.
    Lingaiah, B. P. V.
    Narsaiah, B.
    Pamanji, R.
    Velatooru, L. R.
    Rao, J. Venkateswara
    Gururaj, S.
    Parthasarathy, T.
    Sridhar, B.
    [J]. MEDICINAL CHEMISTRY RESEARCH, 2012, 21 (12) : 4261 - 4273
  • [38] A convenient synthesis of novel derivatives of pyrido[2,3-d][1,2,4] triazolo[4,3-a]pyrimidine-5,6-dione
    Mosselhi, MAN
    [J]. MONATSHEFTE FUR CHEMIE, 2002, 133 (10): : 1297 - 1304
  • [39] Solvent effects on direct and indirect tautomerism of pyrimidin-2(1H)-one/pyrimidin-2-ol
    Hosseini, Seyed Javad
    [J]. JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2023, 36 (04)
  • [40] Anticancer activity of some novel thieno [2, 3-d] pyrimidine derivatives
    Ghorab, Mostafa M.
    Alsaid, Mansour S.
    [J]. BIOMEDICAL RESEARCH-INDIA, 2016, 27 (01): : 110 - 115