Synthesis of Substituted 5-(1,2,4-Oxadiazol-5-yl)-3,4-dihydropyrimidine-2(1H)-thiones

被引：7
|
作者：
Kharchenko, Juliya V. [1 ]
Detistov, Oleksandr S. [1 ]
Orlov, Valeriy D. [1 ]
机构：
[1] Kharkov Natl Univ, Dept Chem, UA-61077 Kharkov, Ukraine
来源：
JOURNAL OF COMBINATORIAL CHEMISTRY | 2009年 / 11卷 / 02期
关键词：
ONE-POT SYNTHESIS; OXADIAZOLES; RECEPTOR; 3,4-DIHYDROPYRIMIDIN-2(1H)-ONES; CATALYST; AGONISTS;
D O I：
10.1021/cc800111h
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
We have developed a liquid-phase route for combinatorial synthesis of novel substituted 5-(1,2,4-oxadiazol-5-yl)-3,4-dihydropyrimidine-2(1H)-thiones. Biginelli-type three-component condensation of 1-(3-aryl-1,2,4-oxadiazol-5-yl)acetones, thiourea, and benzaldehydes is shown to result in new 5-(1,2,4-oxadiazol-5-yl)-3,4-dihydropyrimidine-2(1H)-thione heterocyclic system. If salicylaldehydes are used in this reaction, a mixture of 5-(1,2,4-oxadiazol-5-yl)-3,4-dihydropyrimidine-2(1H)-thiones and 11-(1,2,4-oxadiazol-5-yl)-2,3,5,6-tetrahydro-4H-2,6-methano-1,3,5-benzoxadiazocine-4-thiones is formed.
引用
收藏
页码：216 / 219
页数：4
相关论文
共 50 条
  • [21] 2-[3-(4-Chlorophenyl)-1,2,4-oxadiazol-5-yl]phenol
    Ding, Wei-Lin
    Shen, Yong-Mei
    Xing, Zhi-Tao
    Wang, Pin-Liang
    Wang, Hai-Bo
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2006, 62 : O5592 - O5593
  • [22] Synthesis of (S)-(-)-1,4-diaryl-6-methyl-4-trifluoromethyl-3,4-dihydropyrimidine-2(1H)-thiones
    N. M. Golovach
    V. A. Sukach
    M. V. Vovk
    Russian Journal of Organic Chemistry, 2012, 48 : 430 - 433
  • [23] One-pot syntheses of 3,4-dihydropyrimidine-2(1H)-thiones catalyzed by La(OTf)3
    Chen, RF
    Qian, CT
    CHINESE JOURNAL OF CHEMISTRY, 2002, 20 (05) : 427 - 430
  • [24] One-Pot Syntheses of 3,4-Dihydropyrimidine-2（1H）-thiones Catalyzed by La（OTf）3
    陈瑞芳
    钱长涛
    Chinese Journal of Chemistry, 2002, (05) : 427 - 430
  • [25] 2-[3-(4-methylphenyl)-1,2,4-oxadiazol-5-yl]phenol
    Ding, Wei-Lin
    Xing, Zhi-Tao
    Wang, Pin-Liang
    Wang, Hai-Bo
    Shen, Yong-Mei
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : O5840 - O5841
  • [26] 2-(3-phenyl-1,2,4-oxadiazol-5-yl)-4H-1-benzopyran-3-ol
    Wang, HB
    Chen, JH
    Wang, JT
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2004, 60 : O1917 - O1918
  • [27] Preparation of 4,6-Diaryl-3,4-dihydropyrimidine-2(1H)-thiones in an Ionic Liquid
    Safaei-Ghomi, Javad
    Ghasemzadeh, Mohammad Ali
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2012, 44 (06) : 527 - 531
  • [28] Synthesis of 2-(1,2,4-oxadiazol-5-yl)-2,3-dihydro-4H-chromen-4-ones
    Kysil, Andrii, I
    Biitseva, Angelina, V
    Bugera, Oleksandra, I
    Yegorova, Tetyana, V
    Voitenko, Zoia V.
    FRENCH-UKRAINIAN JOURNAL OF CHEMISTRY, 2020, 8 (02): : 176 - 182
  • [29] 3-[3-(Pyridin-3-yl)-1,2,4-oxadiazol-5-yl]propanoic acid
    Zhang, Fang
    Liu, Fei
    Chen, Qifan
    Dong, Mingdong
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O193 - U3059
  • [30] SYNTHESIS OF 1,3,4-OXADIAZOL-5-YL, 1,3,4-THIADIAZOL-5-YL, AND 1,2,4-TRIAZOL-5-YL-INDOLES, BENZO[B]THIOPHENES, AND BENZOFURANS
    UNANGST, PC
    MULLICAN, MD
    CETENKO, WA
    CONNOR, DT
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 200 : 45 - ORGN
12345