SYNTHESIS OF 6-R-3-(2-AMINOPHENYL)-2H-1,2,4-TRIAZIN-5-ONES: RESOURCES AND LIMITATIONS

被引:3
|
作者
Voskoboynik, Alexey [1 ]
Berest, Galina [1 ]
Skorina, Dmitriy [1 ]
Karpenko, Alexander [1 ]
Kovalenko, Sergey [1 ]
机构
[1] Zaporizhzhya State Med Univ, Dept Pharmaceut Chem, 26 Mayakovsky Ave, UA-69035 Zaporizhzhya, Ukraine
来源
CHEMISTRY & CHEMICAL TECHNOLOGY | 2011年 / 5卷 / 02期
关键词
6-R-3-(2-aminophenyl)-2H-[1,2,4]triazin-5-ones; hydrazinolysis; nucleophylic cleavage;
D O I
10.23939/chcht05.02.129
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The novel methods of 6-R-3-(2-aminophenyl)2H-1,2,4-triazin-5-ones synthesis by 2-R-[(3H-quinazoline4-yliden) hydrazono]-alpha-carboxylic acid esters hydrazinolysis and nucleophylic cleavage of 3-R-2H[ 1,2,4] triazino[2,3-c] quinazoline-2-ones are worked out. It is shown that 2-R-[(3H-quinazoline-4-yliden) hydrazono]a -carboxylic acid esters under hydrazinolysis form (3H-quinazoline-4-yliden) hydrazine or 6-R-3-(2-aminophenyl)2H-1,2,4-triazin-5-ones. The reaction direction depends on geometric isomerism of corresponding esters.
引用
收藏
页码:129 / 132
页数:4
相关论文
共 50 条
  • [21] Synthesis, Reactivity, and Applications of 4-Amino-3-Thioxo/ Hydrazino-6-Substituted-1,2,4-Triazin-5-Ones and Their Derivatives: A Review
    Alshammari, Nawaa Ali H.
    Bakhotmah, Dina A.
    POLYCYCLIC AROMATIC COMPOUNDS, 2023, 43 (02) : 1107 - 1132
  • [22] Synthesis of novel 2,5-dihydro- and 2,3,4,5-tetrahydro-1,2,4-triazin-5-ones from 2-arylhydrazonoacetamides and orthoesters
    Belskaia, NP
    Zvereva, EE
    Dehaen, W
    Bakulev, VA
    JOURNAL OF CHEMICAL RESEARCH-S, 2000, (12): : 551 - 551
  • [23] SYNTHESIS OF 1,2,4-TRIAZIN-5-ONES THROUGH [4+2] CYCLOADDITION OF 1,2,4-TRIAZA-1,3-DIENES WITH DIPHENYLKETENE
    Nakai, Tatsuya
    Fukutomi, Kyoko
    Yanagisawa, Hiroaki
    Kawasaki, Tomomi
    Sakamoto, Masanori
    HETEROCYCLES, 2009, 79 : 627 - 633
  • [24] SYNTHESIS OF SOME NEW FLUORINE BEARING TRISUBSTITUTED 3-THIOXO-1,2,4-TRIAZIN-5-ONES AS POTENTIAL ANTICANCER AGENTS
    ABDELRAHMAN, RM
    FARMACO, 1992, 47 (03): : 319 - 326
  • [25] STUDIES IN AS-TRIAZINE SERIES .9. METHYLATION OF 1,2,4-TRIAZIN-5-ONES
    DAUNIS, J
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE PARTIE II-CHIMIE MOLECULAIRE ORGANIQUE ET BIOLOGIQUE, 1973, (06): : 2126 - 2129
  • [26] Synthetic Strategies, Chemical Reactivities and Biological Activities of 3-Thioxo-1,2,4-Triazin-5-Ones and their Derivatives
    Makki, Mohammad S. T.
    Abdel-Rahman, Reda M.
    Alharbi, Abdulrahman S.
    MINI-REVIEWS IN ORGANIC CHEMISTRY, 2019, 16 (04) : 308 - 322
  • [27] Synthesis of some (E)-6-[2-(furan-2-yl)ethenyl]-1,2,4-triazin-5-ones and their biological evaluation as antitumor agents
    Ashour, Hayam M.
    El-Wakil, Marwa H.
    Khalil, Mounir A.
    Ismail, Khadiga A.
    Labouta, Ibrahim M.
    MEDICINAL CHEMISTRY RESEARCH, 2013, 22 (04) : 1909 - 1924
  • [28] Synthesis of 4-amino-6-R-4,5-dihydro-3-phenacylthio-1,2,4-triazin-5-ones and 8H-3-R-7-aryl-1,2,4-triazino[3,4-b][1,3,4]thiadiazin-4-ones
    Bazavova, IN
    Britsun, VN
    Esipenko, AN
    Lozynskii, MO
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2003, (06): : 937 - 940
  • [29] Synthesis of some (E)-6-[2-(furan-2-yl)ethenyl]-1,2,4-triazin-5-ones and their biological evaluation as antitumor agents
    Hayam M. Ashour
    Marwa H. El-Wakil
    Mounir A. Khalil
    Khadiga A. Ismail
    Ibrahim M. Labouta
    Medicinal Chemistry Research, 2013, 22 : 1909 - 1924
  • [30] Synthesis of 4-Amino-6-R-4,5-dihydro-3-phenacylthio-1,2,4-triazin-5-ones and 8H-3-R-7-Aryl-1,2,4-triazino[3,4-b][1,3,4]thiadiazin-4-ones
    I. M. Bazavova
    V. N. Britsun
    A. N. Esipenko
    M. O. Lozinskii
    Chemistry of Heterocyclic Compounds, 2003, 39 (6) : 809 - 812