An efficient synthesis of substituted 4,5-dihydroxyimidazolidin-2-ones by oxidation of imidazolin-2-ones with HNO3

被引：1
|
作者：
V. Baranov, Vladimir [1 ]
Prakhov, Pavel D. [1 ,2 ]
Kolotyrkina, Natalya G. [1 ]
Kravchenko, Angelina N. [1 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
[2] DI Mendeleev Univ Chem Technol Russia, Moscow 125047, Russia
来源：
MENDELEEV COMMUNICATIONS | 2024年 / 34卷 / 01期
关键词：
4,5-dihydroxyimidazolidin-2-ones; nitric acid; oxidation; 4-imidazolin-2-ones; diastereomers; acyloins; ureas; CONDENSATION; GLYCOLURIL; UREAS; HYDANTOINS; BAMBUSURIL; CHEMISTRY; WATER; ACID;
D O I：
10.1016/j.mencom.2024.01.035
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Previously unavailable 1,3-dialkyl-4,5-diaryl-4,5-dihydroxyimidazolidin-2-ones were obtained by the oxidation of 1,3-dialkyl-4,5-diaryl-4-imidazolin-2-ones with HNO3 (65 or 84% aq.). The scope of required 4-imidazolin-2-ones obtained from acyloins has been expanded, which provided preparation of new representatives of the title compounds.
引用
收藏
页码：116 / 118
页数：3
相关论文
共 50 条
  • [31] SYNTHESIS OF 4-ARYLIDENE-2-PHENYL-2-IMIDAZOLIN-5-ONES
    DEVASIA, GM
    SHAFI, PM
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1979, 17 (05): : 526 - 527
  • [32] MASS-SPECTRA OF ALKYL-4-PHENYL-4-IMIDAZOLIN-2-ONES AND PHENYL-4-IMIDAZOLIN-2-ONES
    HOLZMANN, G
    KRIEG, B
    LAUTENSCHLAGER, H
    KONIECZNY, P
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1979, 16 (05) : 983 - 991
  • [33] APPROACHES TO THE SYNTHESIS OF 5-BENZYLIDENE-2-IMIDAZOLIN-4-ONES
    PRAGER, RH
    TSOPELAS, C
    AUSTRALIAN JOURNAL OF CHEMISTRY, 1990, 43 (02) : 367 - 374
  • [34] AN IMPROVED SYNTHESIS OF 1-ALKYL-4-IMIDAZOLIN-2-ONES
    WONG, O
    TSUZUKI, N
    RICHARDSON, M
    RYTTING, H
    KONISHI, R
    HIGUCHI, T
    HETEROCYCLES, 1987, 26 (12) : 3153 - 3158
  • [35] Efficient Synthesis of 2-(8-Quinolinoxy)-4H-imidazolin-4-ones
    DING Ming-wu **
    Chemical Research in Chinese Universities, 2003, (03) : 302 - 305
  • [36] New efficient synthesis of 2-alkylthio5-benzylidene-4h-imidazolin-4-ones
    Ding, MW
    Sun, Y
    Liu, XP
    Liu, ZJ
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2003, 35 (04) : 391 - 396
  • [37] 4,5-Dihydroxyimidazolidin-2-ones in α-ureidoalkylation of N-carboxy-, N-hydroxy-, and N-aminoalkylureas 2. α-Ureidoalkylation of N-(hydroxyalkyl)ureas
    A. N. Kravchenko
    A. S. Sigachev
    P. A. Belyakov
    M. M. Ilyin
    K. A. Lyssenko
    V. A. Davankov
    O. V. Lebedev
    N. N. Makhova
    V. A. Tartakovsky
    Russian Chemical Bulletin, 2009, 58 : 1264 - 1269
  • [38] 4,5-Dihydroxyimidazolidin-2-ones in α-ureidoalkylation of N-carboxy-, N-hydroxy-, and N-aminoalkylureas 2. α-Ureidoalkylation of N-(hydroxyalkyl)ureas
    Kravchenko, A. N.
    Sigachev, A. S.
    Belyakov, P. A.
    Ilyin, M. M.
    Lyssenko, K. A.
    Davankov, V. A.
    Lebedev, O. V.
    Makhova, N. N.
    Tartakovsky, V. A.
    RUSSIAN CHEMICAL BULLETIN, 2009, 58 (06) : 1264 - 1269
  • [39] QUANTITATIVE SYNTHESIS OF 2-ARYL-4-ARYLIDENE-2-IMIDAZOLIN-5-ONES
    SHAFI, PM
    CURRENT SCIENCE, 1985, 54 (23): : 1231 - 1232
  • [40] High-throughput parallel synthesis of 3,4-disubstituted 1-(ω-hydroxyalkyl) imidazolin-2-ones on 'volatilizable' supports
    Li, Yangmei
    Yu, Yongping
    Giulianotti, Marc
    Houghten, Richard A.
    TETRAHEDRON LETTERS, 2008, 49 (22) : 3632 - 3633
12345