Replacement of dimethylpyrazolyl group in 1,2,4,5-tetrazines by aliphatic alcohols and water

被引:16
|
作者
Ishmetova, R. I. [1 ]
Latosh, N. I. [1 ]
Ganebnykh, I. N. [1 ]
Ignatenko, N. K. [1 ]
Tolshchina, S. G. [1 ]
Rusinov, G. L. [1 ]
机构
[1] Russian Acad Sci, Postovskii Inst Organ Synth, Ural Div, Ekaterinburg 620041, Russia
基金
俄罗斯基础研究基金会;
关键词
Pyridazine; Tetrazine; Anhydrous Acetonitrile; Anhydrous Dioxane; Pyrazolyl Group;
D O I
10.1134/S1070428009070197
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reactions of 3,6-bis(4-R-3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazines and 3-amino-6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazines with aliphatic alcohols and water in the presence of a base involved replacement of the dimethylpyrazolyl group and resulted in the formation of mono- and dialkoxy-1,2,4,5-tetrazines and 6-substituted 3-hydroxy-1,2,4,5-tetrazines. Dissociation constants of the latter were determined by potentiometric titration.
引用
收藏
页码:1102 / 1107
页数:6
相关论文
共 50 条
  • [1] Replacement of dimethylpyrazolyl group in 1,2,4,5-tetrazines by aliphatic alcohols and water
    R. I. Ishmetova
    N. I. Latosh
    I. N. Ganebnykh
    N. K. Ignatenko
    S. G. Tolshchina
    G. L. Rusinov
    [J]. Russian Journal of Organic Chemistry, 2009, 45 : 1102 - 1107
  • [2] Synthesis of monosubstituted 1,2,4,5-tetrazines – 3-amino-1,2,4,5-tetrazines
    Gennady F. Rudakov
    Yurii A. Moiseenko
    Natal’ya А. Spesivtseva
    [J]. Chemistry of Heterocyclic Compounds, 2017, 53 : 802 - 810
  • [3] Synthesis of 1,2,4,5-tetrazines
    Singh, R
    Choubey, AK
    Shukla, AK
    Singh, PK
    [J]. INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 1998, 7 (03) : 173 - 176
  • [4] ACARICIDAL 1,2,4,5-TETRAZINES
    BROOKER, PJ
    PARSONS, JH
    REID, J
    WEST, PJ
    [J]. PESTICIDE SCIENCE, 1987, 18 (03): : 179 - 190
  • [5] 2 HETEROCYCLIC 1,2,4,5-TETRAZINES
    YEH, MY
    HUANG, CY
    UENG, CH
    WANG, Y
    [J]. ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1994, 50 : 1781 - 1784
  • [6] MASS SPECTROMETRY OF 1,2,4,5-TETRAZINES
    LARSEN, C
    BINDERUP, E
    MOLLER, J
    [J]. ACTA CHEMICA SCANDINAVICA, 1967, 21 (10): : 2855 - &
  • [7] The coordination chemistry of 1,2,4,5-tetrazines
    Kaim, W
    [J]. COORDINATION CHEMISTRY REVIEWS, 2002, 230 (1-2) : 127 - 139
  • [8] 1,2,4,5-Tetrazines and Azolo[1,2,4,5]tetrazines: Synthesis and Reactions with Nucleophiles
    S. G. Tolshchina
    G. L. Rusinov
    V. N. Charushin
    [J]. Chemistry of Heterocyclic Compounds, 2013, 49 : 66 - 91
  • [9] Synthesis of monosubstituted 1,2,4,5-tetrazines-3-amino-1,2,4,5-tetrazines
    Rudakov, Gennady F.
    Moiseenko, Yurii A.
    Spesivtseva, Natal'ya A.
    [J]. CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2017, 53 (6-7) : 802 - 810
  • [10] 1,2,4,5-Tetrazines and Azolo[1,2,4,5]tetrazines: Synthesis and Reactions with Nucleophiles
    Tolshchina, S. G.
    Rusinov, G. L.
    Charushin, V. N.
    [J]. CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2013, 49 (01) : 66 - 91