Synthesis and structure of N-(diaminomethylidene)- and N-[bis(cyclohexylamino)methylidene]trifluoromethanesulfonamides

被引：0
|
作者：
L. L. Tolstikova
N. N. Chipanina
L. P. Oznobikhina
B. A. Shainyan
机构：
[1] Russian Academy of Sciences,Favorskii Irkutsk Institute of Chemistry, Siberian Division
来源：
Russian Journal of Organic Chemistry | 2011年 / 47卷
关键词：
Methylidene; Trifluoromethanesulfonic Acid; Methanesulfonamide; Cyclohexylamino; Trifluoromethanesulfonamide;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
N-Trifluoromethylsulfonyl-substituted guanidines CF3SO2N=C(NHR)2 (R = H, cyclohexyl) were synthesized in nearly quantitative yield by reactions of N-sulfinyltrifluoromethanesulfonamide CF3SO2N=S=O with urea and of trifluoromethanesulfonamide with N,N′-dicyclohexylcarbodiimide. N-[Bis(cyclohexylamino)-methylidene]trifluoromethanesulfonamide was subjected to protonation with trifluoromethanesulfonic acid and bis(trifluoromethanesulfonyl)imide, and the structure of the resulting salts and initial N-trifluoromethylsulfonylguanidines was studied by NMR and IR spectroscopy and DFT quantum-chemical calculations.
引用
收藏
页码：1278 / 1283
页数：5
相关论文
共 50 条
  • [31] Synthesis of N-(N'-benzoylhydrazinomethyl)benzamide
    Popovski, Emil
    MOLBANK, 2007, (02)
  • [32] SYNTHESIS AND ALDOSE REDUCTASE INHIBITORY ACTIVITY OF N-(ARYLSULFONYL)GLYCINES AND N-(AROYL)-N-(ARYLMETHYLOXY)GLYCINES
    BALSAMO, A
    BELFIORE, MS
    MACCHIA, M
    MARTINI, C
    NENCETTI, S
    ORLANDINI, E
    ROSSELLO, A
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1994, 29 (10) : 787 - 794
  • [33] Synthesis of N- and S-bis-protected lactosyl isothiobiurets
    Dandale, Anvita S.
    Mangte, Dattatraya V.
    Deshmukh, Shirish P.
    CARBOHYDRATE RESEARCH, 2007, 342 (05) : 753 - 756
  • [34] Synthesis, Spectral Characteristics, and Molecular Structure of N-((N-(p-tolyl)Cyanamido)Methyl)Benzamide
    Zadorozhnii, Pavlo, V
    Kiselev, Vadym V.
    Fedorus, Alona A.
    Kharchenko, Aleksandr, V
    Okhtina, Oxana, V
    CHEMISTRY AFRICA-A JOURNAL OF THE TUNISIAN CHEMICAL SOCIETY, 2023, 6 (01): : 545 - 550
  • [35] Synthesis, Spectral Characteristics, and Molecular Structure of N-((N-(p-tolyl)Cyanamido)Methyl)Benzamide
    Pavlo V. Zadorozhnii
    Vadym V. Kiselev
    Alona A. Fedorus
    Aleksandr V. Kharchenko
    Oxana V. Okhtina
    Chemistry Africa, 2023, 6 : 545 - 550
  • [36] Synthesis, structure, and reactions of triphenylphosphine N-((perfluoroalkyl)sulfonyl)imine and triphenylarsine N-((perfluoroalkyl)sulfonyl)imine
    Zhu, SZ
    Xu, B
    Qin, CY
    Xu, GL
    INORGANIC CHEMISTRY, 1997, 36 (21) : 4909 - 4911
  • [37] Synthesis and crystal structure of N-acryloylcytisine and N-(β-morpholinopropionyl)cytisine
    Ibraev, MK
    Turdybekov, DM
    Fazylov, SD
    Turdybekov, KM
    Gazaliev, AM
    Zhivotova, TS
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 40 (05) : 719 - 722
  • [38] Synthesis and crystal structure of N-(1-ethoxycarbonylalkyl)-N'-β-pyridylcarbonylthiourea
    Xue, Si-Jia
    Shen, Jie-Feng
    Cai, Zhi-Juan
    Wang, Qing-Dong
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2007, 27 (09) : 1137 - 1141
  • [39] Synthesis and Crystal Structure of N-Acryloylcytisine and N-(β-Morpholinopropionyl)cytisine
    M. K. Ibraev
    D. M. Turdybekov
    S. D. Fazylov
    K. M. Turdybekov
    A. M. Gazaliev
    T. S. Zhivotova
    Russian Journal of Organic Chemistry, 2004, 40 : 719 - 722
  • [40] Synthesis of diethyl N-(perfluoroalkanesulfonyl) phosphoramidates and N-(perfluoroalkanesulfonyl) phosphoramidic acids
    Zhu, SH
    Xu, GL
    Qin, CY
    Xu, Y
    Chu, QL
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1998, 140 : 53 - 61
12345