Sulfation of Allobetulin with Sulfamic Acid in N, N-dimethylformamide and 1,4-dioxane

被引：0
|
作者：
Levdansky, Vladimir A. [1 ]
Ivanenko, Timur Yu. [1 ]
Levdansky, Alexander V. [1 ]
机构：
[1] RAS, Inst Chem & Chem Technol, SB, FRC,KSC, Krasnoyarsk, Russia
来源：
JOURNAL OF SIBERIAN FEDERAL UNIVERSITY-CHEMISTRY | 2024年 / 17卷 / 03期
关键词：
allobetulin; sulfation; sulfamic acid; urea; 1,4-dioxane; N; N-dimethylformamide; 3-sulfate; CYTOTOXICITY; BETULIN;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Sulfuric acid esters of betulin and its numerous derivatives are of interest to the chemical and pharmaceutical industry as complement inhibitors. The development of new efficient methods for the synthesis of sulfuric acid esters of betulin and its derivatives is an actual task. The sulfation of allobetulin with sulfamic acid in the presence of urea in a medium of 1,4-dioxane and N, N-dimethylformamide was studied for the first time. It was found that the reaction proceeds in a homogeneous medium at a temperature of 70-75 degrees C in 3-4 hours with the formation of allobetulin 3-sulfate. The structure of allobetulin 3-sulfate was confirmed by FTIR and NMR spectroscopy, and its composition was confirmed by elemental analysis.
引用
收藏
页码：448 / 456
页数：9
相关论文
共 50 条
  • [31] Activation of cellulose by 1,4-dioxane for dissolution in N,N-dimethylacetamide
    Raus, Vladimir
    Sturcova, Adriana
    Dybal, Jiri
    Slouf, Miroslav
    Vackova, Tatana
    Salek, Petr
    Kobera, Libor
    Vlcek, Petr
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 244
  • [32] Sulfation of Betulin by Sulfamic Acid in DMF and Dioxane
    Levdanskii, V. A.
    Levdanskii, A. V.
    Kuznetsov, B. N.
    CHEMISTRY OF NATURAL COMPOUNDS, 2014, 50 (06) : 1029 - 1031
  • [33] DISSOCIATION CONSTANTS OF SULFAMIC ACID, SALICYCLIC ACID,THYMOL BLUE, AND BROMOCRESOL GREEN IN ANHYDROUS N,N-DIMETHYLFORMAMIDE - ANAL
    LIBBERY, AJ
    STOCK, JT
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1970, : 43 - &
  • [34] Equilibrium solubility determination, modelling and thermodynamic aspects of 6-chloroguanine in aqueous co-solvent mixtures of N,N-dimethylformamide, isopropanol, 1,4-dioxane and dimethyl sulfoxide
    Zheng, Min
    Xu, Renjie
    Zhao, Hongkun
    JOURNAL OF CHEMICAL THERMODYNAMICS, 2019, 134 : 52 - 60
  • [35] Activation of cellulose by 1,4-dioxane for dissolution in N,N-dimethylacetamide/LiCl
    Raus, Vladimir
    Sturcova, Adriana
    Dybal, Jiri
    Slouf, Miroslav
    Vackova, Tatana
    Salek, Petr
    Kobera, Libor
    Vlcek, Petr
    CELLULOSE, 2012, 19 (06) : 1893 - 1906
  • [36] Activation of cellulose by 1,4-dioxane for dissolution in N,N-dimethylacetamide/LiCl
    Vladimír Raus
    Adriana Šturcová
    Jiří Dybal
    Miroslav Šlouf
    Taťána Vacková
    Petr Šálek
    Libor Kobera
    Petr Vlček
    Cellulose, 2012, 19 : 1893 - 1906
  • [37] Solubility of chloroxine in aqueous co-solvent mixtures of N,N-dimethylformamide, dimethyl sulfoxide, N-methyl-2-pyrrolidone and 1,4-dioxane: Determination, solvent effect and preferential solvation analysis
    Li, Wanxin
    Farajtabar, Ali
    Wang, Nan
    Liu, Zongtang
    Fei, Zhenghao
    Zhao, Hongkun
    JOURNAL OF CHEMICAL THERMODYNAMICS, 2019, 138 : 288 - 296
  • [38] 1,4-DIOXANE
    OKI, T
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1983, 41 (02) : 188 - 189
  • [39] THERMAL POLYMERIZATION OF N-TERT-BUTYLACRYLAMIDE IN 1,4-DIOXANE
    ASIKOGLU, B
    KILIC, S
    BAYSAL, BM
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1985, 23 (04) : 1017 - 1029
  • [40] Sulfation of betulin with chlorosulfonic acid in dimethylformamide and dioxane
    Levdansky, V. A.
    Levdansky, A. V.
    Kuznetsov, B. N.
    RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2014, 40 (07) : 748 - 751
12345