- Issue
- Journal of Siberian Federal University. Chemistry. 2020 13 (3)
- Authors
- Vasilyeva, Natalia Yu.; Kazachenko, Alexander S.; Malyar, Yuriy N.; Kuznetsov, Boris N.
- Contact information
- Vasilyeva, Natalia Yu.: Institute of Chemistry and Chemical Technology SB RAS FRC “Krasnoyarsk Science Center SB RAS” Krasnoyarsk, Russian Federation; Siberian Federal University Krasnoyarsk, Russian Federation; Kazachenko, Aleksandr S.: Institute of Chemistry and Chemical Technology SB RAS FRC “Krasnoyarsk Scientific Center SB RAS” Krasnoyarsk, Russian Federation; Siberian Federal University Krasnoyarsk, Russian Federation; Malyar, Yuriy N.: Institute of Chemistry and Chemical Technology SB RAS FRC “Krasnoyarsk Science Center SB RAS” Krasnoyarsk, Russian Federation; Siberian Federal University Krasnoyarsk, Russian Federation; Kuznetsov, Boris N.: Institute of Chemistry and Chemical Technology SB RAS FRC “Krasnoyarsk Science Center SB RAS” Krasnoyarsk, Russian Federation; Siberian Federal University Krasnoyarsk, Russian Federation;
- Keywords
- betulin; sulfation; chlorosulfonic acid; pyridine; betulin 3,28-disulfate; identification IR-, Raman- and 13C NMR-spectroscopy; scanning electron microscopy; thin-layer chromatography; micelle formation
- Abstract
It was found that when betulin is sulfated with chlorosulfonic acid in pyridine medium, 3,28-disulfate of betulin is formed in a stable salt form. Under optimal synthesis conditions: temperature 70 °C, duration 2 hours, molar ratio betulin / chlorosulfonic acid 4.0, betulin is completely converted into betulin 3.28-disulfate. The structure and composition of betulin 3,28-disulfate were confirmed by elemental analysis, IR, Raman and 13C NMR spectroscopy. Betulin 3,28-disulfate was isolated both in the form of an unstable H + -form and in a stable forms of sodium and pyridinium salts. Sodium salt of 3,28-disulfate is a needle-like crystals collected in cobweb-like aggregates. The sodium salt of 3,28-disulfate has mycellar properties, the critical concentration of mycellar formation is 0.23 mmol / L.
- Pages
- 447-459
- DOI
- 10.17516/1998-2836-0197
- Paper at repository of SibFU
- https://elib.sfu-kras.ru/handle/2311/136706
Journal of Siberian Federal University. Chemistry / Sulfation of Betulin with Chlorosulfonic Acid in Pyridine
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