OBTAINING THE QUATERNARY AMMONIUM SALT OF VINBLASTINE WITH 4-METHOXYPHENYL 2-CHLOROACETATE
Abstract
In order to prevent some of these adverse events, the ammonium salt of vinblastine was obtained by triturating it with 4-methoxyphenyl 2-chloroacetate. The reactions of 4-methoxyphenyl 2-chloroacetate were first studied with Vinblastine. The reactions were carried out using ethyl acetate, acetone and ethanol as solvents. To carry out the reaction, Vinblastine and 4-methoxyphenyl 2-chloroacetate were dissolved in ethyl alcohol and mixed in a 1:2 molar ratio. No heating of the reaction mass or formation of white smoke was observed during the mixing of the reagents. This suggested that 4-methoxyphenyl 2-chloroacetate did not react vigorously with Vinblastine. However, after this process, it was found that the product yield was not high when the vessel was cooled. The reactions were carried out at temperatures ranging from 35-40, 55-60, 70-75 ℃ and in all experiments, it was found that the products were obtained in high yields at a temperature range of 50-60 ℃. Therefore, all subsequent experiments were carried out with heating at 50-60 ℃ for 3-4 hours. The experimental results showed that the most suitable solvent for the reaction was ethanol, and the reaction was conveniently carried out at 60 ℃ for 3 hours in a 1:2 molar ratio of the reagents. To purify the obtained salts, they were heated in ethyl alcohol and treated with activated charcoal, filtered, and recrystallized. As a result, white salts were formed. The purity of each salt was determined using thin layer chromatography, their physical constants were determined, and their structure was studied. The structure of the obtained compounds was studied using modern physical chemical research methods. In the IR spectra of the products, 1441, 1520, 1560, (C=C in the aromatic ring), vibrations for the C=C bond in the pyridine molecule, and 1610 vibrations for the N=C bond can be seen. 1650 (N+=C). In the 1H NMR spectrum (400 MHz, CDCl3, ppm, J/Hz):- д: 4.98 m.u. there are signals corresponding to the 2 H atoms in the N+-CH2- bond at 7.30 m.u., and to the 2nd and 3rd H atoms in the benzine ring at 7.60 m.u. and 8.24 m.u., respectively.
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