STUDY OF THE REACTION OF ETHYL ETHER AND AMIDE OF MONOCHLOROACETIC ACID WITH TERTIARY AMINES
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R-C2H5 of monochloroacetic acid, -C4H9 and amide of monochloroacetic acid were synthesized. Obtained esters and amide of monochloroacetic acid were purified by chromatographic methods. Reactions were carried out with trimethylamine and triethylamines as tertiary amines. The reaction mechanism is based on the mechanism of nucleophilic coupling, and quaternary ammonium salts were synthesized. Alternative conditions of the conducted reactions were studied. The biological activity of the synthesized quaternary ammonium salts was studied and it was found that they have stimulating properties that control the growth of plants. Physico-chemical analysis (IR, PMR) spectra of the obtained quaternary ammonium salts were obtained and analyzed.
Xoliqov TURSINALI. (2025). STUDY OF THE REACTION OF ETHYL ETHER AND AMIDE OF MONOCHLOROACETIC ACID WITH TERTIARY AMINES. «ACTA NUUz», 3(3.2.1), 342–344. https://doi.org/10.69617/nuuz.v3i3.2.1.5746
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5. For recent reviews see: (a) T. Nakamura, K. Okuno, R. Nishiyori and S. Shirakawa, Chem. – Asian J., 2020, 15, 463–472; (b) D. Kristofikova, V. Modrock, M. Meciarova and R. Sebesta, ChemSusChem, 2020, 13, 2828–2858; (c) L. Roiser, K. Zielke and M. Waser, Asian J. Org. Chem., 2018, 7, 852–864; (d) D. Qian and J. Sun, Chem. – Eur. J., 2018, 25, 3740–3751; (e) K. C. Lethesh, W. Dehaen and K. Binnemans, RSC Adv., 2014, 4, 4472–4477.
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7. For selected articles see: (a) P. I. Hora, S. G. Pati, P. J. McNamara and W. A. Arnold, Environ. Sci. Technol. Lett., 2020, 7, 622–631; (b) P. Makvandi, R. Jamaledin, M. Jabbari, N. Nikfarjam and A. Borzacchiello, Dent. Mater., 2018, 34, 851–867; (c) M. C. Jennings, K. P. C. Minbiole and W. M. Wuest, ACS Infect. Dis., 2015, 1, 288–303; d) J. Pernak, Przemysł Chem., 2013, 92, 1653–1656.
8. Jee Sun Yang, Doona Song, Boah Lee, Won Jin Ko, Song-Kyu Park, Misun Won, Kiho Lee, Hwan Mook Kim, Gyoonhee Hana. Synthesis and biological evaluation of novel aliphatic amido-quaternary ammonium salts for anticancer chemotherapy: Part I. European Journal of Medicinal Chemistry 46 (2011) 2861-2866
2. S. Mehan, V. K. Aswal and J. Kohlbrecher, Langmuir, 2014, 30, 9941–9950; (b) S. Mishra and V. K. Tyagi, J. Oleo Sci., 2007, 56, 269–276.
3. M. Watanabe, M. L. Thomas, S. Zhang, U. Kazuhide, Y. Tomohiro and D. Kaoru, Chem. Rev., 2017, 117, 7190–7239; (b) V. Selvamani, V. Suryanarayanan, D. Velayutham and S. Gopukumar, J. Solid State Electrochem., 2016, 20, 2283–2293.
4. J.Přech, P. Pizarro, D. P. Serrano and J. Čejka, Chem. Soc. Rev., 2018, 47, 8263–8830; (b) R. Bai, Q. Sun, N. Wang, Y. Zou, G. Guo, S. Iborra, A. Corma and J. Yu, Chem. Mater., 2016, 28, 6455–6458.
5. For recent reviews see: (a) T. Nakamura, K. Okuno, R. Nishiyori and S. Shirakawa, Chem. – Asian J., 2020, 15, 463–472; (b) D. Kristofikova, V. Modrock, M. Meciarova and R. Sebesta, ChemSusChem, 2020, 13, 2828–2858; (c) L. Roiser, K. Zielke and M. Waser, Asian J. Org. Chem., 2018, 7, 852–864; (d) D. Qian and J. Sun, Chem. – Eur. J., 2018, 25, 3740–3751; (e) K. C. Lethesh, W. Dehaen and K. Binnemans, RSC Adv., 2014, 4, 4472–4477.
6. M. Pateiro-Moure, M. Arias-Estevez and J. Simal- Gandara, Environ. Sci. Technol., 2013, 47, 4984–4998; (b) T. Nardin, C. Barnaba, F. Abballe, G. Trenti, M. Malacarne and R. Larcher, J. Sep. Sci., 2017, 40, 3928–3937.
7. For selected articles see: (a) P. I. Hora, S. G. Pati, P. J. McNamara and W. A. Arnold, Environ. Sci. Technol. Lett., 2020, 7, 622–631; (b) P. Makvandi, R. Jamaledin, M. Jabbari, N. Nikfarjam and A. Borzacchiello, Dent. Mater., 2018, 34, 851–867; (c) M. C. Jennings, K. P. C. Minbiole and W. M. Wuest, ACS Infect. Dis., 2015, 1, 288–303; d) J. Pernak, Przemysł Chem., 2013, 92, 1653–1656.
8. Jee Sun Yang, Doona Song, Boah Lee, Won Jin Ko, Song-Kyu Park, Misun Won, Kiho Lee, Hwan Mook Kim, Gyoonhee Hana. Synthesis and biological evaluation of novel aliphatic amido-quaternary ammonium salts for anticancer chemotherapy: Part I. European Journal of Medicinal Chemistry 46 (2011) 2861-2866
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