ETHYLENEDIAMINE-DERIVED BIS-α-AMINONITRILE AND BIS-α-AMINO ACID: SYNTHESIS, HYDROLYSIS AND ANTIFUNGAL ACTIVITY AGAINST BIOCORROSION-RELATED MICROMYCETES
Authors
Khamrayeva Komila Bakhodir kizi, Kodirov Abduakhad Abdurakhimovich, Kholiqova Gulnoza Alisher kizi, Abdullayeva Manzura Yunuz kizi

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A one-pot Strecker-type cyanation of ethylenediamine with acetone cyanohydrin (or acetone and an inorganic cyanide) affords 2,2′-(ethane-1,2-diylbis(azanediyl))bis(2-methylpropanenitrile) (4) in 68–94% yield, depending on the cyanating agent, solvent and dehydrating salt. Complete alkaline or acidic hydrolysis of both nitrile groups of 4 gives the new bis-α-amino acid 2,2′-(ethane-1,2-diylbis(azanediyl))bis(2-methylpropanoic acid) (5) in 84–93% yield. The structures were confirmed by IR, 1H and 13C NMR spectroscopy, elemental analysis and high-resolution mass spectrometry. The antifungal activity of 4 and 5 was evaluated at the Central Chemical Laboratory of the Shurtan Oil and Gas Production Department on samples taken from absorber columns, filters, process columns and absorber trays against three micromycetes (Alternaria tenuis, Fusarium vasinfectum and Verticillium dahliae). Complete suppression of fungal growth was observed in 5 of 24 test combinations, and the enterprise reported a 78–81% efficiency against corrosion-inducing microorganisms. Compounds 4 and 5 are therefore promising candidates for inhibitors of microbiologically influenced corrosion in oil and gas equipment.
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Authors
Khamrayeva Komila Bakhodir kizi, Kodirov Abduakhad Abdurakhimovich, Kholiqova Gulnoza Alisher kizi, Abdullayeva Manzura Yunuz kizi

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References:
El Ibrahimi, B., Jmiai, A., Bazzi, L., & El Issami, S. (2020). Amino acids and their derivatives as corrosion inhibitors for metals and alloys. Arabian Journal of Chemistry, 13, 740–771.
Enders, D., & Shilvock, J. P. (2000). Some recent applications of α-amino nitrile chemistry. Chemical Society Reviews, 29, 359–373.
Kahrilas, G. A., Blotevogel, J., Stewart, P. S., & Borch, T. (2015). Biocides in hydraulic fracturing fluids: A critical review of their usage, mobility, degradation, and toxicity. Environmental Science & Technology, 49, 16–32.
Khamrayeva, K., Kadirov, A., & Tursunova, Z. (2026a). Synthesis of bis-aminonitrile from ethylenediamine and acetone cyanohydrin. In Resource-saving technologies and innovative solutions for high-quality production in industry: Proceedings of the International Scientific and Practical Conference (pp. 256–257). Karakalpak State University. (In Uzbek)
Khamrayeva, K. B., Izbasarova, G. Sh., Tursunova, Z. M., & Kodirov, A. A. (2026b). Synthesis of bis-amino acids based on alkaline and acid hydrolysis of bis-aminonitriles. ACTA NUUz (Bulletin of the National University of Uzbekistan), 3, 386–388. (In Uzbek)
Little, B. J., & Lee, J. S. (2007). Microbiologically influenced corrosion. Wiley-Interscience.
Opatz, T. (2009). The chemistry of deprotonated α-aminonitriles. Synthesis, 2009(12), 1941–1959.
Strecker, A. (1850). Ueber die künstliche Bildung der Milchsäure und einen neuen, dem Glycocoll homologen Körper. Annalen der Chemie und Pharmacie, 75, 27–45. (In German)
Videla, H. A., & Herrera, L. K. (2005). Microbiologically influenced corrosion: Looking to the future. International Microbiology, 8, 169–180.
Wang, J., Liu, X., & Feng, X. (2011). Asymmetric Strecker reactions. Chemical Reviews, 111, 6947–6983.
