Novel azo-compounds based on 2-cyanomethylene-4-thiazolidinone
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Keywords

2-cyanomethylene-4-thiazolidinone
azo-coupling
spectral characteristics
acid-base equilibrium
biological activity

How to Cite

Yanbarisova Я., Tursunov И., Polyanskaya Н., & Kovalchukova О. . (2022). Novel azo-compounds based on 2-cyanomethylene-4-thiazolidinone. Industrial Processes and Technologies, 2(2(4), 77–88. https://doi.org/10.37816/2713-0789-2022-2-2(4)-77-88

Abstract

One of the derivatives of 4-thiazolidinone, namely 2-cyanomethylene-4-thiazolidinone, which, according to the literature data, has biological activity, was chosen as the object of research. The activity of this compound was studied in the azo-combination reactions.

As a result of the experiment, three orange-brown compounds not described in the literature before were isolated with yields from 41% to 74% products of the azo combination of 2‑cyanomethylene-4-thiazolidinone with 3-aminopyridine, 1,3-dimethyl-2-phenyl-4-aminopyrazolone-5 and 1H-3-methyl-4-(4’-methoxy)-phenyl-5-aminopyrazole. The structure of the compounds is proved by spectral analysis methods. The acid-base equilibrium of the isolated compounds was studied by electron spectroscopy. It is shown that their neutral solutions are characterized by absorption bands in the region of 420–430 nm. When sodium hydroxide is added, the long-wave absorption bands undergo a shift to the region of large wavelengths, which is associated with a change in the tautomeric shape and an ionization of compounds. The method of computer screening indicates the low toxicity of the synthesized compounds and the possibility of their use as biologically active drugs.

https://doi.org/10.37816/2713-0789-2022-2-2(4)-77-88
pdf (Русский)
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