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Electronic absorption spectra and acidity of new condensed systems of uracil-derivatives of 1,3-dithiolo[4,5-d]pyrimidine

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The first and second ionization constants of certain halouracils and a series of derivatives of a new condensed heterocyclic system — (4H,6H)-1,3-dithiolo[4,5-d]pyrimidine-5,7-dione — were evaluated spectroscopically. Substituents at the 2-position of this system were discovered to have considerable influence on the NH-acidity, which increases in the series of 2-O=, 2-S=, 2-Se=, 2-[(C2H5)2N=]+. The stability of the spectrum at pH ∼ 14 for the 2-S= and 2-Se= derivatives indicates their unusual stability toward hydrolysis, compared with the 2-O= derivative. The mono- and diionization considerably influence the absorption of the dithiolthione and dithiolselenone system, causing bathochromic shifts.

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Authors and Affiliations

  1. Riga Technical University, 226048, Riga

    O. Ya. Neiland & N. N. Zagorskaya

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  1. O. Ya. Neiland
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  2. N. N. Zagorskaya
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 416–421, March, 1992.

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Neiland, O.Y., Zagorskaya, N.N. Electronic absorption spectra and acidity of new condensed systems of uracil-derivatives of 1,3-dithiolo[4,5-d]pyrimidine. Chem Heterocycl Compd 28, 350–354 (1992). https://doi.org/10.1007/BF00529385

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  • DOI: https://doi.org/10.1007/BF00529385

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