Abstract
The synthesis of thiobarbituric acid arylidene derivatives proceeds in two steps, which include 5-(2-hydroxy-2-phenyl)ethyl derivative formation and dehydration. The triethylamine promotes increase in the negative charge on the 5th carbon atom (from −0.399 to −0.638) and positive charge on the aldehyde CH=O group carbon atom (from 0.288 to 0.300) in the transition state due to associative interaction (analysis by quantum-chemical method AM1), and it also promotes dehydration by “pushing out” the hydroxy group. The yield of thiobarbituric acid arylidene derivatives reaches 92–99%.
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Original Russian Text © A.I. Rahimov, S.A. Avdeev, 2009, published in Zhurnal Obshchei Khimii, 2009, Vol. 79, No. 11, pp. 1890–1894.
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Rahimov, A.I., Avdeev, S.A. Features of the synthesis of thiobarbituric acid arylidene derivatives in the presence of triethylamine. Russ J Gen Chem 79, 2412–2416 (2009). https://doi.org/10.1134/S1070363209110218
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DOI: https://doi.org/10.1134/S1070363209110218