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Heterocyclization of a Thiouracil Derivative as a Synthetic Entry to Novel Condensed Pyrimidines of Biological Interest

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Abstract

Chlorination of an S-methyl-5-cyano-6-arylthiouracil derivative afforded a chloropyrimidine which underwent aminolysis followed by cyclization to give pyrimidothiazolpyrimidine and imidazopyrimidines. The same thiouracil derivative was also used to prepare oxadiazolopyrimidines, triazolopyrimidines, and pyrimidotriazepines via a diaminopyrimidine and its cyclization with a variety of reagents. Some of the newly synthesized compounds showed a high antibacterial activity against Gram (+ve) and Gram (–ve) bacteria.

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ACKNOWLEDGMENTS

The elemental analyses and IR spectra were obtained at the Micro Analytical Center, Faculty of Science, Cairo University, and the NMR spectra were recorded at the Micro Analytical Unit, Faculty of Pharmacy, Cairo University.

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  1. Department of Chemistry, Faculty of Science, Zagazig University, 44519, Zagazig, Egypt

    W. Shehta & A. M. Abdel Hamid

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  1. W. Shehta
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  2. A. M. Abdel Hamid
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Correspondence to A. M. Abdel Hamid.

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Shehta, W., Hamid, A.M.A. Heterocyclization of a Thiouracil Derivative as a Synthetic Entry to Novel Condensed Pyrimidines of Biological Interest. Russ J Org Chem 56, 869–876 (2020). https://doi.org/10.1134/S1070428020050218

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