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Synthesis of fused 1,2,4-triazines as potential antimicrobial and antitumor agents

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Abstract

5-Benzylidene-3-(p-chlorophenyl)-2-aminothiocarbonyl-1,2,4-triazine (2) was prepared via condensation of oxazolinone (1) with thiosemicarbazide. Fused 1,2,4-triazine derivatives (3, 4 and 9) were synthesized from the reaction of compound 2 with ω-bromomethyl aryl ketones, ethyl chloroacetate, and acetic anhydride. Treatment of 4 with acetic anhydride and aromatic aldehydes yielded the corresponding acetyl, diacetyl derivatives (6 and 7) and 7-benzylidene-5-(p-chlorophenyl)-4-thioxo-3-arylidene-1,2,4-triazino [2,1-a]-1,2,4-triazine-1,8-diones (8). The electron impact mass spectra of both the above series of compounds have also been recorded and their fragmentation pattern is discussed. All synthesized fused 1,2,4-triazine derivatives were primary in vitro screened for their antimicrobial and antitumor activity.

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Acknowledgment

The authors acknowledge that the regional center for mycology and biotechnology that has contributed greatly to this study.

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Authors and Affiliations

  1. Chemistry Department, Faculty of Science, Port-Said University, Port Said, Egypt

    Mohamed Abd El-Moneim, I. M. El-Deen & W. Abd El-Fattah

  2. Chemistry Department, Faculty of Science, Suez Canal University, Ismailia, Egypt

    J. A. Hasanen

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  1. Mohamed Abd El-Moneim
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  2. J. A. Hasanen
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  3. I. M. El-Deen
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  4. W. Abd El-Fattah
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Correspondence to W. Abd El-Fattah.

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Abd El-Moneim, M., Hasanen, J.A., El-Deen, I.M. et al. Synthesis of fused 1,2,4-triazines as potential antimicrobial and antitumor agents. Res Chem Intermed 41, 3543–3561 (2015). https://doi.org/10.1007/s11164-013-1470-z

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