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Synthesis and Fluorescence Properties of new Monastrol Analogs Conjugated Fluorescent Coumarin Scaffolds

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Abstract

A mild and efficient method has been used for the synthesis of ethyl 4-(3-hydroxphenyl)-6-methyl-2-thioxo-1,3-dihydroprimidine-5-carboxylate (monastrol) (2), via Biginelli reaction. Alkylation of 2 with the fluorescent coumarin 3 afforded the new thioether analog 4. Similarly, ethyl 4-(6,8-dichloro-2-oxo-2 H-chromen-3-yl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate (6) was prepared. The synthesized compounds are fluorescent active and show wavelength of maximum absorption (λmax) in UV or visible region in MeOH at room temperature.

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Scheme 1
Scheme 2
Fig. 1

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Acknowledgments

We thank Basrah University for a scholarship to Miss Y.A. Marich. Miss A. Friemel of Chemistry Department, Konstanz University, Germany is highly acknowledged for the 2D-NMR experiments.

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Author notes

  1. Najim A. Al-Masoudi

    Present address: Am Tannenhof 8, 78464, Constance, Germany

Authors and Affiliations

  1. Department of Chemistry, College of Science, University of Basrah, Basrah, 61001, Iraq

    Najim A. Al-Masoudi, Niran J. Al-Salihi & Yossra A. Marich

  2. Department of Chemistry, University of Konstanz, P.O. Box 5560, 78457, Constance, Germany

    Timo Markus

Authors
  1. Najim A. Al-Masoudi
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  2. Niran J. Al-Salihi
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  3. Yossra A. Marich
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Correspondence to Najim A. Al-Masoudi.

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Al-Masoudi, N.A., Al-Salihi, N.J., Marich, Y.A. et al. Synthesis and Fluorescence Properties of new Monastrol Analogs Conjugated Fluorescent Coumarin Scaffolds. J Fluoresc 26, 31–35 (2016). https://doi.org/10.1007/s10895-015-1695-x

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  • DOI: https://doi.org/10.1007/s10895-015-1695-x

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