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Synthesis of some new derivatives of thiazolopyrimidines and hydrolysis of its arylidene derivative

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Abstract

A new ammonium acetate-assisted, convenient and efficient procedure for the synthesis of arylidene derivatives of thiazolopyrimidine is described. The main advantages of this protocol is that it is economical, short reaction time, commonly available chemicals, and ease of isolation of products. In addition, a new series of thiazole-fused pyrimidines were synthesized and hydrolysis of one of its arylidene derivative studied. All the compounds were characterized by analytical and spectroscopic methods. Further, the structure of hydrolyzed product and two other compounds were confirmed by X-ray crystal structure analysis. The crystal structures are stabilized by intermolecular C-H. . .O, C-H. . .N, C-H. . .π and π. . .π weak interactions. The anti-microbial screening was done on the compounds in order to test their anti-bacterial and anti-fungal activities.

A new ammonium acetate–assisted, convenient and efficient procedure for the synthesis of arylidene derivative of thiazolopyrimidine is described. In addition, a new series of thiazolefused pyrimidines were synthesized and hydrolysis of arylidene derivative was studied.

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Acknowledgements

NSB and HN thank the University Grants Commission, New Delhi, India for the financial assistance.

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Authors and Affiliations

  1. Department of Chemistry, Bangalore University, Central College Campus, Bangalore, 560001, India

    H NAGARAJAIAH & NOOR SHAHINA BEGUM

  2. Department of Chemistry, Karnatak University, Dharwad, 580003, India

    IMTIYAZ AHMED M KHAZI

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  1. H NAGARAJAIAH
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  2. IMTIYAZ AHMED M KHAZI
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  3. NOOR SHAHINA BEGUM
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Correspondence to NOOR SHAHINA BEGUM.

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Supplementary Information

The CIF files are deposited at the Cambridge Crystallographic Data Centre. The deposition number of compounds 3, 5b and 7a are is CCDC-966410, CCDC-975896 and CCDC-975899, respectively.

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NAGARAJAIAH, H., M KHAZI, I.A. & BEGUM, N.S. Synthesis of some new derivatives of thiazolopyrimidines and hydrolysis of its arylidene derivative. J Chem Sci 127, 467–479 (2015). https://doi.org/10.1007/s12039-015-0797-y

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  • DOI: https://doi.org/10.1007/s12039-015-0797-y

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