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One-pot nitrodebromination and methyl bi-functionalization of 5-bromo 6-methylpyrimidines: a unique simultaneous transformation

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Abstract

A unique one-pot, simultaneous nitrodebromination and methyl bromonitration occurred upon treatment of 5-bromo-2,4-di-tert-amino-6-methylpyrimidine derivatives with a cold mixture of concentrated H2SO4–HNO3 in moderate yields. It is actually a facile and rapid transformation that has been reported neither on pyrimidines nor simultaneously on other organic compounds.

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Acknowledgements

M. M. acknowledges the Research Council of Ferdowsi University of Mashhad for partial support of this project (3/33579). M. M. H. is grateful to Alzahra University Research Council as well as appreciates the granted research chair by Iran National Science Foundation (INSF).

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Correspondence to Mahsa Mousavi or Majid M. Heravi.

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In memory of professor Mehdi Bakavoli, who was skilled, mastered, and proficient at pyrimidine chemistry.

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Mousavi, M., Heravi, M.M. & Tajabadi, J. One-pot nitrodebromination and methyl bi-functionalization of 5-bromo 6-methylpyrimidines: a unique simultaneous transformation. Monatsh Chem 151, 1395–1401 (2020). https://doi.org/10.1007/s00706-020-02658-7

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  • DOI: https://doi.org/10.1007/s00706-020-02658-7

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