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Synthesis and characterization of Schiff bases derived from 5-aminouracil and N-heterocyclic aldehydes

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Abstract

New Schiff bases of 5-aminouracil have been synthesized by the 1: 1 condensation with N-heterocyclic aldehydes. The new compounds were characterized by elemental analyses and 1H NMR spectroscopy. Under similar conditions, the condensation of 6-aminouracil with aldehydes failed to yield the desired Schiff base. Interestingly, the reaction of 6-aminouracil with 6-methylpyridine-2-carbaldehyde resulted in an unusual compound, 2-methyl-6-[7-(6-methylpyridin-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimido[4,5-d]pyrimidin-5-yl]-pyridinium methanesulfonate, whose crystal structure was elucidated by X-ray crystallography.

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Authors and Affiliations

  1. Department of Marine Science, Texas A&M University, Galveston, TX, 77553, USA

    R. P. Nair

  2. Department of Chemistry, Drexel University, Philadelphia, PA, 19104, USA

    A. C. Robinson

  3. Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, IN, 46556, USA

    M. J. Trujillo

Authors
  1. R. P. Nair
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  2. A. C. Robinson
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  3. M. J. Trujillo
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Correspondence to R. P. Nair.

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Nair, R.P., Robinson, A.C. & Trujillo, M.J. Synthesis and characterization of Schiff bases derived from 5-aminouracil and N-heterocyclic aldehydes. Russ J Org Chem 52, 437–440 (2016). https://doi.org/10.1134/S1070428016030246

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  • DOI: https://doi.org/10.1134/S1070428016030246

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