Synthesis of new pyrimidine-containing compounds: 5-(2-(alkylamino)-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-6-hydroxypyrimidine-2,4(1H,3H)-dione derivatives

Abstract

In this study, the one-pot reaction between primary amines, 1,1-bis-(methylthio)-2-nitroethene, ninhydrin, and barbituric acid as an enolizable C–H-activated compound provides a simple method for the preparation of 5-(2-(alkylamino)-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-6-hydroxypyrimidine-2,4(1H,3H)-dione derivatives with potential synthetic and pharmacological interest. This reaction shows attractive characteristics, such as substrate availability, good yields, existence of numerous hydrogen-bonding possibilities in product, and its mild conditions in ethanol media.

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Acknowledgements

Financial support of this research from Imam Khomeini International University, Iran, is gratefully acknowledged.

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Correspondence to Mohammad Bayat.

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Kochia, K., Bayat, M., Nasri, S. et al. Synthesis of new pyrimidine-containing compounds: 5-(2-(alkylamino)-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-6-hydroxypyrimidine-2,4(1H,3H)-dione derivatives. Mol Divers 24, 1015–1024 (2020). https://doi.org/10.1007/s11030-019-10009-w

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Keywords

  • Pyrimidine
  • Barbituric acid
  • Ninhydrin
  • Nitroketene dithioacetals
  • Indene