Abstract
2-Imino-2,5-dihydrofuran-3-carboxamides reacted with salicylaldehyde in the presence of piperidine in pentan-1-ol to give new fused heterocycles, 2-(2-hydroxyphenyl)-5-[2-(2-hydroxyphenyl)ethylidene]-5,6-dihydrofuro[2,3-d]pyrimidine-4(3H)-ones, which were alkylated with benzyl chloride in the presence of potassium carbonate in dimethylformamide to afford the corresponding O-benzyl derivatives in high yields. The synthesized compounds were characterized by NMR spectra and elemental analyses.
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REFERENCES
Avetisyan, A.A., Karapetyan, L.V., and Tadevosyan, M.D., Russ. J. Org. Chem., 2009, vol. 45, p. 1031. https://doi.org/10.1134/S1070428009070082
Perlessy, A., Avetisian, A.A., Aknazarian, A.A., and Melikian, G.S., Collect. Czech. Chem. Commun., 1989, vol. 54, p. 1666. https://doi.org/10.1135/cccc19891666
Avetisyan, A.A., Alvandzhyan, A.G., and Avetisyan, K.S., Russ. J. Org. Chem., 2011, vol. 47, p. 265. https://doi.org/10.1134/S1070428011020175
Belikova, M.Yu., Fedoseev, S.V., Ievlev, M.Yu., and Ershov, O.V., Russ. J. Org. Chem., 2019, vol. 55, p. 1623. https://doi.org/10.1134/S1070428019100270
Karapetyan, L.V. and Tokmajyan, G.G., Russ. J. Org. Chem., 2020, vol. 56, p. 1844. https://doi.org/10.1134/S1070428020080217
Borisov, A.V., Dzhavakhishvili, S.G., Zhuravel, I.O., Kovalenko, S.M., and Nikitchenko, V.M., J. Comb. Chem., 2007, vol. 9, p. 5. https://doi.org/10.1021/cc060103z
Gorobets, N.Yu., Abakumov, V.V., Borisov, A.V., and Nikitchenko, V.M., Chem. Heterocycl. Compd., 2004, vol. 40, p. 334. https://doi.org/10.1023/B:COHC.0000028630.64934.8c
ACKNOWLEDGMENTS
The authors thank the staff of the Molecular Structure Research Center (Yerevan, Armenia) for recording the NMR spectra and performing elemental analyses.
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Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 9, pp. 994–999 https://doi.org/10.31857/S0514749222090087.
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Karapetyan, L.V., Tokmajyan, G.G. Synthesis of New Heterocyclic Systems Based on 2-Imino-2,5-dihydrofuran-3-carboxamides. Russ J Org Chem 58, 1250–1253 (2022). https://doi.org/10.1134/S1070428022090081
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DOI: https://doi.org/10.1134/S1070428022090081