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Reaction of Pyrrolooxazinetriones with Diphenylguanidine. Synthesis of Substituted Spiro[imidazole-4,2′-pyrroles]

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Abstract

8-Aroyl-3,4-dihydropyrrolo[2,1-c][1,4]oxazine-1,6,7(1H)-triones reacted with 1,3-diphenylguani­dine to give 9-aroyl-6-(2-hydroxyalkyl)-2-iminio-4,7-dioxo-1,3-diphenyl-1,3,6-triazaspiro[4.4]non-8-en-8-olates. Spectral characteristics of the synthesized compounds were fairly similar to those of 9-benzoyl-6(2-hydroxyphenyl)-2-iminio-4,7-dioxo-1,3-diphenyl-1,3,6-triazaspiro[4.4]non-8-en-8-olate whose structure was determined by X-ray analysis. Spiro derivatives of hydantoin are promising from the viewpoint of studies in the field of pharmaceutical chemistry and medicine.

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Funding

This study was performed under financial support by the Russian Foundation for Basic Research (project nos. 19-33-90222, 20-43-596008), by the Ministry of Science and Higher Education of the Russian Federation (project no. FCHF-2020-0008), and by the Government of Perm Krai.

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Correspondence to A. N. Maslivets.

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Translated from Zhurnal Organicheskoi Khimii, 2021, Vol. 57, No. 9, pp. 1275–1280 https://doi.org/10.31857/S0514749221090068.

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Tretyakov, N.A., Bashorina, N.V., Belozerova, A.I. et al. Reaction of Pyrrolooxazinetriones with Diphenylguanidine. Synthesis of Substituted Spiro[imidazole-4,2′-pyrroles]. Russ J Org Chem 57, 1423–1427 (2021). https://doi.org/10.1134/S1070428021090062

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