The chemistry of bicyclic bisureas

Suvorova, L. I.; Eres'ko, V. A.; Epishina, L. V.; Lebedev, O. V.; Khmel'nitskii, L. I.; Новиков, С. С.; Povstyanoi, M. B.; Krylov, V. D.; Korotkova, G. V.; Lapshina, L. V.; Kulik, Anna

doi:10.1007/bf00947390

Cited by 13 publications

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References 9 publications

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“…Colorless crystals 3b were obtained, yield 62%. M. p. 228°C ( [ 51 ] : 228°C). 1 H NMR (400 MHz, [D 6 ]DMSO): δ = 5.02 (s. 2Н, СН), 2.78 (s. 12Н, СН 3 ).…”

Section: Resultsmentioning

confidence: 99%

Synthesis of glycolurils and hydantoins by reaction of urea and 1, 2‐dicarbonyl compounds using etidronic acid as a “green catalyst”

Бакибаев

Uhov

Malkov

et al. 2020

Journal of Heterocyclic Chem

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Most of the known methods for the synthesis of heterocyclic compounds have disadvantages, such as a long reaction time and aggressive conditions. We have developed a new, rather simple and efficient method for the synthesis of a number of glycoluryls and hydantoins in water using a etidronic acid (HEDP) as "Green catalyst." So, for the first time, the condensation reaction of ureas with 1, 2-dicarbonyl compounds was carried out in the presence of HEDP. Also based on NMR studies, a chemism of these reactions, which is stepwise, is proposed. It has been established that the optimal conditions for the synthesis of glycoluryls and hydantoins using HEDP are: temperature 80 C-90 C, 40-20 minutes, and the ratio of urea and HEDP is 1:1. In all cases, the remaining aqueous filtrate containing HEDP after the reaction can be reused for other cycles synthesis of glycoluril and other compounds, because HEDP is not converted during the reaction.

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“…Colorless crystals 3b were obtained, yield 62%. M. p. 228°C ( [ 51 ] : 228°C). 1 H NMR (400 MHz, [D 6 ]DMSO): δ = 5.02 (s. 2Н, СН), 2.78 (s. 12Н, СН 3 ).…”

Section: Resultsmentioning

confidence: 99%

Synthesis of glycolurils and hydantoins by reaction of urea and 1, 2‐dicarbonyl compounds using etidronic acid as a “green catalyst”

Бакибаев

Uhov

Malkov

et al. 2020

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

show abstract

“…We will use this terminology hereinafter although there is another chemical name for glycolurils [2][3][4]: bicyclic bisureas of the octane series or 2,4,6,8-tetraazabicyclo [3.3.0] octane-3,7-diones. Glycoluril derivatives have found a number of applications including the supramolecular chemistry [5][6][7][8].…”

Section: Introductionmentioning

confidence: 99%