Abstract:
Arylglyoxals condense with N-hydroxyurea in water via intermediate formation of N-hydroxy-N-[hydroxy(aroyl)]methylureas and 3,4,5-trihydroxy-5-arylimidazolidin-2-ones to yield 3-hydroxy-5-aryl-imidazolidine-2,4-diones as end products; the 3,4,5-trihydroxy-5-(p-chlorophenyl)imidazolidin-2-one and 3-hydroxy-5-phenylimidazolidine-2,4-dione crystallise as racemates.
Document Type:
Article
Language: English
Citation:
V. G. Shtamburg, A. A. Anishchenko, V. V. Shtamburg, O. V. Shishkin, R. I. Zubatyuk, A. V. Mazepa, E. M. Rakipov, R. G. Kostyanovsky, “Synthesis and crystal structure of new imidazolidine-2,4-dione and imidazolidin-2-one derivatives”, Mendeleev Commun., 18:2 (2008), 102–104
Linking options:
https://www.mathnet.ru/eng/mendc3264
https://www.mathnet.ru/eng/mendc/v18/i2/p102
This publication is cited in the following 10 articles:
Atul Kumar, Javeed Rasool, Qazi Naveed Ahmed, Chemistry of 2-Oxoaldehydes and 2-Oxoacids, 2022, 63
Vasiliy G. Shtamburg, Victor V. Shtamburg, Andrey A. Anishchenko, Alexander V. Mazepa, Eduard B. Rusanov, “Interaction of Ninhydrin with N-Alkoxy-N'-arylureas and N-Alkoxy-N'-alkylureas. 1-Alkoxy-3-aryl(alkyl)-3a,8a-dihydroxy-1,3,3a,8a-tetrahydroindeno [1,2-d]imidazole-2,8-diones: Synthesis and Structure”, Journal of Molecular Structure, 1248 (2022), 131443
Vasiliy G. Shtamburg, Victor V. Shtamburg, Andrey A. Anishchenko, Alexander V. Mazepa, Eduard B. Rusanov, “3-Alkoxy-1,5-bis(aryl)imidazolidine-2,4-diones, synthesis and structure”, Journal of Molecular Structure, 1264 (2022), 133259
Palanisamy Ravichandiran, Bingbing Lai, Yanlong Gu, “Aldo‐X Bifunctional Building Blocks for the Synthesis of Heterocycles”, The Chemical Record, 17:2 (2017), 142
I. V. Kutovaya, O. I. Shmatova, V. M. Tkachuk, V. A. Sukach, M. V. Vovk, V. G. Nenajdenko, “Oxidative Nef reaction of trifluoromethylated 2-nitroalkanamines”, Mendeleev Commun., 26:6 (2016), 511–512
Vasiliy G. Shtamburg, Viktor V. Shtamburg, Andrey A. Anishchenko, Roman I. Zubatyuk, Aleksander V. Mazepa, Eugene A. Klotz, Svetlana V. Kravchenko, Remir G. Kostyanovsky, “Single-stage synthesis of 3-hydroxy- and 3-alkoxy-5-arylimidazolidine-2,4-diones by reaction of arylglyoxal hydrates with N-hydroxy- and N-alkoxyureas”, Chem Heterocycl Comp, 51:6 (2015), 553
Bagher Eftekhari-Sis, Maryam Zirak, Ali Akbari, “Arylglyoxals in Synthesis of Heterocyclic Compounds”, Chem. Rev., 113:5 (2013), 2958
S. Kubik, Knowledge Updates 2013/3, 2013
R. G. Kostyanovsky, V. G. Shtamburg, O. V. Shishkin, R. I. Zubatyuk, V. V. Shtamburg, A. A. Anishchenko, A. V. Mazepa, “Pyramidal nitrogen in the crystal of N-[(benzoyl)-(hydroxy)methyl]-N-benzyloxy-N'-(2-bromophenyl)urea”, Mendeleev Commun., 20:3 (2010), 167–169
Vasiliy G. Shtamburg, Andrey A. Anishchenko, Victor V. Shtamburg, Oleg V. Shishkin, Roman I. Zubatyuk, Alexander V. Mazepa, Ildar M. Rakipov, Remir G. Kostyanovsky, “ChemInform Abstract: Synthesis and Crystal Structure of New Imidazolidine‐2,4‐dione and Imidazolidin‐2‐one Derivatives.”, ChemInform, 39:37 (2008)