Ontology type: schema:ScholarlyArticle
2009-02
AUTHORSA. N. Kravchenko, K. A. Lyssenko, I. E. Chikunov, P. A. Belyakov, M. M. Il’in, V. V. Baranov, Yu. V. Nelyubina, V. A. Davankov, T. S. Pivina, N. N. Makhova, M. Yu. Antipin
ABSTRACTThe α-ureidoalkylation of N-(carboxyalkyl)ureas (ureido acids) with 1,3-H2s-, 1,3-Me 2s-, and 1,3-Et2s-4,5-dihydroxyimidazolidin-2-ones was systematically studied. The yields of glycolurils were shown to decrease both in going from 1,3-H2s- to 1,3-Me2s- and 1,3-Et2s- 4,5- dihydroxyimidazolidin-2-ones and with elongation and branching of the carboxyalkyl chain in the ureido acids under study. The optimal reaction time for most of ureido acids is 3 h. The reaction mechanism was proposed. This mechanism was partially confirmed by quantum chemical methods and 1H NMR spectroscopy. Crystals of a number of the newly synthesized compounds were studied by X-ray diffraction, and two new conglomerates were found. A method was developed for the enantiomeric analysis of some racemic N-(carboxyalkyl)-glycolurils by chiral-phase HPLC. More... »
PAGES395-405
http://scigraph.springernature.com/pub.10.1007/s11172-010-0022-6
DOIhttp://dx.doi.org/10.1007/s11172-010-0022-6
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