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4,5-Dihydroxyimidazolidin-2-ones in the α-ureidoalkylation reaction of N-(carboxyalkyl)-, N-(hydroxyalkyl)-, and N-(aminoalkyl)ureas 1. α-Ureidoalkylation of N-(carboxyalkyl)ureas Научная публикация

Журнал Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285
Вых. Данные Год: 2009, Том: 58, Номер: 2, Страницы: 395-405 Страниц : 11 DOI: 10.1007/s11172-010-0022-6
Авторы Kravchenko A.N. 1 , Lyssenko K.A. 2 , Chikunov I.E. 1 , Belyakov P.A. 1 , Il’in M.M. 2 , Baranov V.V. 1 , Nelyubina Yu.V. 2 , Davankov V.A. 2 , Pivina T.S. 1 , Makhova N.N. 1 , Antipin M.Yu. 2
Организации
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
2 A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

Реферат: The α-ureidoalkylation of N-(carboxyalkyl)ureas (ureido acids) with 1,3-H2 s-, 1,3-Me 2 s-, and 1,3-Et2 s-4,5-dihydroxyimidazolidin-2-ones was systematically studied. The yields of glycolurils were shown to decrease both in going from 1,3-H2 s- to 1,3-Me2 s- and 1,3-Et2 s- 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.
Библиографическая ссылка: Kravchenko A.N. , Lyssenko K.A. , Chikunov I.E. , Belyakov P.A. , Il’in M.M. , Baranov V.V. , Nelyubina Y.V. , Davankov V.A. , Pivina T.S. , Makhova N.N. , Antipin M.Y.
4,5-Dihydroxyimidazolidin-2-ones in the α-ureidoalkylation reaction of N-(carboxyalkyl)-, N-(hydroxyalkyl)-, and N-(aminoalkyl)ureas 1. α-Ureidoalkylation of N-(carboxyalkyl)ureas
Russian Chemical Bulletin. 2009. V.58. N2. P.395-405. DOI: 10.1007/s11172-010-0022-6 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:000275907000021
Scopus: 2-s2.0-77950200804
OpenAlex: W2140067909
Цитирование в БД:
БД Цитирований
OpenAlex 12
Scopus 11
Web of science 16
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