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 |
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| Вых. Данные | Год: 2009, Том: 58, Номер: 2, Страницы: 395-405 Страниц : 11 DOI: 10.1007/s11172-010-0022-6 | ||||
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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
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 |