4,5-Dihydroxyimidazolidin-2-ones in a-ureidoalkylation of N-carboxy-, N-hydroxy-, and N-aminoalkylureas 2. α-Ureidoalkylation of N-(hydroxyalkyl)ureas
A N Kravchenko
1
,
A S Sigachev
1
,
P A Belyakov
1
,
M. M. Ilyin
2
,
K.A. Lyssenko
2
,
V. A. Davankov
2
,
O V Lebedev
1
,
N N Makhova
1
,
V.A. Tartakovsky
1
Publication type: Journal Article
Publication date: 2009-06-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
The α-ureidoalkylation of N-(hydroxyalkyl)ureas (ureido alcohols) with 1,3-H2- and 1,3-Me2-4,5-dihydroxyimidazolidin-2-ones was systematically studied. The yields of glycolurils decrease both in going from 1,3-H2- to 1,3-Me2-4,5-dihydroxyimidazolidin-2-one and with increasing length (or with branching) of the hydroxyalkyl chain in ureido alcohols. The optimal reaction time for ureido alcohols is 1 h. The X-ray diffraction study showed that 2-(2-hydroxy-1,1-dimethylethyl)glycoluril crystallizes as a conglomerate. The enantiomeric analysis of 2-(2-hydroxyethyl)glycoluril was carried out by chiral-phase HPLC.
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Kravchenko A. N. et al. 4,5-Dihydroxyimidazolidin-2-ones in a-ureidoalkylation of N-carboxy-, N-hydroxy-, and N-aminoalkylureas 2. α-Ureidoalkylation of N-(hydroxyalkyl)ureas // Russian Chemical Bulletin. 2009. Vol. 58. No. 6. pp. 1264-1269.
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Kravchenko A. N., Sigachev A. S., Belyakov P. A., Ilyin M. M., Lyssenko K., Davankov V. A., Lebedev O. V., Makhova N. N., Tartakovsky V. 4,5-Dihydroxyimidazolidin-2-ones in a-ureidoalkylation of N-carboxy-, N-hydroxy-, and N-aminoalkylureas 2. α-Ureidoalkylation of N-(hydroxyalkyl)ureas // Russian Chemical Bulletin. 2009. Vol. 58. No. 6. pp. 1264-1269.
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TY - JOUR
DO - 10.1007/s11172-009-0165-5
UR - http://link.springer.com/10.1007/s11172-009-0165-5
TI - 4,5-Dihydroxyimidazolidin-2-ones in a-ureidoalkylation of N-carboxy-, N-hydroxy-, and N-aminoalkylureas 2. α-Ureidoalkylation of N-(hydroxyalkyl)ureas
T2 - Russian Chemical Bulletin
AU - Kravchenko, A N
AU - Sigachev, A S
AU - Belyakov, P A
AU - Ilyin, M. M.
AU - Lyssenko, K.A.
AU - Davankov, V. A.
AU - Lebedev, O V
AU - Makhova, N N
AU - Tartakovsky, V.A.
PY - 2009
DA - 2009/06/01
PB - Springer Nature
SP - 1264-1269
IS - 6
VL - 58
SN - 1066-5285
SN - 1573-9171
ER -
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@article{2009_Kravchenko,
author = {A N Kravchenko and A S Sigachev and P A Belyakov and M. M. Ilyin and K.A. Lyssenko and V. A. Davankov and O V Lebedev and N N Makhova and V.A. Tartakovsky},
title = {4,5-Dihydroxyimidazolidin-2-ones in a-ureidoalkylation of N-carboxy-, N-hydroxy-, and N-aminoalkylureas 2. α-Ureidoalkylation of N-(hydroxyalkyl)ureas},
journal = {Russian Chemical Bulletin},
year = {2009},
volume = {58},
publisher = {Springer Nature},
month = {jun},
url = {http://link.springer.com/10.1007/s11172-009-0165-5},
number = {6},
pages = {1264--1269},
doi = {10.1007/s11172-009-0165-5}
}
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MLA
Copy
Kravchenko, A. N., et al. “4,5-Dihydroxyimidazolidin-2-ones in a-ureidoalkylation of N-carboxy-, N-hydroxy-, and N-aminoalkylureas 2. α-Ureidoalkylation of N-(hydroxyalkyl)ureas.” Russian Chemical Bulletin, vol. 58, no. 6, Jun. 2009, pp. 1264-1269. http://link.springer.com/10.1007/s11172-009-0165-5.