4,5-Dihydroxyimidazolidin-2-ones in α-ureidoalkylation of N-carboxy-, N-hydroxy-, and N-aminoalkylureas 2. α-Ureidoalkylation of N-(hydroxyalkyl)ureas

被引：10
|
作者：
Kravchenko, A. N. [1 ]
Sigachev, A. S. [1 ]
Belyakov, P. A. [1 ]
Ilyin, M. M. [2 ]
Lyssenko, K. A. [2 ]
Davankov, V. A. [2 ]
Lebedev, O. V. [1 ]
Makhova, N. N. [1 ]
Tartakovsky, V. A. [1 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
[2] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2009年 / 58卷 / 06期
关键词：
N-(hydroxyalkyl)glycolurils; 4,5-dihydroxyimidazolidin-2-ones; N-(hydroxyalkyl)ureas (ureido alcohols); racemates; enantiomers; conglomerate; X-ray diffraction and enantiomeric analysis;
D O I：
10.1007/s11172-009-0165-5
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The alpha-ureidoalkylation of N-(hydroxyalkyl)ureas (ureido alcohols) with 1,3-H-2- and 1,3-Me-2-4,5-dihydroxyimidazolidin-2-ones was systematically studied. The yields of glycolurils decrease both in going from 1,3-H-2- to 1,3-Me-2-4,5-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.
引用
收藏
页码：1264 / 1269
页数：6
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