Regioselective reactions of N-(carboxyalkyl)- and N-(aminoethyl)ureas with glyoxal and 1,2-dioxo-1,2-diphenylethane

被引：7
|
作者：
Kravchenko, A. N. [1 ]
Baranov, V. V. [1 ]
Gazieva, G. A. [1 ]
Chikunov, I. E. [1 ]
Nelyubina, Yu. V. [2 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
[2] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Moscow 119991, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2014年 / 63卷 / 02期
关键词：
N-(carboxyalkyl)ureas (ureido acids); 1-{2-[dimethylamino(acetylamino)]-ethyl}ureas; glyoxal; benzyl; 2,6-and 2,8-disubstituted glycolurils; regioselective reactions; ALPHA-UREIDOALKYLATION; N-CARBOXYALKYL; 4,5-DIHYDROXYIMIDAZOLIDIN-2-ONES; N-(HYDROXYALKYL); HYDROXYALKYL; GLYCOLURILS;
D O I：
10.1007/s11172-014-0446-5
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Regioselective reactions of N-(carboxyalkyl) ureas (ureido acids) and N-(aminoethyl) ureas with 1,2-dioxo-1,2-diphenylethane (benzyl) and glyoxal are studied in detail. The structure of the reactants affects the reaction regioselectivity. Acid-catalyzed reactions of glyoxal with 1-[2-(di-methylamino(acetylamino)) ethyl] ureas and benzene with ureido acids result mainly in 2,6-di-substituted glycolurils. The structure of 2,6-di(methoxycarbonylethyl) glycoluril is unambiguously established by X-ray diffraction.
引用
收藏
页码：416 / 421
页数：6
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