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

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

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2014, Volume: 63, Number: 2, Pages: 416-421 Pages count : 6 DOI: 10.1007/s11172-014-0446-5

Authors

Kravchenko A.N. ¹ , Baranov V.V. ¹ , Gazieva G.A. ¹ , Chikunov I.E. ¹ , Nelyubina Yu.V. ²

Affiliations

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

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-(dimethylamino(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.

Kravchenko A.N. , Baranov V.V. , Gazieva G.A. , Chikunov I.E. , Nelyubina Y.V.
Regioselective reactions of N-(carboxyalkyl)- and N-(aminoethyl)ureas with glyoxal and 1,2-dioxo-1,2-diphenylethane
Russian Chemical Bulletin. 2014. V.63. N2. P.416-421. DOI: 10.1007/s11172-014-0446-5 WOS Scopus OpenAlex

≡ Web of science:	WOS:000343607900014
≡ Scopus:	2-s2.0-84910129809
≡ OpenAlex:	W2047507015