Springer Nature
Chemistry of Heterocyclic Compounds
,  volume 50 ,  issue 7 ,  pages 958-966

Synthesis of Fluorine-Containing Imidazolidin-2-Ones, Glycolurils, and Hydantoins Based on Perfluorodiacetyl and Ureas*

Publication type: Journal Article
Publication date: 2014-09-14
Springer Nature
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
The reactions of perfluorodiacetyl with urea, N,N'-dimethyl- and N,N'-diethylureas produced the cis and trans isomers of 4,5-dihydroxy-4,5-bis(trifluoromethyl)imidazolidin-2-ones in 60-90% yields. The reaction of 4,5-dihydroxy-4,5-bis(trifluoromethyl)imidazolidin-2-one with urea gave 1,5-bis-(trifluoro-methyl)-2,4,6,8-tetraazobicyclo[3.3.0]octane-3,7-dione in 88% yield. The analogous reaction of 1,3-di-methyl- and 1,3-diethylimidazolidin-2-ones with urea, N,N'-dimethyl- and N,N'-diethylureas led to the formation of 5-hydroxy-1,3-dimethyl(diethyl)-5-trifluoromethylimidazolidine-2,4-diones (hydantoins) in 60-87% yields. The molecular structures of cis-4,5-dihydroxy-4,5-bis(trifluoromethyl)imidazolidin-2-one, trans-4,5-dihydroxy-1,3-dimethyl-4,5-bis(trifluoromethyl)imidazolidin-2-one, and 5-hydroxy-1,3-di-methyl-5-trifluoromethylimidazolidine-2,4-dione were studied by X-ray structural analysis.
Found 
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GOST Copy
Saloutina L. et al. Synthesis of Fluorine-Containing Imidazolidin-2-Ones, Glycolurils, and Hydantoins Based on Perfluorodiacetyl and Ureas* // Chemistry of Heterocyclic Compounds. 2014. Vol. 50. No. 7. pp. 958-966.
GOST all authors (up to 50) Copy
Saloutina L., Zapevalov A., Slepukhin P. A., Kodess M., Saloutin V. I., Chupakhin O. Synthesis of Fluorine-Containing Imidazolidin-2-Ones, Glycolurils, and Hydantoins Based on Perfluorodiacetyl and Ureas* // Chemistry of Heterocyclic Compounds. 2014. Vol. 50. No. 7. pp. 958-966.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1007/s10593-014-1550-z
UR - https://doi.org/10.1007/s10593-014-1550-z
TI - Synthesis of Fluorine-Containing Imidazolidin-2-Ones, Glycolurils, and Hydantoins Based on Perfluorodiacetyl and Ureas*
T2 - Chemistry of Heterocyclic Compounds
AU - Saloutina, L.V
AU - Zapevalov, A.Ya
AU - Slepukhin, P A
AU - Kodess, M.I
AU - Saloutin, V. I.
AU - Chupakhin, O.N.
PY - 2014
DA - 2014/09/14
PB - Springer Nature
SP - 958-966
IS - 7
VL - 50
SN - 0009-3122
SN - 1573-8353
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2014_Saloutina,
author = {L.V Saloutina and A.Ya Zapevalov and P A Slepukhin and M.I Kodess and V. I. Saloutin and O.N. Chupakhin},
title = {Synthesis of Fluorine-Containing Imidazolidin-2-Ones, Glycolurils, and Hydantoins Based on Perfluorodiacetyl and Ureas*},
journal = {Chemistry of Heterocyclic Compounds},
year = {2014},
volume = {50},
publisher = {Springer Nature},
month = {sep},
url = {https://doi.org/10.1007/s10593-014-1550-z},
number = {7},
pages = {958--966},
doi = {10.1007/s10593-014-1550-z}
}
MLA
Cite this
MLA Copy
Saloutina, L.V, et al. “Synthesis of Fluorine-Containing Imidazolidin-2-Ones, Glycolurils, and Hydantoins Based on Perfluorodiacetyl and Ureas*.” Chemistry of Heterocyclic Compounds, vol. 50, no. 7, Sep. 2014, pp. 958-966. https://doi.org/10.1007/s10593-014-1550-z.