5391-39-9Relevant academic research and scientific papers
N-VINYLIMIDAZOLIDONE COMPOUND, AND POLYMER THEREOF
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Paragraph 0087-0089, (2017/01/02)
PROBLEM TO BE SOLVED: To provide an N-vinylimidazolidone compound polymer that is expected to be applied for a cell culture material, a temperature-responsive material and others. SOLUTION: The present invention provides a polymer polymerized with an N-vinylimidazolidone compound (1) as a monomer, or a copolymer comprising the monomer and a monomer of a different structure (R1 is H, C1-12 alkyl or acyl; R2 and R3 is H or methyl). SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
C-N Bond forming reactions in the synthesis of substituted 2-aminoimidazole derivatives
Gomez-SanJuan, Asier,Botija, Jose Manuel,Mendez, Almudena,Sotomayor, Nuria,Letea, Esther
, p. 44 - 56 (2014/03/21)
Carbon-nitrogen bond forming reactions oriented to the synthesis of 2-amino-imidazolidines and imidazoles have been investigated. The C-2 amination of imidazolidinones, via the corresponding 2-chlorodihydroimidazoles, led to 2-benzylaminodihydroimidazole or bis(dihydroimidazole)amino derivatives by choosing the adequate experimental conditions. On the other hand, the use of N-acyl-2-methylsulfanyldihydroimidazoles allowed carrying out the reactions with aromatic amines, such as p-anisidine. Finally, palladium catalyzed Buchwald- Hartwig amination was the method of choice for C-N coupling between 2-haloimidazoles and aromatic amines in the synthesis of the corresponding imidazoles.
CO2-Fixation on Aliphatic α,ω-Diamines to Form Cyclic Ureas, Catalyzed by Ceria Nanoparticles that were Obtained by Templating with Alginate
Primo, Ana,Aguado, Eric,Garcia, Hermenegildo
, p. 1020 - 1023 (2013/05/08)
Ceria nanoparticles (average particle size: 8nm) have been obtained by the calcination of alginate aerogel beads that were precipitated from aqueous solutions of (NH4)2Ce(NO3)6. These nanoparticles were considerably more active as a catalyst for CO2-insertion into aliphatic α,ω-diamines than the analogous commercial CeO2 with larger particle size (40nm). CeO2 that was obtained by templating with the natural alginate biopolymer afforded the cyclic urea of ethylenediamine in EtOH solvent at 160°C in 37% yield. This yield is remarkable for a process that involves CO2 as a feedstock. Other α,ω-diamines, such as diethylenetriamine, N,N′-dimethylethylenediamine, N-(2-aminoethyl)acetamide, and 1,4-diaminobutane, also formed their corresponding cyclic ureas in 4-36% yield. The catalyst lost activity upon reuse, thereby leading to severe deactivation that was only partially recovered by washing with aqueous acidic solutions.
A novel and efficient reaction of imidazolidin-2-one and N-acylbenzotriazoles: A facile synthesis of 1-acylimidazolidin-2-one
Li, Jianjun,Sun, Yan,Chen, Zhiwei,Su, Weike
experimental part, p. 3669 - 3677 (2011/02/23)
Acylation of imidazolidin-2-one with readily available N- acylbenzotriazoles, in the presence of K2CO3, produced 1-acylimidazolidin-2-ones and N,N'-diacyl-imidazolidin-2-one in moderate to good yields. The utilization of N-acylbenzotriazoles which make the reaction simple and mild, may be especially advantageous when the corresponding acid chlorides are not stable or not easily prepared. It's also an example of the reaction of N-acylbenzotriazoles and amide. Copyright
First practical synthesis of formamidine ureas and derivatives
Ripka, Amy S.,Diaz, David D.,Sharpless, K. Barry,Finn
, p. 1531 - 1533 (2007/10/03)
(Matrix presented) Isonitriles and ureas undergo a condensation reaction in the presence of acid chlorides to give formamidine ureas, for which no general synthetic routes currently exist. A mechanism is proposed in which the key intermediate is an electrophilic adduct of isonitrile and acid chloride. The process is tolerant of moderate variability in the nature of the components, and access to formamidine ureas of varying substitution patterns is further enhanced by a facile exchange reaction with amines.
Enantioselective Norrish-Yang cyclization reactions of N-(ω-oxo-ω-phenylalkyl)-substituted imidazolidinones in solution and in the solid state
Bach, Thorsten,Aechtner, Tobias,Neumueller, Bernhard
, p. 2464 - 2475 (2007/10/03)
The four N-(ω-oxo-ω-phenyl-alkyl)-substituted imidazolidinones 5-8 were prepared from N-acetylimidazolidinone (4). Upon irradiation, these substrates underwent Norrish-Yang cyclization to the racemic products rac-9-rac-12 (51-75%). The reactions of the N-2-oxoethylimidazolidinones 5 and 6 were conducted in tBuOH, and yielded 1:1 mixtures of exolendo diastereoisomers rac-9a/rac-9b and rac-10a/rac-10b, accompanied by Norrish type II cleavage products. The reactions of the N-3-oxopropylimidazolidinones 7 and 8 were performed in toluene. The exo diastereoisomers rac-11a and rac-12a were the major diastereoisomers (d.r. ? 4:1). In the presence of the chiral compounds 1-3, the photocyclization of substrate 8 proceeded with significant enantiomeric excess (5-60% ee). The more sophisticated complexing agents 3 and ent-3 provided better enantiofacial differentiation (up to 60 % ee) than the lactams 1 and 2 (up to 26 % ee). Low temperatures and an excess of the complexing agent helped to increase the enantioselectivity. The absolute configuration of the major exo product 12a obtained from compound 8 in the presence of complexing agent 3 was unambiguously established by single-crystal X-ray crystallography of its chiral N-methoxyphenylacetyl derivative 15a. In a similar fashion, the absolute configurations of the endo products 12b and ent-12b were established. The N-2-oxoethylimidazolidinone 5, which crystallized in a chiral space group, was irradiated in the solid state. At low levels of conversion, the product 9a/ent-9a was formed with high enantiomeric excess (78% ee). The enantioselectivity deteriorated at higher levels of conversion.
Penicillins
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, (2008/06/13)
Penicillins of the formula EQU1 or pharmaceutically acceptable non-toxic salts thereof, wherein C is a carbon atom constituting a center of chirality; A is a moiety of the formula EQU2 or EQU3 wherein X is EQU4 Y is EQU5 or wherein Aryl is an aryl moiety; Z is EQU6 Q1 is EQU7 or SPC1 Q2 is EQU8 SPC2 or SPC3 R is straight-chain or branched alkyl of 1 to 5 carbon atoms; R1 is alkyl of 1 to 10 carbon atoms, cycloalkyl of 3 to 10 carbon atoms, alkenyl of 2 to 10 carbon atoms, cycloalkenyl of 3 to 10 carbon atoms, vinyl, arylvinyl, mono-, di-, or tri-halo-lower alkyl, H2 N--, R--NH--, (R)2 N--, aryl--NH--, aryl-lower alkylamino, alkoxy of 1 to 8 carbon atoms, aralkoxy of 1 to 8 carbon atoms in the alkoxy portion, cycloalkoxy of 3 to 7 carbon atoms, aryloxy, R--O--V--, R--S-- V--, N=C--V--, R--O--CO--V--, H2 N--CO--V--, R--NH--CO--V--, R--O--CO--NH--, R--SO2 --NH--, (R)2 N--CO--V--, wherein R is as above defined, SPC4 SPC5 provided that when X is --SO2 --, R1 is not alkoxy, aralkoxy, cycloalkoxy or aryloxy, and further provided that R1 can also be hydrogen when X is --CO--; V is a divalent organic radical of 1 to 3 carbon atoms; n is 0, 1 or 2; R2 and R3 are the same or different and are each hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl of 2 to 8 carbon atoms, vinyl, allyl, propenyl, cycloalkyl of 3 to 6 carbon atoms, cycloalkenyl of 3 to 6 carbon atoms, mono-, di- or tri-halo lower alkyl or aryl; R4, r5 and R6 are the same or different and are each hydrogen, nitro, cyano, (R)2 N--, (R)2 N--CO--, R--CO--NH--, R--O--CO--, R--CO--O--, R--, R--O--, wherein R is as above defined, H2 N--SO2 --, chlorine, bromine, iodine, fluorine or trifluoromethyl; G is hydrogen or straight or branched chain alkyl of 1 to 5 carbon atoms; and B is a moiety of the formula SPC6 wherein R7, r8 ad R9 are the same or different and are each hydrogen, halogen, nitro, hydroxy, R--, R--0--, R--S--, R--SO--, R--SO2 --, (R)2 N--, R--CO--NH--, or R--CO--O--, wherein R is as above defined; the arrow in the divalent linking group → means that the linkage of two atoms by the free valencies of his group must take place as indicated by the arrow; exhibit activity against both Gram-positive and Gram-negative bacteria.
Penicillins
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, (2008/06/13)
Penicillins of the formula EQU1 or pharmaceutically acceptable non-toxic salts thereof, wherein C* is a carbon atom constituting a center of chirality; A is a moiety of the formula EQU2 or EQU3 wherein X is EQU4 Y is EQU5 or wherein Aryl is an aryl moiety; Z is EQU6 Q1 is EQU7 or SPC1 Q2 is EQU8 SPC2 or SPC3 R is straight- chain or branched alkyl of 1 to 5 carbon atoms; R1 is alkyl of 1 to 10 carbon atoms, cycloalkyl of 3 to 10 carbon atoms, alkenyl of 2 to 10 carbon atoms, cycloalkenyl of 3 to 10 carbon atoms. vinyl, arylvinyl, mono-, di-, or tri-halo-lower alkyl, H2 N--, R--NH--, (R)2 N--, aryl--NH--, aryl-lower alkylamino, alkoxy of 1 to 8 carbon atoms, aralkoxy of 1 to 8 carbon atoms in the alkoxy portion, cycloalkoxy of 3 to 7 carbon atoms, aryloxy, R--O--V--, R--S--V--, N=C--V--, R--O--CO--V--, H2 N--CO--V--, R--NH--CO--V--, R--O--CO--NH--, R--SO2 --NH--, (R)2 N--CO--V--, wherein R is as above defined, SPC4 SPC5 provided that when X is --SO2 --, R1 is not alkoxy, aralkoxy, cycloalkoxy or aryloxy, and further provided that R1 can also be hydrogen when X is --CO--; V is a divalent organic radical of 1 to 3 carbon atoms; n is 0, 1 or 2; R2 and R3 are the same or different and are each hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl of 2 to 8 carbon atoms, vinyl, allyl, propenyl, cycloalkyl of 3 to 6 carbon atoms, cycloalkenyl of 3 to 6 carbon atoms, mono-, di- or tri-halo lower alkyl or aryl; R4, r5 and R6 are the same or different and are each hydrogen, nitro, cyano, (R)2 N--, (R)2 N--CO--, R--CO--NH--, R--O--CO--, R--CO--O--, R--, R--O--, wherein R is as above defined, H2 N--SO2 --, chlorine, bromine, iodine, fluorine or trifluoromethyl; G is hydrogen or straight or branched chain alkyl of 1 to 5 carbon atoms; and B is a moiety of the formula SPC6 wherein R7, r8 and R9 are the same or different and are each hydrogen, halogen, nitro, hydroxy, R--, R--O--, R--S--, R--SO-- , R--SO2 --, (R)2 N--, R--CO--NH--, or R--CO--O-- , wherein R is as above defined; the arrow in the divalent linking group ←Q2 → means that the linkage of two atoms by the free valencies of this group must take place as indicated by the arrow; exhibit activity against both Gram-positive and Gram-negative bacteria.
Penicillins
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, (2008/06/13)
Arylmethyl- and cyclohexenylmethyl- penicillins, substituted on the α-carbon atom of the side chain by a 2,3-disubstituted imidazolidinylcarbamido or a 2,3-disubstituted imidazolidinylthiocarbamido group, or by the corresponding 2,3-disubstituted 1,3-diazacyclohexylcarbamido or thiocarbamido groups are anti-bacterial agents.
Penicillins
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, (2008/06/13)
Arylmethyl- and cyclohexenylmethyl- penicillins, substituted on the αcarbon atom of the side chain by a 2,3-disubstituted imidazolidinylcarbamido or a 2,3-disubstituted imidazolidinylthiocarbamido group, or by the corresponding 2,3-disubstituted 1,3-diazacyclohexylcarbamido or thiocarbamido groups are anti-bacterial agents.

