110101-23-0Relevant academic research and scientific papers
Synthesis of: N -[(2-hydroxyethoxy)carbonyl]glycine from carbon dioxide, ethylene oxide, and α-amino acid by ionic gelation of sodium tripolyphosphate (TPP) and spirulina supported on magnetic KCC-1 in aqueous solution
Zhiani, Rahele,Khoobi, Mehdi,Sadeghzadeh, Seyed Mohsen
, p. 10153 - 10160 (2018)
In this study, a novel ionic gelation (IG) of sodium tripolyphosphate (TPP) and spirulina was prepared that, supported on magnetic fibrous silica nanospheres (Fe3O4/KCC-1/IG), has been developed for the synthesis of N-[(2-hydroxyetho
CO2 activation and fixation: highly efficient syntheses of hydroxy carbamates over Au/Fe2O3
Shang, Jianpeng,Guo, Xiaoguang,Li, Zuopeng,Deng, Youquan
, p. 3082 - 3088 (2016/06/06)
This paper reports an effective route for the syntheses of hydroxy carbamates from the reaction of CO2, epoxides and amines catalyzed by a Au/Fe2O3 catalyst. Under the optimized reaction conditions, various hydroxy carbamates were successfully synthesized with 92-98% isolated yields. The catalyst could be reused for several runs without deactivation. A plausible reaction mechanism was proposed by which the hydroxy carbamate was formed through an ammonium carbamate intermediate and the catalyst mainly promoted further nucleophilic addition between the epoxide and ammonium carbamate.
A Metal-Free Synthesis of N-Aryl Carbamates under Ambient Conditions
Guo, Wusheng,Gnzalez-Fabra, Joan,Bandeira, Nuno A. G.,Bo, Carles,Kleij, Arjan W.
supporting information, p. 11686 - 11690 (2015/10/05)
The first chemo- and site-selective process for the formation of N-aryl-carbamates from cyclic organic carbonates and aromatic amines is reported. The reactions proceed smoothly under extremely mild reaction conditions using TBD (triazabicyclodecene) as an effective and cheap organocatalyst, thus providing a sustainable and new methodology for the formation of a wide variety of useful N-aryl carbamate synthons in good to excellent yields. Computational investigations have been performed and show the underlying reason for the observed unique reactivity as related to an effective proton-relay mechanism mediated by the bicyclic guanidine base. By relay: The previously unknown site-selective attack of arylamines on cyclic carbonates to deliver N-aryl carbamates as the principal product is reported. The organocatalyst TBD guides an effective proton-relay process, thus mediating a chemoselective formation of the carbamate target under extremely mild reaction conditions. The new methodology represents a sustainable, cheap, and attractive process towards these important N-aryl carbamate synthons.
Process for Preparing Disubstituted Urea and Carbamate Compounds from Amines, Carbon Dioxide, and Epoxides
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Paragraph 0061; 0062; 0068, (2015/05/26)
The present disclosure relates to a method for preparing a disubstituted urea and carbamate compounds simultaneously through a one-pot reaction of an amine, carbon dioxide and an alkylene oxide compound in the presence of an ionic liquid-based complex catalyst system containing indium. In accordance with the present disclosure, a disubstituted urea and carbamate compounds can be prepared simultaneously at high yield. In addition, the ionic liquid-based catalyst containing indium according to the present disclosure is economical because it can be reused several times.
Effect of aliphatic spacer substitution on the reactivity of phenyl carbamate acrylate monomers
Beckel, Eric R.,Stansbury, Jeffrey W.,Bowman, Christopher N.
, p. 3093 - 3098 (2007/10/03)
Novel monoacrylate monomers with a carbamate secondary functionality and a terminal aryl group were synthesized to study the mechanisms that allow for increased reactivity of these monomers compared to typical monoacrylate monomers. To test for the possibility of hydrogen abstraction from the two-carbon aliphatic spacer group, varying methyl substituents were added to one or both of the spacer carbons. Single methylation at the α and β carbons showed no drastic effect on the polymerization rate. However, dual methylation of the a carbon reduced the overall polymerization rate by approximately 5-fold. Conversely, dual methylation at the β carbon reduced the polymerization rate by only 2-fold. Unsteady state analysis of the α,α-methylated monomer showed that the apparent kinetic constants approach that of traditional monoacrylate monomers. Thus, hydrogen abstraction appears to be a likely explanation for these unique substitution effects on monoacrylate reactivity where the substitution number and location have a profound impact on the polymerization rate of these novel monomers. Disubstitution at the α-position has the most profound influence on the rate.
REGIOSELECTIVE (PHENYLCARBAMOYL)ATION OF POLYHYDROXY COMPOUNDS BY PHENYL ISOCYANATE-ZINC NAPHTENATE
Nishino, Shigeyoshi,Ishido, Yoshiharu
, p. 161 - 174 (2007/10/02)
In the presence of zinc naphtenate as the catalyst, the reaction of phenyl isocyanate with 1,2-propanediol and 3,4-isopropylidene-D-mannitol gave the primary phenylcarbamates in high yield. 1,2,6-Hexanetriol was selectively phenylcarbamoylated at O-1 and
