96-31-1Relevant articles and documents
Preparation and reaction of uracil substituted cyclen and cyclam: formation of tricyclic guanidinium and dihydroimidazolium salts
Watanabe, Soichiro,Komori, Ayako,Saito, Masayuki,Uchida, Akira
, p. 1196 - 1201 (2010)
Di-uracil substituted cyclen derivatives were prepared by the reaction of cyclen with 6-chloro-1-methyluracil or 6-chloro-1,3-dimethyluracil. The reaction of cyclam with 6-chloro-1,3-dimethyluracil gave a similar di-uracil substituted cyclam. The 1,7-di-uracil substituted cyclen was converted to the tricyclic guanidinium salt and acylurea upon heating in DMSO in the presence of weak acid. The 1,8-di-uracil substituted cyclam gave a tricyclic dihydroimidazolium salt under the same conditions. These reactions can be explained by an intramolecular uracil ring-breaking reaction mechanism.
On the Reaction of Acylium Salts with Isocyanates
Hamed, A.,Ismail, A.,Hitzler, M. G.,Jochims, J. C.
, p. 385 - 390 (1995)
Alkyl isocyanates (3) react with acylium salts (2) in a 2:1 ratio to furnish 3,4-dihydro-2,4-dioxo-2H-1,3,5-oxadiazinium salts 4.These cyclic N-acyliminium salts are decomposed with catalytic amounts of water to give either oxadiazinium salts 5 or pyrimidinium salts 7.With aqueous base compounds 4 are transformed into acylureas 6.Hetero substituted open chain N-acyliminium slats (8a, 11c, 12c, 13f, 15g, 16a) are produced from 4 by treatment with heteronucleophiles such as methanol, p-anisidine, p-cresol, thiophenol, 1,3-dimethylurea, or benzohydrazide, respectively.Excess of nucleophile furnishes further degradation products of 4, e.g. oxonium salts (9a) and iminium salts (14f).
Regioselective Formal [3+2] Cycloadditions of Urea Substrates with Activated and Unactivated Olefins for Intermolecular Olefin Aminooxygenation
Wu, Fan,Alom, Nur-E,Ariyarathna, Jeewani P.,Na?, Johannes,Li, Wei
supporting information, p. 11676 - 11680 (2019/07/31)
A new class of intermolecular olefin aminooxygenation reaction is described. This reaction utilizes the classic halonium intermediate as a regio- and stereochemical template to accomplish the selective oxyamination of both activated and unactivated alkenes. Notably, urea chemical feedstock can be directly introduced as the N and O source and a simple iodide salt can be utilized as the catalyst. This formal [3+2] cycloaddition process provides a highly modular entry to a range of useful heterocyclic products with excellent selectivity and functional-group tolerance.
Synthesis and architecture of polystyrene-supported Schiff base-palladium complex: Catalytic features and functions in diaryl urea preparation in conjunction with Suzuki-Miyaura cross-coupling reaction by reductive carbonylation
Basu, Priyanka,Riyajuddin, Sk,Dey, Tusar Kanto,Ghosh, Aniruddha,Ghosh, Kaushik,Islam, Sk Manirul
, p. 37 - 50 (2018/10/02)
This work represents an efficient and unique phosphine-free approach for the polystyrene embedded Schiff-base palladium catalyzed diaryl urea synthesis and Suzuki-Miyaura cross-coupling reaction by reductive carbonylation process. The careful instrumental investigations with FE-SEM, TEM, EDAX, TGA, UV–Vis, FTIR, AAS, and elemental analysis precisely characterized the developed heterogeneous catalyst. Reaction parameters, like catalytic natures, starting materials, reaction environment, and solvent were examined sequentially. The present work has been adequately addressed to account for the generation and characterization of a new polymer bound Pd-catalyst and using it in the synthesis of diaryl ureas and diaryl ketones, with no substantial decay of catalytic activity.
METHOD FOR ALKYLATING AN AMINO COMPOUND
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Page/Page column 14; 15, (2018/06/12)
The invention relates to a method for alkylating an amino compound, characterized in that at least one triazine derivative of general formula (I) or at least one urea or urea derivative of the general formula (II), (II), wherein ? R4 and R5 mean independently from each other Q1 or a moiety of the formula R6-N-R7 or R8-N-R9 bound with its central nitrogen atom to the triazine ring of the structure of formula (I), whereat - Q1 means a linear or branched C1-C30-alkyl or a cyclic substituent in form of a C5-C20-cycloalkyl, a C5-C20-aryl, a C1-C20-alkylsubstituted C5-C20-aryl or an amide of a cyclic unsaturated carboxylic acid, whereat the C1-C30-alkyl or the cyclic substituent can be interrupted by one or multiple oxygen atoms, sulphur atoms, substituted nitrogen atoms and/or by one or multiple groups of the type –C(O)O-,-OC(O)-,-C(O)- and/or –OC(O)O-, ? R1, R2, R3, R6, R7, R8 and R9 mean independently from each other H, linear or branched C1-C20-alkyl, C5-C20-cyclo alkyl, C5-C20-aryl, C1-C20-alkylsubstituted C5-C20-aryl, which in each case can be interrupted by one or multiple oxygen atoms, sulphur atoms and/or substituted nitrogen atoms and/or by one or multiple groups of the type –C(O)O-, - OC(O)-, -C(O)- and/or –OC(O) O- and/or can be functionalized by one or multiple hydroxyl groups and/or mercapto groups, and ? X means O or S, is reacted with at least one alcohol of the general formula (III) R10-OH wherein R10 means a linear or branched C1-C20-alkyl, C5-C20-cycloalkyl, or C1-C20- alkylsubstituted C5-C20-aryl, which can be in each case interrupted by one or multiple oxygen atoms, sulphur atoms, substituted nitrogen atoms and/or by one or multiple groups of the type –C(O)O-, -OC(O)-, -C(O)- and/or –OC(O)O- and/or can be functionalized by one or multiple hydroxyl groups and/or mercapto groups, wherein the reaction is carried out in the presence of at least one Ruthenate of the general formula (IV) Mn(RuO4) and/or at least one Perruthenate of the general formula (V) M(RuO4)n wherein the cation M is selected from a group comprising an alkali, earth alkali or substituted or non-substituted ammonium cation.