1739-84-0Relevant articles and documents
Magnesium Ion Catalyzed P-N Bond Hydrolysis in Imidazolide-Activated Nucleotides. Relevance to Template-Directed Synthesis of Polynucleotides
Kanavarioti, Anastassia,Bernasconi, Claude F.,Doodokyan, Donald L.,Alberas, Diann J.
, p. 7247 - 7257 (1989)
Magnesium, an ion necessary in enzymatic as well as in nonenzymatic template-directed polynucleotide-synthesizing reaction, has been found to catalyze the hydroxide ion attack on the P-N bond of selected 5'-monophosphate imidazolide derivatives of nucleotides, such as guanosine 5'-monophosphate 2-methylimidazolide (2-MeImpG), guanosine 5'-monophosphate imidazolide (ImpG), and adenosine 5'-monophosphate 2-methylimidazolide (2-MeImpA).Calcium ion behaves similarly, but quantitatively the effects are smaller.Pseudo-first-order rate constants of 2-MeImpG and ImpG hydrolysis as a function of Mg(2+) concentration have been obtained in the range 6 +/-, imidazolide moiety protonated) with OH(1-) rather than reaction of the anionic form (S(1-), imidazolide moiety deprotonated) with water.This conclusion is based on a study of the N-methylated substrates N-MeImpG and 1,2-diMeImpG, respectively, which were generated in situ by the equilibrium reaction of ImpG with N-methylimidazole and 2-MeImpG with 1,2-dimethylimidazole, respectively.In contrast, in the absence of Mg(2+) the reaction of S(1-) with water competes with the reaction of SH+/- with OH(1-).The present study bears on the mechanism of the Mg(2+)-catalyzed template-directed synthesis of oligo- and polynucleotides derived from 2-MeImpG and on thecompetition between oligonucleotide synthesis and hydrolysis of 2-MeImpG.
Activities of new iminium compounds on selected strains of bacteria and fungi, XX: Synthesis of 1-methyl-2-alkyl-3-(n-alkoxymethyl)- and 1-methyl-3-(n-alkoxymethyl)-5-chloroimidazolium chlorides
Pernak,Krysinski,Skrzypczak,Michalak
, p. 193 - 197 (1988)
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Alkylation method for nitrogen-hydrogen containing compounds and application thereof
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Paragraph 0059; 0061, (2018/10/04)
The invention discloses an alkylation method for nitrogen-hydrogen containing compounds and an application thereof, belonging to the technical field of synthesis of organic compounds. The invention provides a series of methods for a nitrogen alkylation reaction of N-H containing heterocyclic compounds (II) with N,N-dimethylformamide dialkyl acetal as an alkyl source under the condition of no participation of metals, and a product with a hydrogen atom on a nitrogen atom substituted by R1 is obtained. The method provided by the invention has the advantages of highly-efficient reaction, high yield, simple treatment after the reaction, simple and convenient operation, mild reaction conditions, no participation of the metals, high tolerance of functional groups of a reaction substrate, wide range and easy preparation of the substrate, high reaction efficiency after amplification of the reaction, and applicability to large-scale industrial production.
METHOD FOR PRODUCING 1,2-DISUBSTITUTED IMIDAZOLE
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Paragraph 0051-0052, (2017/06/14)
PROBLEM TO BE SOLVED: To provide a 1,2-disubstituted imidazole production method which can suppress production of by-products and efficiently produce high-purity 1,2-disubstituted imidazole in a shorter reaction time than that of the conventional one. SOLUTION: A 1,2-disubstituted imidazole production method includes a first stage reaction step of reacting an aldehyde compound with ammonia and/or a primary amine, and a second stage reaction step of reacting a glyoxal compound and ammonia and/or a primary amine with reaction products in the first stage reaction step. The primary amine is reacted in at least one of the first stage reaction step and the second stage reaction step to produce 1,2-disubstituted imidazole in a flow manner. The reaction in at least one of the first stage reaction step and the second stage reaction step is performed in a pressurized state at a pressure of 1-50 MPa. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2017,JPOandINPIT
Mechanistic Studies on the Palladium-Catalyzed Direct C-5 Arylation of Imidazoles: The Fundamental Role of the Azole as a Ligand for Palladium
Perego, Luca Alessandro,Grimaud, Laurence,Bellina, Fabio
, p. 597 - 609 (2016/02/27)
An in-depth mechanistic study on the palladium-catalyzed direct arylation of imidazoles at the C-5 position is presented. The interactions of triphenylphosphine (PPh3)-ligated aryl-Pd species with 1,2-dimethyl-1H-imidazole (dmim) have been studied in detail. In contrast with previous suggestions, phosphine-ligated organo-Pd species are not active and the reaction proceeds through imidazole-ligated organo-Pd intermediates. The kinetics of the oxidative addition of aryl halides with dmim-ligated Pd(0) species have been characterized in a Pd(dba)2/dmim model system. A thorough study of the equilibria involving novel [ArPd(dmim)2X] complexes (X=I, OAc) and the unexpected cationic [ArPd(dmim)3]+ is also reported. The ability of these species to effect the C-H arylation of dmim at room temperature in the presence of acetate is also demonstrated.