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.
Preparation method for 1,2-dimethylimidazole
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Paragraph 0020; 0021; 0023; 0024; 0025; 0026; 0027, (2017/03/08)
The invention discloses a preparation method for 1,2-dimethylimidazole. The method comprises the following steps: dissolving 2-methylimidazole in an organic solvent; carrying out heating, adding dimethyl carbonate and continuing a reaction; and after completion of the reaction, subjecting a reaction solution to pressure-reduced distillation and rectification so as to prepare 1,2-dimethylimidazole. Compared with the prior art, the invention has the beneficial effects that 2-methylimidazole is used as a raw material; 1,2-dimethylimidazole is synthesized in one step at high temperature; and the preparation method has the advantages of no waste water, high yield, simple operation, no by product, etc. and is easy for industrial large-scale production. According to the invention, dimethyl carbonate is used as a methylation reagent, so raw material cost is low and toxicity is small; and no catalyst is needed in the method, so considerable solid sylvite waste does not exist and post-treatment is simple.
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.