2309-49-1Relevant academic research and scientific papers
Electrochemical behaviour of 9-methylcaffeinium iodide and in situ electrochemical synthesis of hymeniacidin
Pandolfi, Fabiana,Mattiello, Leonardo,Zane, Daniela,Feroci, Marta
, p. 71 - 76 (2018)
9-Methylcaffeinium iodide, a bio-based salt obtained by reaction of caffeine with methyl iodide, is an imidazolium salt. The electrochemical behaviour of 9-methylcaffeinium iodide was studied by means of cyclic voltammetry, differential pulse voltammetry and electrolysis. Its behaviour revealed to be very similar to that of common imidazolium salts. In fact, its cathodic reduction yielded the corresponding N-heterocyclic carbene, which was evidenced by its reaction products with dioxygen and with sulfur, although in low amounts. In fact, this electrogenerated carbene was very unstable and prone to add water, yielding a ring opening product (hymeniacidin) in high yield. Hymeniacidin is a natural product from the marine sponge Hymeniacidon sp. The voltammetric behaviour of isolated hymeniacidin confirmed the in situ formation of this ring opening product, by comparison of the voltammetric peak potentials of starting caffeinium salt and hymeniacidin. This study allowed to determine that hymeniacidin derives from NHC, and not by hydrolysis of the caffeinium salt.
Cu-Catalyzed C-H Activation Reaction: One-Pot Direct Synthesis of Xanthine and Uric Acid Derivatives from 5-Bromouracil
Hazra, Somjit,Mondal, Biplab,Roy, Brindaban,Rahaman, Habibur
supporting information, p. 1757 - 1761 (2021/08/06)
A one-pot direct synthesis of xanthine and uric acid derivates is reported. This simple yet efficient methodology illustrates concurrent formation of two C-N bonds using CuBr 2as catalyst and one of those C-N bonds is formed by uracil C6-H bond activation.
Synthesis method of tetramethyluric acid and special catalyst thereof
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Paragraph 0045-0049, (2020/09/16)
The invention discloses a synthesis method of tetramethyluric acid. The preparation method comprises the following steps: adding dimethyl carbonate, ionized water and a catalyst into a reaction kettle, stirring and heating to 160 DEG C, adding preheated uric acid into the reaction kettle, increasing the stirring speed, and starting reaction. The reaction conditions are as follows: under the actionof a catalyst, the temperature is 160-180 DEG C, the pressure is normal pressure, and the reaction time is 3-4 hours. The catalyst is a ruthenium-containing catalyst. According to the invention, synthesis of tetramethyluric acid under normal pressure is realized. In the production process, energy consumption can be reduced, and the requirement for equipment is lowered.
Preparation methods of three kinds of methyl uric acid compounds, intermediate and preparation method of the intermediate
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Paragraph 0163; 0164; 0168, (2019/01/07)
The invention provides preparation methods of three types of compounds which can be extracted from plants such as tea trees and have the effects of resisting depression, tranquilizing and hypnosis, resisting inflammation and easing pain, reducing stress damage of the liver cells and improving the exercise ability, an intermediate and a preparation method of the intermediate. The method is simple and convenient to operate, high in safety, high in atom economy and less in three wastes, and the raw and auxiliary materials are cheap and easy to obtain, low in toxicity, safe and stable; the reaction conditions are mild, the impurities are few, and the yield is high. The product is purified by crystallization, column chromatography is avoided, the operation is simple and feasible, and the process is stable, easy to control and convenient in reaction after-treatment, and can be economically and conveniently used for industrial production.
A natural product four methyl uric acid fully synthetic method
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, (2017/08/25)
The invention relates to a total synthesis method for a natural product tetramethyl uric acid. The method comprises the following steps: (1) using 1,3-dimethyl barbituric acid as a raw material for synthesis to obtain an intermediate 6-substitued-1,3-dimethyl pyrimidine-2,4-diketone; (2) synthesizing an intermediate 1,3-dimethyl-6-methylamino pyrimidine-2,4-diketone; (3) synthesizing an intermediate 1,3-dimethyl-5-substitued-6-methylamino pyrimidine-2,4-diketone; (4) synthesizing an intermediate 1,3-dimethyl-5,6-dimethylamino pyrimidine-2,4-diketone; (5) synthesizing a target compound 1,3,7,9-tetramethyl uric acid. The method is convenient for synthesis, has a higher yield, and can ease the demand on tetramethyl products to a certain degree.
A method for the synthesis of four methyl uric acid
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Paragraph 0022-0025, (2017/04/03)
The invention discloses a synthetic method for tetramethyluric acid. The method is as follows: I, placing uric acid and a methylation reagent in a high-pressure reaction kettle, introducing a protective gas until pressure in the high-pressure reaction kettle is 0.5MPa-10MPa after replacing the protective gas for three times, heating to 84 DEG C-220 DEG C, and carrying out insulated reaction under a stirring condition; II, cooling the high-pressure reaction kettle by use of condensed water after insulated reaction, opening a gas release valve of the high-pressure reaction kettle for releasing pressure, opening the kettle, discharging after the pressure of the high-pressure reaction kettle is lowered to 0 MPa, pouring the reacted materials into icy water, stirring for separating out crystals, and carrying out suction filtration, thereby obtaining crude products; III, re-crystallizing crude products, and drying to obtain tetramethyluric acid with mass purity not smaller than 95%. According to the synthetic method disclosed by the invention, uric acid is taken as the raw material to obtain the product tetramethyluric acid by virtue of complete methylation reaction of nitrogen on a purine ring under a high-pressure high-temperature condition; the synthetic method has the advantages of being high in conversion rate, high in yield, high in selectivity, short in reaction time, and the like, and is suitable for large-scale synthesis.
Total synthesis method for theacrine
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, (2016/12/22)
The invention relates to a total synthesis method for theacrine. The total synthesis method comprises the following steps: 6-amino-1,3-dimethyluracil is taken as a raw material and subjected to a nitrosation reaction, and an intermediate 6-amino-1,3-dimethyl-5-nitrosouracil is obtained; 6-amino-1,3-dimethyl-5-nitrosouracil is subjected to a reduction reaction, and an intermediate 1,3-dimethyl-5,6-diaminouracil is obtained; 1,3-dimethyl-5,6-diaminouracil is subjected to a cyclization reaction, and an intermediate 1,3-dimethyluric acid is obtained; 1,3-dimethyluric acid is reacted with a methylation reagent, and a product is obtained. Theacrine prepared with the method can be synthesized massively in industrial application without restriction of raw materials; the conversion rate and the yield are high, the synthesis is convenient, post-processing is simpler, and the method is suitable for large-scale production and can be widely popularized and applied; the method is not needed to be performed under a high pressure condition, has low requirement for equipment and reduces the incidence rate of danger; with adoption of recrystallization for preparing the target product, the product purity is high.
