119-27-7Relevant articles and documents
Forbes,Gregory
, p. 205 (1968)
Alkoxyphosphonium Salts. 3. Kinetics and Thermodynamics in Alkylation by Alkoxyphosphonium Salts
Lewis, Edward S.,Colle, Karla S.
, p. 4369 - 4372 (1981)
Several methoxyphosphonium trifluoromethanesulfonates (triflates) are characterized by the rates of methyl transfer to the 2,4-dinitrophenoxide ion.In acetone at 25 deg C, the measured second-order rate constants range from about 0.2 to about 40 M-1s-1, putting substances of this class among the most powerful methylating agents.The methylating power is confirmed by the measurement of the equilibrium extent of methylation of the counterion, the triflate ion.The Arbuzov rearrangement of trimethyl phosphite is slow with the catalyst methyl iodide but is fast enough with the cata lyst methyltrimethoxyphosphonium triflate to allow calorimetric measurement for the conversion of trimethyl phosphite to dimethyl methylphosphonate; ΔH = -24 +/- 2 kcal/mol.An earlier error in the measurement of the rate of this reaction is corrected, so that the mechanism of the methyl iodide catalyzed Arbuzov reaction of trimethyl phosphite is no longer in question; the first step is rate-determining.
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Beilstein,Kellner
, p. 168 (1863)
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Hostetler,W.,Reinheimer,J.D.
, p. 3510 - 3513 (1968)
Nitration of aromatics with dinitrogen pentoxide in a liquefied 1,1,1,2-tetrafluoroethane medium
Fauziev, Ruslan V.,Kharchenko, Alexandr K.,Kuchurov, Ilya V.,Zharkov, Mikhail N.,Zlotin, Sergei G.
, p. 25841 - 25847 (2021/08/09)
Regardless of the sustainable development path, today, there are highly demanded chemical productions still operating that bear environmental and technological risks inherited from the previous century. The fabrication of nitro compounds, and nitroarenes in particular, is traditionally associated with acidic wastes formed in nitration reactions exploiting mixed acids. However, nitroarenes are indispensable for industrial and military applications. We faced the challenge and developed a greener, safer, and yet effective method for the production of nitroaromatics. The proposed approach comprises the application of an eco-friendly nitrating agent, namely dinitrogen pentoxide (DNP), in the medium of liquefied 1,1,1,2-tetrafluoroethane (TFE) - one of the most non-hazardous Freons. Importantly, the used TFE is not emitted into the atmosphere but is effortlessly recondensed and returned into the process. DNP is obtainedviathe oxidation of dinitrogen tetroxide with ozone. The elaborated method is characterized by high yields of the targeted nitro arenes, mild reaction conditions, and minimal amount of easy-to-utilize wastes.
Process for synthesizing 2-amino-4-acetylaminoanisole
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Paragraph 0054-0056; 0062; 0068; 0074, (2019/05/08)
The invention discloses a process for synthesizing 2-amino-4-acetylaminoanisole. The process comprises the steps of preparing 2,4-dinitroanisole from 2,4-dinitrochlorobenzene, which serves as a raw material, in methanol, in the presence of sodium hydroxide or potassium hydroxide, carrying out reduction in the presence of action of Pd/C catalyst by taking hydrazine monoformate as a hydrogen sourceso as to prepare a 2,4-diaminoanisole-methanol solution, and then, subjecting 2,4-diaminoanisole and acetic anhydride to a partial acylation reaction in the presence of an acid binding agent, therebypreparing the 2-amino-4-acetylaminoanisole. According to the process disclosed by the invention, the energy consumption is low, the cost is low, the volume of solid waste and waste liquid is small, the process is environmentally friendly, the operation is simple, the reaction conditions are mild, the industrial safety coefficient is big, the total yield of a target compound is 85% or more (by initial reactants), the HPLC purity is 99.0% or more, and the target compound is high in yield and good in quality, so that the process is more applicable to industrial production.
Synthesis process of 2-amidogen-4-acetamido anisole
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Paragraph 0055-0057; 0061-0062, (2020/03/28)
The invention discloses a synthesis process of 2-amidogen-4-acetamido anisole. The synthesis process of the 2-amidogen-4-acetamido anisole comprises the steps of adopting p-methoxyaniline as a raw material, carrying out partial acylation reaction on the p-methoxyaniline and acetic anhydride, and preparing to obtain p-acetamido anisole; then carrying out nitration reaction, carrying out one-pot method'reaction to obtain 2-nitro-4-acetamido anisole, and under the action of a Pd/C catalyst, reducing the 2-nitro-4-acetamido anisole by adopting hydrazine monoformate as a hydrogen source to preparethe 2-amidogen-4-acetamido anisole. The synthesis process provided by the invention is low in energy consumption, low in cost, less in solid wastes and waste liquids, green and environmentally friendly, simple to operate, mild in reaction conditions, and high in industrial safety coefficient, the total yield of the target compound is 85 percent or above (on the basis of an initial reaction raw material), the HPLC (High Performance Liquid Chromatography) purity is 99.0 percent or above, the target compound is high in yield and good in quality, and the synthesis process is more suitable for industrial production.