34 results about "Azidotrimethylsilane" patented technology

The invention discloses a preparation method of an ortho-trifluoromethyl-substituted azide compound. The preparation method of the ortho-trifluoromethyl-substituted azide compound comprises the following steps of adding manganese salts, olefin derivatives, sodium trifluoromethanesulfinate, azidotrimethylsilane and a peroxy compound into a solvent in the presence of inert gas, and carrying out reaction at 25-75 DEG C for 6-12 hours; and then, carrying out column chromatography separation so as to be subjected to purifying, and obtaining the ortho-trifluoromethyl-substituted azide compound. Themole ratio of the manganese salts to the olefin derivatives to the sodium trifluoromethanesulfinate to the azidotrimethylsilane to the peroxy compound is 0.1-0.2) to 1 to (1.5-2.5) to (2.5-3.5) to (2.5-3.5); and the dosage of the solvent is 6-7 milliliters of the solvent for per millimole of the olefin derivatives. The preparation method of the ortho-trifluoromethyl-substituted azide compound is low in raw material costs, mild in reaction conditions, simple in post-treatment and suitable for industrial production.

The invention relates to a preparation method of an ortho-diazido compound. The method comprises the following specific steps: dissolving a manganese salt catalyst, an olefin compound, a peroxide oxidizing agent and azidotrimethyl silane in a solvent under the protection of inert gas according to the molar ratio of 0.01-3.0: 1.0:1.0-2.0, reacting at the temperature of minus 30 to minus 100 DEG C for 6-24 h, and carrying out separation and purification to obtain a diazido compound. According to the method, raw materials used are cheap and easily available, peroxide used as an industrial raw material is used as an oxidizing agent, and cheap and stable manganese is used as a catalyst so as to obtain the diazido compound. The purchased solvent is directly used for the reaction. The solvent used is a commonly-used cheap solvent without any special treatment. The reaction condition is mild, and aftertreatment is simple. The preparation method is suitable for industrial production.

The invention relates to a method for preparing a 2-(2,2,2-trifluoroethyl)-3-aryl-2H-azirines compound. The structure of the 2-(2,2,2-trifluoroethyl)-3-aryl-2H-azirines compound is shown in figure 1, and a compound III and azidotrimethylsilane are adopted as raw materials to undergo two steps of reactions: (1) in the presence of alkali and additives, performing an azido reaction to obtain a compound which is shown in the general formula II; (2) preparing the compound which is shown in the general formula I through a denitrification cyclization reaction. The image is shown in the description. The method for synthesis of the 2-(2,2,2-trifluoroethyl)-3-aryl-2H-azirines compound is convenient and low in cost, and meanwhile the application of an expensive and unstable trifluoromethylation reagent is avoided.

The invention relates to a synthesis method for preparing a large amount of alpha-vinyl azide compounds, and belongs to the technical field of organic synthesis chemistry. In the prior art, alpha-vinyl azide compounds have unique reactivity, the synthesis and the applications of the alpha-vinyl azide compounds are important, and the alpha-vinyl azide compounds have good application prospects in the field of organic synthesis. According to the present invention, a large amount of stereospecific alpha-vinyl azide compounds are subjected to one-step efficient synthesis by using the simple and easily-available raw material acetylene-based compound and the azidotrimethylsilane; the synthesis method has advantages of simple and easily-available raw materials, wide application, low catalyst consumption, batch synthesis, simple operation method and efficient reaction, and is suitable for synthesis of a large amount of alpha-vinyl azide compounds; and the product has the stereospecific structure.

The invention relates to a preparation method of a 1-aryl-3-azide-4,4,4-trifluoro-1-butene compound, and belongs to the technical field of compound preparation. According to the preparation method of the 1-aryl-3-azide-4,4,4-trifluoro-1-butene compound, the compound shown by a general formula I and azidotrimethylsilane are used as raw materials to take a reaction according to a following reaction formula under the existence of catalysts and additives so as to obtain the compound shown by the general formula I. The reaction formula is shown in the specification. The method provided by the invention has the advantages that the raw materials which have low cost and can be easily obtained in a wide range are used as catalysts; a convenient and low-cost method is provided for the synthesis of the 1-aryl-3-azide-4,4,4-trifluoro-1-butene compound; meanwhile, the use of expensive and instable trifluoromethylation reagents is avoided.

The invention relates to a synthetic method of alpha-hydroxyl alkenyl azide compound, and belongs to the technical field of organic synthetic chemistry. As alpha-hydroxyl alkenyl azide derivatives have particular reactivity, much attention has been paid to the synthesis and application of the alpha-hydroxyl alkenyl azide derivatives. The alpha-hydroxyl alkenyl azide derivatives are synthesis precursors of nitrogenous heterocyclic compounds. By utilizing propargyl alcohol which is simple, stable and easy to get and azide trimethyl silicane, the alpha-hydroxyl alkenyl azide compound can be compounded by one step; the synthetic method of the alpha-hydroxyl alkenyl azide compound has the characteristics that the operation is simple and efficient, the raw materials and reagents are stable and easy to get, and the product structure is stereospecific; the synthetic method is applicable to various alpha-hydroxyl alkenyl azide compounds.

The invention discloses an intermediate compound II for synthesizing ketamine. Its chemical structural formula is: the compound II is directly synthesized by one-step reaction of the compound under the action of iodobenzene acetate and azidetrimethylsilane. Compound II synthesizes ketamine through two steps: 1) reduction of azide to amino group; 2) aminomethylation reaction. Compared with the prior art, the HPLC purity of the product of the invention can reach more than 97%. At the same time, the ketamine prepared by the method of the invention has a high degree of industrialization, and the quality of the product is greatly improved compared with the prior art, and there is no intermediate impurity; the process route is simple to operate, low in cost and mild in condition.

The present invention relates to a kind of preparation method of α-azide aryl ketone derivative, this method is by adding substituted styrene, azidotrimethylsilane and oxidizing agent in Schlenk reaction bottle, then add water as solvent again, at a certain temperature , stirring and reacting under an oxygen atmosphere to obtain the azidation / oxidation product α-azide aryl ketone derivative.

The invention discloses a method for preparing alpha-azidoketone compounds based on photocatalysis. The method is based on a reaction formula shown in the description, wherein R<1> is optionally-substituted aryl, heteroaryl or 1-12 carbon alkyl; R<2> is optionally-substituted aryl, heteroaryl or 1-12 carbon alkyl, or a hydrogen atom. One substance represented by a general formula I is set as one olefin, a substance represented by a general formula II is set as azidotrimethylsilane (TMSN3), and one substance represented by a general formula III is set as one alpha-azidoketone compound, one alpha-azidoketone compound is synthesized under visible light catalysis. According to the method disclosed by the invention, a photocatalyst is designed, one alpha-azidoketone compound is synthesized by adopting air as an oxidant under the visible light catalysis, an equivalent-weight inorganic oxidant, metal reagent and pre-prepared complex raw material are not used, so that the reaction conditions are reduced, and the reaction safety is improved.

The invention relates to a method for preparing a 2-(2,2,2-trifluoroethyl)-3-aryl-2H-azirines compound. The structure of the 2-(2,2,2-trifluoroethyl)-3-aryl-2H-azirines compound is shown in figure 1, and a compound III and azidotrimethylsilane are adopted as raw materials to undergo two steps of reactions: (1) in the presence of alkali and additives, performing an azido reaction to obtain a compound which is shown in the general formula II; (2) preparing the compound which is shown in the general formula I through a denitrification cyclization reaction. The image is shown in the description. The method for synthesis of the 2-(2,2,2-trifluoroethyl)-3-aryl-2H-azirines compound is convenient and low in cost, and meanwhile the application of an expensive and unstable trifluoromethylation reagent is avoided.

The invention relates to a synthesis method for preparing a large amount of alpha-vinyl azide compounds, and belongs to the technical field of organic synthesis chemistry. In the prior art, alpha-vinyl azide compounds have unique reactivity, the synthesis and the applications of the alpha-vinyl azide compounds are important, and the alpha-vinyl azide compounds have good application prospects in the field of organic synthesis. According to the present invention, a large amount of stereospecific alpha-vinyl azide compounds are subjected to one-step efficient synthesis by using the simple and easily-available raw material acetylene-based compound and the azidotrimethylsilane; the synthesis method has advantages of simple and easily-available raw materials, wide application, low catalyst consumption, batch synthesis, simple operation method and efficient reaction, and is suitable for synthesis of a large amount of alpha-vinyl azide compounds; and the product has the stereospecific structure.

The invention relates to a preparation method of 1,5-disubsituted tetrazole compound. The method concretely comprises the following steps: propynoic acid amide which is obtained by simple preparation is used as a raw material, in a condition with N-Iodosuccinimide (NIS), azidotrimethylsilane (TMSN3) and water, an intramolecular oxygen atom transfer reaction is carried out, and the 1,5-disubsituted tetrazole compound is obtained. Propynoic acid amide is simply prepared from cheap and easily available initial raw materials, TMSN3 is used as a nitrogen source, the one-step intramolecular oxygen atom transfer reaction is carried out, and 1,5-disubsituted tetrazole is obtained. The method has the advantages of simple operation, and mild reaction conditions without metal catalysts.

The invention relates to a preparation method of a 1,5-disubstituted tetrazole compound. The specific method is to use propynylamide which is simply prepared as a raw material, and under the conditions of N-iodosuccinimide (NIS), azidotrimethylsilane (TMSN3) and water, intramolecular oxygen atom transfer occurs The reaction yields 1,5-disubstituted tetrazole compounds. Propigylamide can be easily prepared from cheap and easy-to-obtain starting materials, and TMSN3 is used as a nitrogen source, and an intramolecular oxygen atom transfer reaction occurs in one step to obtain 1,5-disubstituted tetrazole. A metal catalyst is required.

The invention discloses a method for rapidly preparing 1-naphthylamine based on a microchannel continuous flow technology. The method comprises the following steps: taking 1-naphthoic acid and azidotrimethylsilane as raw materials, and carrying out Schmidt amination reaction in a microreactor to generate the 1-naphthylamine. The method comprises the following steps: pumping a 1-naphthoic acid solution and an azidotrimethylsilane solution into a first micro-channel reactor, and reacting at a certain temperature for amination; and pumping a quenching agent into the reaction system, mixing the quenching agent with the reaction liquid from the first micro-channel reactor in the second micro-channel reactor, and carrying out reaction at a certain temperature to quench the reaction liquid so as to generate the stable product 1-naphthylamine. By coupling the micro-channel continuous flow technology with intrinsic safety, the safe and continuous operation of the amination process is realized, the danger level of Schmidt reaction in which azide compounds participate is greatly reduced, the production efficiency is remarkably improved, and the production cost is reduced. And a high-yield naphthylamine product is obtained under safe, controllable, environment-friendly, efficient and continuous conditions in the reaction.

The invention discloses a preparation method of an ortho-trifluoromethyl-substituted azide compound. The preparation method of the ortho-trifluoromethyl-substituted azide compound comprises the following steps of adding manganese salts, olefin derivatives, sodium trifluoromethanesulfinate, azidotrimethylsilane and a peroxy compound into a solvent in the presence of inert gas, and carrying out reaction at 25-75 DEG C for 6-12 hours; and then, carrying out column chromatography separation so as to be subjected to purifying, and obtaining the ortho-trifluoromethyl-substituted azide compound. Themole ratio of the manganese salts to the olefin derivatives to the sodium trifluoromethanesulfinate to the azidotrimethylsilane to the peroxy compound is 0.1-0.2) to 1 to (1.5-2.5) to (2.5-3.5) to (2.5-3.5); and the dosage of the solvent is 6-7 milliliters of the solvent for per millimole of the olefin derivatives. The preparation method of the ortho-trifluoromethyl-substituted azide compound is low in raw material costs, mild in reaction conditions, simple in post-treatment and suitable for industrial production.

The invention discloses trifluoromethyl-substituted azide, amine and heterocycle compounds and preparing methods thereof. The preparing method of the trifluoromethyl-substituted azide compounds includes following steps of: subjecting a trifluoromethylation agent, azidotrimethylsilane and a carbon-carbon double bond of an olefin to addition in an organic solvent under the existence of a catalyst to obtain a compound in which one carbon in the carbon-carbon double bond of the olefin has trifluoromethyl and the other carbon has an azide group. The preparing methods utilize the trifluoromethylation agent which is mild relatively, directly form a carbon-nitrogen bond and a carbon-carbon bond by double-functionalization of olefins, and efficiently synthesize the trifluoromethyl-substituted azide, amine and heterocycle compounds with high selectivity. The preparing methods are easily available in raw materials, mild in reaction conditions, good in atom economy, high in selectivity, simple in after-treatment, environmental friendly, high in yields and suitable for industrial production.

The invention relates to a preparation method of a 1-aryl-3-azide-4,4,4-trifluoro-1-butene compound, and belongs to the technical field of compound preparation. According to the preparation method of the 1-aryl-3-azide-4,4,4-trifluoro-1-butene compound, the compound shown by a general formula I and azidotrimethylsilane are used as raw materials to take a reaction according to a following reaction formula under the existence of catalysts and additives so as to obtain the compound shown by the general formula I. The reaction formula is shown in the specification. The method provided by the invention has the advantages that the raw materials which have low cost and can be easily obtained in a wide range are used as catalysts; a convenient and low-cost method is provided for the synthesis of the 1-aryl-3-azide-4,4,4-trifluoro-1-butene compound; meanwhile, the use of expensive and instable trifluoromethylation reagents is avoided.

The invention relates to a method for preparing 4-imidazole formaldehyde derivatives through reductive cyclization reaction participated by TMSN3. Concrete method is to be raw material by the propynyl amide that simple preparation obtains, take N-iodosuccinimide (NIS) as iodine source, azidotrimethylsilane (TMSN3) as reductive agent, under the condition of water as additive , a reductive cyclization reaction occurs to obtain dihydroimidazole, and then under the condition of the dehydration reagent bis[Α,Α-bis(trifluoromethyl)benzyl alcohol]diphenylsulfide, a high-yield 4-imidazole formaldehyde derivative is obtained thing. Propigylamide can be easily prepared from cheap and easy-to-obtain starting materials, and TMSN3 is used as a nitrogen source and a reducing agent at the same time, one-step reductive cyclization and intramolecular oxygen atom transfer reaction to obtain dihydroimidazole, and then a simple dehydration reaction is 4-imidazole formaldehyde derivatives can be obtained, the reaction is simple to operate, the reaction conditions are mild, and no metal catalyst is needed.