11 results about "Bromobenzoic Acids" patented technology

This invention discloses a catalyst for the production of p-cyanobenzoic acid and its preparation method, belonging to the field of catalyst technology. The method includes the following steps: adding an organic ligand solution dropwise to a cobalt source, stirring, aging, centrifuging, collecting the solid phase and washing to obtain a cobalt-based MOF framework; dispersing the cobalt-based MOF framework in a copper source, stirring, filtering, and collecting the solid phase to obtain copper-cobalt doped particles; dispersing reduced graphene oxide in deionized water, adding sodium alginate, stirring evenly, adding copper-cobalt doped particles and ammonium dihydrogen phosphate, continuing stirring, standing, centrifuging, collecting the lower gel precipitate, washing, and vacuum freeze-drying to obtain an aerogel precursor; carbonizing the aerogel precursor in a hydrogen-argon mixed atmosphere, cooling, and grinding to obtain the catalyst. The catalyst prepared by this invention can efficiently catalyze the cyanation reaction of p-bromobenzoic acid, improving the yield and purity of the target product, while also possessing excellent recycling performance.

The invention discloses a synthesis method of 4-bromo-3-(ethoxymethyl) benzoic acid, which comprises the following steps: (1) activating carboxyl of p-bromobenzoic acid serving as a raw material in the presence of an organic anhydride activator, and then performing chloromethylation reaction with paraformaldehyde in the presence of a chlorine-containing Lewis acid catalyst to obtain 4-bromo-3-(ethoxymethyl) benzoic acid; after the reaction is completed, carrying out post-treatment to obtain an intermediate 4-bromo-3-(chloromethyl) benzoic acid; and (2) carrying out nucleophilic substitution reaction on the intermediate obtained in the step (1) in ethanol under the action of inorganic alkali to prepare the target product 4-bromo-3-(ethoxymethyl) benzoic acid. According to the invention, through one-pot activation and chloromethylation of p-bromobenzoic acid, concise, efficient and highly economical synthesis from cheap raw materials to the sparsentan key intermediate is realized.

The invention discloses a synthesis method of a Vinetoram key intermediate and Vinetoram, and relates to the technical field of organic synthesis.The synthesis method comprises the steps that 1-((4 '-chloro-5, 5-dimethyl-3, 4, 5, 6-tetrahydro-[1, 1'-biphenyl]-2-yl) methyl) piperazine hydrochloride and 2-((1H-pyrrolo [2, 3-b] pyridine-5-yl) oxy)-4-bromobenzoic acid methyl ester are used as reaction raw materials, a reaction is carried out, and the Vinetoram key intermediate and the synthesis method of the Vinetoram key intermediate are synthesized; the method comprises the following steps: carrying out a substitution reaction and a hydrolysis reaction to obtain a key intermediate of the Venotocork, and carrying out a condensation reaction on the intermediate and 3-nitro-4-((tetrahydro-2H-pyran-4-yl) methylamino) benzenesulfonamide to obtain the Venotocork. The synthesis method has the advantages of short process route, easily available raw materials, mild reaction conditions, high yield and purity of the intermediate and the Vinetoram, facilitation of the improvement of the yield and quality of the Vinetoram, and reduction of the production cost of the Vinetoram.

This invention discloses a synthetic process for an empagliflozin intermediate, belonging to the technical field of pharmaceutical intermediate synthesis. The synthetic process is as follows: 2-chloro-5-bromobenzoic acid is first mixed with dichloromethane and N,N-dimethylformamide, and thionyl chloride is added dropwise to obtain a dichloromethane solution of acyl chloride. Then, it is reacted with fluorobenzene under anhydrous aluminum trichloride catalysis to obtain intermediate EGAB-3. Then, it is dehydrated by azeotropic reaction with potassium hydroxide aqueous solution in toluene, and then refluxed with 3-hydroxytetrahydrofuran under tetrabutylammonium bromide catalysis to obtain intermediate EGAB-7. Then, it is reacted with 1,1,3,3-tetramethyldisiloxane under anhydrous aluminum trichloride and nitrogen protection, dried, and tested to be qualified to obtain empagliflozin intermediate. This process achieves high purity, high yield, and low isomer impurities in the preparation of empagliflozin intermediate.

The invention relates to a method for detecting the content of quasi-binary brominated alcohol in electronic waste recycled materials, which comprises the following steps: (1) mixing a quasi-binary brominated alcohol standard substance with a solvent to prepare a standard working solution; the method comprises the following steps: extracting binary-like brominated alcohol in the electronic waste recovered material, and preparing a to-be-detected sample solution; and (2) carrying out ultra-high performance liquid chromatography-mass spectrometry detection analysis on the standard working solution and the to-be-detected sample solution obtained in the step (1), and calculating according to a standard curve to obtain the content of the binary bromohydrin-like in the electronic waste recycled material, the binary bromo-alcohol-like compound comprises 2, 2-bis (bromomethyl)-1, 3-propylene glycol and / or diisooctyl ester-2, 3, 4, 5-tetrabromobenzoic acid, and the diisooctyl ester-2, 3, 4, 5-tetrabromobenzoic acid is used as a catalyst. The detection method provided by the invention can be used for effectively detecting the content of the similar binary bromo-alcohol in the electronic waste recycled material, and the detection method is simple and rapid, low in detection limit, strong in matrix interference resistance, sensitive and accurate, and excellent in repeatability and reproducibility.

The invention provides 3-bromo-9-(4-chlorphenyl)-9-phenyl-9H-fluorene and a preparation method thereof, and relates to the technical field of preparation of organic compound materials. According to the present invention, 2-amino-4-bromobenzoic acid is adopted as an initial raw material to prepare the 3-bromo-9-(4-chlorphenyl)-9-phenyl-9H-fluorene; the preparation method disclosed by the invention is simple, few in impurities, few in waste materials and convenient for industrial mass production.

The application belongs to the field of medicine and chemical industry, and particularly relates to a preparation method of ketoprofen. 3-bromobenzoic acid is used as a starting material, and a chlorination reaction is carried out with thionyl chloride. Then, a Friedel-Crafts reaction is carried out with benzene under the catalysis of aluminum chloride. The reaction product is subjected to a Friedel-Crafts reaction with ethylene, an addition reaction with hydrobromic acid, a reaction with a cyanating agent, and then hydrolysis under the action of an acid, so as to obtain ketoprofen. The application provides a reasonable reaction route, realizes the preparation of ketoprofen by using cheap and readily available and green and environmentally-friendly reagents, avoids the use of highly corrosive, highly toxic, flammable and expensive reagents, has low requirements on equipment, reduces the operation difficulty and the burden of post-reaction treatment, and reduces the cost. The application is a simple, green and economic process route for preparing ketoprofen, the obtained product has high yield and good purity, and is suitable for industrial mass production of ketoprofen.

This invention discloses a method for synthesizing bromhexine hydrochloride, with the following specific steps: Step (1), using 2-amino-3,5-dibromobenzoic acid as a raw material, reacting it with trimethylacetyl chloride via an anhydride method under the action of an acid-binding agent to obtain compound 2-amino-3,5-dibromobenzoic acid anhydride; Step (2), the 2-amino-3,5-dibromobenzoic acid anhydride obtained in Step 1 undergoes nucleophilic addition with N-methylcyclohexylamine to obtain compound 5, bromhexine hydrochloride intermediate; Step (3), the above compound 5, bromhexine hydrochloride intermediate undergoes amide reduction and salt formation reaction to obtain bromhexine hydrochloride. This process provides a new route for preparing bromhexine hydrochloride, avoiding the heavily regulated chlorination process, reducing the release of toxic gases from strong halogen reagents such as thionyl chloride, significantly reducing safety risks and environmental protection investment, and the reaction itself is safe and fast, which is conducive to industrial production.

This invention belongs to the field of organic synthesis technology and provides a method for preparing a key intermediate of ambroxol hydrochloride. The method includes the following steps: methyl 2-aminobenzoate reacts with a brominating reagent under the action of an initiator to generate methyl 2-amino-3,5-dibromobenzoate via a bromination reaction; subsequently, methyl 2-amino-3,5-dibromobenzoate is reduced to 2-amino-3,5-dibromobenzyl alcohol in a reduction system; finally, under the action of an oxidizing agent, 2-amino-3,5-dibromobenzyl alcohol is further oxidized to form the target compound 2-amino-3,5-dibromobenzaldehyde. The optimized process has mild reaction conditions, conforms to green and environmentally friendly principles, significantly improves route safety, uses inexpensive and readily available raw materials, and achieves high product yield and purity, making it suitable for industrial production.

The invention discloses a montelukast intermediate synthesis method, and relates to the technical field of chemical synthetic drug intermediates, in the presence of a solvent, in the presence of an alkali and under the catalysis of a nickel catalyst NiBr2 (acac) L, methyl o-bromobenzoate and (E)-1-(3-(2-(7-chloroquinoline-2-yl) vinyl) phenyl) propyl-2-ene-1-one (MK2) are subjected to a coupling reaction, and the montelukast intermediate is obtained. Synthesizing a montelukast sodium intermediate; the novel nickel catalyst NiBr2 (acac) L is adopted, coupling of olefin and halogen at low temperature and pressure is achieved, and the method has great significance for reducing the reaction cost and being suitable for large-scale industrial production.

This invention belongs to the field of preparation of halogenated substituted benzoic acids, specifically relating to a method for selectively debrominating o-chlorobenzoic acid via hydrogenation. The invention uses hydrogen as a reducing agent, palladium as a catalyst, and methanol-water solution as a solvent, with 2-chloro-3-bromobenzoic acid, 2-chloro-5-bromobenzoic acid, or mixtures thereof as raw materials to prepare o-chlorobenzoic acid. This invention controls debromination through selective hydrogenation without dechlorination, suppressing the formation of the byproduct benzoic acid. This scheme is rationally designed, simple in process, and operates under mild reaction conditions, providing a new approach for the synthesis of o-chlorobenzoic acid.