13 results about "Ullmann reaction" patented technology

The invention relates to a green preparation method of fluopyram intermediate 3-chloro-5-(trifluoromethyl)-2-ethylaminopyridine, which comprises the following steps: step 1, Ullmann reaction: coupling 3-chloro-2-methyl-5-trifluoromethylpyridine (C1) and N-bromomethyl phthalimide (C2) in the presence of a copper catalyst and potassium tert-butoxide to generate an intermediate (C3); and step 2, hydrolysis reaction: hydrolyzing the intermediate (C3) in the presence of hydrazine sulfate and an alkaline condition to generate the fluopyram intermediate 3-chloro-5-(trifluoromethyl)-2-ethylamino pyridine. The method has the advantages of short synthesis steps, easily available raw materials, no use of high-toxicity cyanogen compounds, low catalyst cost, difficult poisoning, recycling, simple post-treatment process, and less waste liquid generation, greatly reduces the production cost, improves the production safety, reduces the waste liquid discharge amount, and accords with the idea of green synthesis.

The invention discloses a composite sewage treatment agent and a preparation method thereof, and belongs to the technical field of sewage treatment. The composite sewage treatment agent disclosed by the invention is prepared from the following raw material components in parts by mass: 10 to 12 parts of starch-based flocculating agent, 0.8 to 1.2 parts of modified bimetallic biochar and 0.7 to 0.8 part of 2, 4, 6-tri (4-ethynyl phenyl)-1, 3, 5-triazine, wherein the starch flocculant is obtained by carrying out graft copolymerization on an active monomer and amylopectin and then introducing carbazole through Ullmann reaction, and the active monomer at least comprises acrylamide, methacryloyloxyethyl trimethyl ammonium chloride, acryloyloxyethyl trimethyl ammonium chloride and N, N-diallylaniline; the modified bimetal biochar is prepared from bimetal biochar modified by 3-bromopropyl trimethoxy silane, and the modified bimetal biochar is prepared from the modified bimetal biochar modified by the 3-bromopropyl trimethoxy silane modified bimetal biochar. The bimetallic biochar is obtained by loading nano-iron and molybdenum disulfide in two steps through a calcination method and a hydrothermal method by taking straw biomass as a raw material.

The invention discloses a ferrocenyl chiral diphosphine ligand and a preparation method of an intermediate of the ferrocenyl chiral diphosphine ligand, and belongs to organic synthesis. The method comprises the following steps: dissolving acetylferrocene and a chiral catalyst in an organic solvent, dropwise adding dimethylamine, after the reaction is finished, purifying to obtain a crude product of N, N-dimethyl-1-ferrocenylethylamine, and splitting and dissociating to obtain (S)-(-)-N, N-dimethyl-1-ferrocenylethylamine. The preparation method comprises the following steps: dissolving 2, 4-dichlorophenoxyacetic acid into an organic solvent, dropwise adding sec-butyllithium under a low-temperature condition, continuing to react, dropwise adding an organic solvent solution of iodine under a low-temperature condition, and continuing to react to obtain an iodinated product; then carrying out Ullmann reaction on the iodinated substance under the catalysis of nickel to obtain a coupling product; and finally, dissolving the coupling intermediate and diphenylphosphine in acetic acid, and continuously reacting to obtain a target product. The preparation method provided by the invention has the advantages of cheap and easily available raw materials, less chiral catalyst dosage, less preparation steps, high product yield and good product quality.

The application belongs to the technical field of synthesis of organic light-emitting material intermediates, and particularly relates to a preparation method of 2-bromo-9-phenyl-9H-carbazole, which comprises the following steps: under inert gas, 2-nitroaniline and a bromine reagent are subjected to an electrophilic aromatic substitution reaction to generate an intermediate A-1; under acidic conditions, sodium nitrite and the intermediate A-1 are subjected to a diazotization reaction to generate a diazonium salt, and then under alkaline conditions, the diazonium salt is coupled with benzene to generate an intermediate A-2; the intermediate A-2 and triphenylphosphine are subjected to a reaction to generate a carbene, and then the carbene is subjected to a ring-closing reaction to generate an intermediate A-3; and the intermediate A-3 and bromobenzene are subjected to an Ullmann reaction to obtain 2-bromo-9-phenyl-9H-carbazole. The new method has the advantages of cheap and readily available raw materials, simple process, high yield, high continuous degree of reaction, short production cycle, low production cost and suitability for industrial production.

The invention belongs to the technical field of synthesis of organic luminescent material intermediates, and particularly relates to a preparation method of 2-bromo-9-phenyl-9H-carbazole, which comprises the following steps: under inert gas, carrying out electrophilic aromatic substitution reaction on 2-nitroaniline and a brominating reagent to generate an intermediate A-1; under the acidic condition, sodium nitrite and the intermediate A-1 are subjected to a diazotization reaction to generate diazonium salt, and under the alkaline condition, the diazonium salt is coupled with benzene to generate an intermediate A-2; reacting the intermediate A-2 with triphenylphosphine to generate carbene, and cyclizing to generate an intermediate A-3; and carrying out Ullmann reaction on the intermediate A-3 and bromobenzene to obtain the 2-bromo-9-phenyl-9H-carbazole. The novel method provided by the invention has the advantages of cheap and easily available raw materials, simple process, high yield, high reaction continuity degree, short production period and low production cost, and is more suitable for industrial production.

The application belongs to the technical field of medicine synthesis, and particularly relates to a preparation method of apalutamide. The preparation method comprises the following steps: 4-amino-2-fluoro-N-methyl benzamide is reacted with 1-bromocyclobutane-1-methyl carboxylate under the catalysis of silver oxide, the obtained product is reacted with 5-isothiocyanate-3-(trifluoromethyl) pyridine-2-cyan to obtain apalutamide; the starting material is cheap and easy to obtain, and the existing technology avoids the Strecker reaction of N-methyl-2-fluoro-4-amino benzamide, sodium cyanide (or trimethyl silyl cyanide) and cyclobutanone, which needs to use a toxic cyanide reagent; meanwhile, the Ullmann reaction needs high temperature and equivalent copper, and the application solves the problems, and is simple to operate, has a higher yield, and is more suitable for industrial mass production.

The invention provides a preparation method of N-arylamine, which comprises the following steps: reacting halogen-containing aromatic hydrocarbon with a structural general formula I with an ammonia source under the action of a copper catalyst to obtain N-arylamine with a structural general formula II, wherein X is halogen, and R1, R2, R3, R4 and R5 are respectively and independently selected from one of H, methyl, carboxyl, hydroxyl, nitryl, methoxyl and halogen. According to the invention, the process, reaction conditions and method are improved, and the high-activity copper catalyst is used, so that the Ullmann reaction of the low-activity halogen-containing aromatic hydrocarbon can be carried out under mild conditions, and harsh reaction conditions of high temperature and high pressure are avoided; an ammonia gas adsorption material with special adsorption performance on ammonia gas is introduced, so that the usage amount of an ammonia source is reduced; meanwhile, the new route avoids the generation of a large amount of waste acid, is more environment-friendly, and enables the overall process conditions to be milder.

The invention discloses a preparation method of 4-(6-aminopyridine-3-yl) piperazine-1-carboxylic acid tert-butyl ester and a preparation method of the 4-(6-aminopyridine-3-yl) piperazine-1-carboxylic acid tert- The invention provides a preparation method of a compound as shown in a formula II, which comprises the following step: in an organic solvent, in the presence of a copper catalyst, a ligand and an alkaline substance, carrying out Ullmann reaction on a compound as shown in a formula I and piperazine to obtain the compound as shown in the formula II. The invention provides a preparation method of 4-(6-aminopyridine-3-yl) piperazine-1-carboxylic acid tert-butyl ester, which has the advantages of short reaction route, simple process, lower price of raw materials and catalysts, environmental friendliness and suitability for industrial production.

This application provides a hard carbon porous material of tertiary amine-modified triazine polymer, its preparation method, and an anode. Using tris(4-aminophenyl)amine and 3,5-dibromobenzonitrile as raw materials, acetonitrile as solvent, and CuI as catalyst, CN-SL is synthesized via a Ullmann reaction. CTF-CN-1, containing a tertiary amine structure, is synthesized in a tube furnace at 450°C. CN-1000 is obtained by high-temperature calcination. The triazine porous framework of this application exhibits excellent physicochemical stability, high nitrogen content, and high porosity. After calcination, the interplanar spacing increases by 0.0086 nm, facilitating sodium ion insertion and extraction. As an anode for sodium-ion batteries, it achieves a specific capacity of 165.1 mAh / g after 10 cycles at a high current density of 2 A / g; a reversible capacity of 97.3 mAh / g after 300 cycles at a high current density of 1 A / g; and an impedance of 1.09 Ω. It has wide applications in secondary battery anode materials.

This application provides an amino- and tertiary-amine-modified triazine hard carbon porous material, its preparation method, and an anode. Using tris(4-aminophenyl)amine and 4-amino-3,5-dibromobenzonitrile as raw materials, acetonitrile as solvent, and CuI as catalyst, NH2-SL is synthesized via a Ullmann reaction. The mixture is then reacted in a tube furnace at 450℃ for 40 h to synthesize CTF-NH2 containing an imine structure. Subsequently, high-temperature calcination is performed to synthesize NH2-1000. The triazine porous framework obtained in this application exhibits excellent physicochemical stability, high nitrogen content, and high porosity. Compared to the material before calcination at 1000℃, the interplanar spacing of the hard carbon porous material increases by 0.0034 nm, which is more conducive to sodium ion insertion and extraction. Therefore, the prepared NH2-1000, as a sodium-ion battery anode, demonstrates a high reversible capacity of 209.1 mAh / g in a 2A / g rate performance test, making it widely applicable as a secondary battery anode material.

Provided is a method for synthesizing a key intermediate of enzalutamide, relating to the technical field of organic synthesis. The method comprises: 4-bromo-2-fluorobenzoic acid, as a starting material, undergoing an esterification reaction with an ethanol solution of sulfuric acid to obtain ethyl 4-bromo-2-fluorobenzoate; and ethyl 4-bromo-2-fluorobenzoate and ammonium chloride undergoing an Ullmann reaction under the action of a ligand, a catalyst and an acid-binding agent to obtain ethyl 4-amino-2-fluorobenzoate. By means of an esterification reaction and an Ullmann reaction, the key intermediate of enzalutamide, ethyl 4-amino-2-fluorobenzoate, is synthesized. The synthesis method involves simplified operations, reduced costs, and improved yields of the intermediate and a product, thereby being suitable for industrial production to provide the high-quality intermediate for the preparation of enzalutamide.

The invention relates to a preparation method of an oxygen-doped zigzag graphene nanobelt, and belongs to the technical field of nano materials. Preparing a gold single crystal substrate; 1, 5-dibromonaphthene-2, 6-diol precursor molecules are evaporated and deposited on a gold single crystal substrate to obtain a substrate and a two-dimensional DBNDO self-assembly network structure deposited on the substrate, and the temperature of the DBBPA self-assembly structure on the substrate and the temperature of the gold single crystal substrate are controlled to range from 25 DEG C to 30 DEG C in the deposition process; and heating the substrate and the DBNDO self-assembled network structure deposited on the substrate for the first time to a growth temperature, keeping the temperature, and performing annealing treatment to obtain a product after Ullmann reaction and dehydrocyclization reaction. The method provides a new thought for accurately preparing the oxygen-doped zigzag graphene nanobelt, and has relatively high scientific research value and application potential.

This application provides an amino- and tertiary-amine-modified triazine hard carbon porous material, its preparation method, and an anode. Using tris(4-aminophenyl)amine and 4-amino-3,5-dibromobenzonitrile as raw materials, acetonitrile as solvent, and CuI as catalyst, NH2-SL is synthesized via a Ullmann reaction. The mixture is then reacted in a tube furnace at 450℃ for 40 h to synthesize CTF-NH2 containing an imine structure. Subsequently, high-temperature calcination is performed to synthesize NH2-1000. The triazine porous framework obtained in this application exhibits excellent physicochemical stability, high nitrogen content, and high porosity. Compared to the material before calcination at 1000℃, the interplanar spacing of the hard carbon porous material increases by 0.0034 nm, which is more conducive to sodium ion insertion and extraction. Therefore, the prepared NH2-1000, as a sodium-ion battery anode, demonstrates a high reversible capacity of 209.1 mAh / g in a 2A / g rate performance test, making it widely applicable as a secondary battery anode material.