8 results about "Ullmann reaction" patented technology

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 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.