28 results about "Bromosuccinimide" patented technology

The invention belongs to the field of Velciguat synthesis, and particularly relates to a preparation method of Velciguat and an intermediate product thereof. The preparation method of the Velciguat comprises the following steps: (1) reacting aminomalononitrile with methyl chloroformate to generate an intermediate product I; (2) carrying out ring closing on the intermediate product I and formamidine under an alkaline condition to obtain an intermediate product II; (3) carrying out bromination reaction on the intermediate product II and N-bromosuccinimide to obtain an intermediate product III; (4) reacting the intermediate product III with bis (pinacolato) diboron under the action of a catalyst to obtain an intermediate product IV; and (5) carrying out a reaction on the intermediate product IV and 5-fluoro-1-(2-fluorobenzyl)-3-iodo-1H-pyrazolo [3, 4-b] pyridine to prepare the viriciguat. The method is simple to operate, low in cost and safe in production. The invention also provides the intermediate product obtained by the preparation method.

The invention relates to a preparation method of alpha-bromo-carboxylic acid. The method comprises the following steps: under the protection of nitrogen, dissolving a malonic acid substrate, N-bromosuccinimide (NBS) and pyridine in a reaction solvent, and reacting for 1 hour at 50 DEG C under the irradiation of blue light; and separating the crude reaction product through column chromatography or preparative plate chromatography to obtain the target delta-bromo-carboxylic acid compound. The method has the advantages of mild reaction conditions, simple operation, easily available raw materials, low cost, and good functional group compatibility and substrate universality. In the obtained product, due to high reaction activity of bromine atoms, the bromine atoms can be further derived into various alpha-heteroatom substituted carboxylic acids, and the product has application potential in the fields of synthetic chemistry, drug research and development and the like.

The invention belongs to the technical field of organic synthesis, and discloses a preparation method for trifluoromethylation of a 1, 6-enyne substrate. The preparation method comprises the following steps: in a protective gas atmosphere, mixing a 1, 6-eneyne substrate, NaSO2CF3, an oxidant, N-bromosuccinimide and an organic solvent, heating to react, cooling, separating an organic phase, drying and purifying to obtain a product after trifluoromethylation of the 1, 6-eneyne substrate, the organic solvent is selected from any one of dimethoxyethane and 1, 2-dichloroethane. The preparation method is mild in reaction condition, simple and convenient to operate, good in substrate applicability, good in substrate selectivity in reaction and high in target product yield, and a new way is provided for trifluoromethylation of the 1, 6-eneyne compound.

The application provides a kind of 3-bromofluorenone and preparation method thereof, it relates to the technical field of organic photoelectric material.The method is prepared by using 2-bromofluorenone and benzophenone imine under the condition of palladium catalyst to react 2-amino fluorenone, purification is convenient;Using 2-amino fluorenone and N-bromosuccinimide under ice water bath, the impurity can be controlled, purification is convenient, cost is controlled;Using with tert-butyl nitrite can obtain high purity 3-bromofluorenone compound target product;Using N-bromosuccinimide in ice water bath, accurately locate the 3 position of fluorenone, without the help of other catalysts, simplify the reaction;Using the way of dropping tert-butyl nitrite THF solution into the reaction system, can greatly improve the utilization rate of tert-butyl nitrite, finally improve the yield of the whole reaction.The preparation method provided by the application has the advantages of controllable impurity, easy purification and cost economy.

The invention discloses a preparation method and application of a liquid reaction type bromine flame retardant, and belongs to the technical field of flame retardant preparation, and the preparation method comprises the following steps: mixing polypropylene glycol, tetrahydrofuran, N-bromosuccinimide, azodiisobutyronitrile and tetrahydrofuran for reaction, and performing post-treatment to obtain a brominated polyether polyol flame retardant; according to the invention, the prepared brominated polyether polyol flame retardant is also used in thermosetting resin to prepare a flame-retardant resin composition; according to the brominated polyether polyol flame retardant, the balance of high bromine content, high reaction activity and excellent synergism is realized; as a reactive flame retardant, the flame retardant not only can improve the flame retardant property of thermosetting resins such as polyurethane, but also can better retain the inherent physical and mechanical properties of a resin matrix.

The invention discloses a method for synthesizing 3-bromine-9-ethyl carbazole through reactive extrusion. The method comprises the following reaction steps: (1) adding uniformly mixed 9-ethyl carbazole, N-bromosuccinimide and a solid diluent into a solid feeding bin of a double-screw extruder; (2) adjusting the feeding speed and the screw rotating speed of the double-screw extruder, and dropwise adding auxiliary liquid through a peristaltic pump; and (3) collecting the product, dissolving, filtering, evaporating to remove the solvent and the like to obtain the 3-bromine-9-ethyl carbazole. According to the present invention, the double-screw extruder is adopted to efficiently prepare the 3-bromo-9-ethyl carbazole through the reaction extrusion, such that the use amount of the toxic and harmful solvent is substantially reduced, the product yield is improved, and the good application prospect is provided.

The application belongs to the technical field of pesticide intermediate preparation, and discloses a preparation method and application of 4-chloro-2,6-dimethylbromobenzene. The method uses 3,5-dimethylphenol as a starting material, and first reacts with p-toluenesulfonyl chloride under alkaline conditions to obtain 3,5-dimethylphenyl p-toluenesulfonate, then performs selective bromination with N-bromosuccinimide in the presence of a free radical initiator to obtain 4-bromo-3,5-dimethylphenyl p-toluenesulfonate, and finally performs a substitution reaction with a chlorine source such as concentrated hydrochloric acid or lithium chloride to obtain the target product 4-chloro-2,6-dimethylbromobenzene; the product can be used for synthesizing pesticides such as methoxypiperidine acetate and dispiro. The method realizes high-selectivity halogenation by regulating the electron cloud distribution of the benzene ring through functional group transformation, has mild reaction conditions, simple operation, avoids high-risk reagents and processes, has high yield, less waste, low cost, and is suitable for industrial production.

The application belongs to the field of vixepiromide synthesis, and particularly relates to a preparation method of vixepiromide and intermediate products thereof. The preparation method of vixepiromide comprises the following steps: (1) reacting aminopropandinitrile with methyl chloroformate to generate an intermediate product one; (2) ring closing the intermediate product one with formamidine under alkaline conditions to generate an intermediate product two; (3) performing bromination on the intermediate product two with N-bromosuccinimide to generate an intermediate product three; (4) reacting the intermediate product three with pinacol diboron under the action of a catalyst to generate an intermediate product four; and (5) reacting the intermediate product four with 5-fluoro-1-(2-fluorobenzyl)-3-iodo-1H-pyrazolo[3,4-b]pyridine to generate vixepiromide. The application has the advantages of simple operation, low cost and safe production. The application further provides the intermediate products generated in the above preparation method.

The application belongs to the field of pharmaceutical chemical industry, and particularly relates to a preparation method of a ticagrelor intermediate (1R, 2S)-2-(3, 4-difluorophenyl)cyclopropylamine, which comprises the following steps: taking compound II as raw material, and reacting with N-bromosuccinimide and sodium acetate to prepare target intermediate compound I. Compared with the prior art, the reaction has the advantages of mild reaction condition, simple operation, high safety, simple post-treatment, and safety and environmental protection. It is determined that the yield of the product prepared by the technical scheme disclosed in the application can reach more than 88%, and the purity is more than 99%.

This invention discloses a eutectic solvent and its preparation, a metal leaching agent, and a metal leaching method. The eutectic solvent is prepared by mixing choline chloride and a sulfonamide compound in a specific ratio; the sulfonamide compound is sulfonamide, 4-amino-N-(aminoiminomethyl)benzenesulfonic acid, or p-aminobenzenesulfonamide. This invention provides a metal leaching agent containing the aforementioned eutectic solvent, which is a transparent liquid prepared from the eutectic solvent and an auxiliary agent. The auxiliary agent is at least one selected from 1,3-dibromo-5,5-dimethylhydantoin, 1,3-dichloro-5,5-dimethylhydantoin, N-chlorosuccinimide, N-bromosuccinimide, chloramine T, and sodium hypochlorite. The eutectic solvent of this invention is an environmentally friendly compound, and the metal leaching agent system containing this eutectic solvent possesses both good oxidizing and coordinating abilities, enabling the leaching of gold and palladium with rapid leaching speed and high extraction rate.

This invention discloses a method for preparing deuterated 1,2-dibromoethane, comprising the following steps: (1) adding tetradeuterium glycol, N-bromosuccinimide, and solvent into a reaction vessel; (2) controlling the temperature inside the reaction vessel at -5 to 20°C, and then adding a mixture of triphenylphosphine and solvent dropwise into the reaction vessel; (3) after the dropwise addition is completed, restoring the reaction vessel to room temperature, and controlling the reaction time to 0.5 to 1.5 h to obtain a product containing deuterated 1,2-dibromoethane. The reaction temperature of this invention is at room temperature, the reaction operation is simple, it meets the requirements of green chemistry, and it can be industrialized. Furthermore, the purity of deuterated 1,2-dibromoethane is above 98 wt%, and the yield of deuterated 1,2-dibromoethane is above 60 wt%.

This invention discloses a method for preparing bromobenzothiophene, relating to the field of organic synthesis. In the preparation of bromobenzothiophene, N-bromosuccinimide is first purified by recrystallization; benzo[b]thiophene is mixed evenly with acetonitrile, and then the purified N-bromosuccinimide is added in batches while stirring. Finally, deionized water is added to the reaction solution, followed by stirring, filtration, washing, and drying to obtain 3-bromobenzo[b]thiophene. The method for preparing bromobenzothiophene provided by this invention reduces the generation of toxic byproducts due to solvent substitution, resulting in a higher yield of bromobenzothiophene. Furthermore, the preparation method provided in this application can be carried out at a lower temperature, saving energy.

This invention discloses a berberine-dimethylaniline photosensitizer, its preparation method, and its application, belonging to the field of biomedical technology. The method involves sequentially reacting berberine with magnesium methyl bromide via Grignard addition, followed by bromomethylation with N-bromosuccinimide, and basic condensation with dimethylaminobenzaldehyde, then demethylating under high temperature and vacuum to obtain the active berberine-dimethylaniline. Finally, it undergoes weakly alkaline treatment to obtain the inactivated berberine-dimethylaniline. This invention introduces the electron-donating group dimethylaniline onto the berberine backbone, constructing an electron push-pull structure that red-shifts the absorption wavelength, facilitating deeper tissue penetration. Furthermore, this photosensitizer maintains high activity in the weakly acidic microenvironment of tumors while remaining inactive under normal physiological conditions, thereby achieving intelligent "on-off" regulation based on pH differences, improving the safety and precision of photodynamic therapy for tumors.

The invention discloses a method for continuously synthesizing 5, 5 '-dibromo-2, 2'-bithiophene through twin-screw extrusion, which comprises the following reaction steps: (1) adding 2, 2 '-bithiophene, N-bromosuccinimide and a solid diluent which are uniformly mixed into a feeding bin of a twin-screw extruder; (2) adjusting the feeding speed and the screw rotating speed of the double-screw extruder; and (3) collecting the product, dissolving, filtering, evaporating to remove the solvent and the like to obtain the 5, 5 '-dibromo-2, 2'-bithiophene. According to the present invention, the solvent-free continuous efficient preparation of 5, 5 '-dibromo-2, 2'-bithiophene is achieved by using the twin-screw extrusion technology, the method is green and environmentally friendly, the product yield is increased, and the method has good application prospects.

The invention relates to a method of administering radiotherapy to a patient. The method involves producing a radiolabeled aryl drug compound by reacting the aryl boronic acid compound (II) Ar—Y, or a salt thereof, wherein Y is a borono group (—B(OH)2) or an ester group thereof, with a radionuclide selected from 123I, 124I, 125I and 131I, in the presence of an oxidizing agent selected from N-bromosuccinimide and N-chlorosuccinimide, in water, and administering the radiolabeled aryl drug compound to the patient.

The invention discloses a method for synthesizing 2-chlorine-5-chloromethylthiazole and / or 2-chlorine-5-bromomethylthiazole based on a continuous streamer reaction. The method comprises the following steps of: firstly, adding 2-chlorine-5-chloromethylthiazole and / or 2-chlorine-5-bromomethylthiazole; according to the method, 2-chloro-5-methylthiazole and N-chlorosuccinimide (NCS) or N-bromosuccinimide (NBS) are used as raw materials, and the 2-chloro-5-chloromethylthiazole and / or the 2-chloro-5-bromomethylthiazole are / is efficiently synthesized through a photoreactor under the condition of illumination. According to the method, a continuous flow strategy is adopted, so that the reaction yield is increased, the difficulty of light reaction discharge is overcome, meanwhile, a solvent and energy are saved, and a feasible solution is provided for industrial production of 2-chloro-5-chloromethylthiazole and / or 2-chloro-5-bromomethylthiazole.

The invention provides an acrolein fluorescent probe based on a coumarin derivative, a preparation method of the acrolein fluorescent probe and application of the acrolein fluorescent probe in biological detection, and belongs to the field of small organic molecule fluorescent probes. The preparation method of the acrolein fluorescent probe based on the coumarin derivative comprises the following steps: in a solvent environment, carrying out contact reaction on 7-diethylamino coumarin and N-bromosuccinimide to obtain a compound 3; and contacting the compound 3 with 4-aminophenylboronic acid, carrying out a heating reaction, and purifying to prepare the acrolein fluorescent probe based on the coumarin derivative. The acrolein fluorescent probe based on the coumarin derivative is easy and convenient to operate, good in acrolein recognition selectivity, high in response speed, high in sensitivity, good in fluorescence stability and anti-interference performance and capable of rapidly and accurately detecting acrolein in the real-time acrolein detection process; meanwhile, the preparation process of the fluorescent probe is simple, the preparation efficiency is high, and the preparation cost is low.

The invention belongs to the technical field of daily chemical industry, and discloses geraniol (the chemical name is N, N-diethyl-3-(geranyloxymethyl) benzamide) with a mosquito repelling effect, and a preparation method of the geraniol comprises the following steps: preparing sodium geraniol by using geraniol as a raw material; the preparation method comprises the following steps: by taking N, N-diethyl-3-methyl benzamide as a raw material, carrying out benzyl bromination reaction on the N, N-diethyl-3-methyl benzamide and a dichloromethane solution of bromine released by N-bromosuccinimide (trade name: NBS) to generate a key intermediate N, N-diethyl-3-(bromomethyl) benzamide; and carrying out etherification reaction on the intermediate and sodium geraniate under an alkaline condition to obtain a target product. The method is simple in step and mild in reaction condition, and the product has the efficient repelling property of deet and the natural aromatic characteristic of geraniol and can be used as a novel aromatic mosquito-repelling product.

The invention relates to the technical field of tembotrione acid preparation, and provides a tembotrione acid preparation method, which comprises: mixing 3-chloro-2-methyl phenyl methyl sulfide, 1, 2-dichloroethane, azodiisobutyronitrile and N-bromosuccinimide, stirring at a controlled temperature, and extracting to obtain 3-chloro-2-bromomethyl phenyl methyl sulfide; the preparation method comprises the following steps: mixing 3-chloro-2-bromomethyl phenyl methyl sulfide, trifluoroethanol, solid sodium hydroxide, TBAB and 1, 2-dichloroethane, stirring at a controlled temperature, and extracting to obtain 3-chloro-2-((2, 2, 2-trifluoroethoxy) methyl) phenyl methyl sulfide; the preparation method comprises the following steps: mixing 3-chloro-2-((2, 2, 2-trifluoroethoxy) methyl) phenylmethyl sulfide, anhydrous aluminum trichloride, dichloromethane and oxalyl chloride, stirring at a controlled temperature, heating, cooling, carrying out suction filtration, and drying to obtain 2-chloro-4-methylthio-3-((2, 2, 2-trifluoroethoxy) methyl) benzoic acid; the method comprises the following steps: oxidizing 2-chloro-4-methylthio-3-((2, 2, 2-trifluoroethoxy) methyl) benzoic acid, and extracting to obtain tembotrione acid. According to the method, the stability of the preparation yield of tembotrione acid and the total yield are remarkably improved.

This invention relates to the field of chiral organic compound technology, specifically a method for preparing chiral 4-bromophenylalanine. The method includes the following steps: preparing a mixed catalyst in glacial acetic acid; preparing S-4-bromophenylalanine from L-phenylalanine; and preparing R-4-bromophenylalanine from D-phenylalanine. This invention uses the natural amino acids L-phenylalanine and D-phenylalanine as starting materials, which are respectively mixed with N-bromosuccinimide in glacial acetic acid, and then the prepared mixed catalyst in glacial acetic acid is added. After reaction, purification and separation are performed to obtain S-4-bromophenylalanine and R-4-bromophenylalanine. The preparation process is simple and low-cost, significantly improving productivity while shortening the production cycle of chiral 4-bromophenylalanine, and opening up a process route easily suitable for industrial production.

This invention discloses a method compatible with multifunctional group deprotection of tert-butylsulfinyl groups. The method uses tert-butylsulfinyl compound 1 as a substrate and haloalkanes as solvents. Under a nitrogen or air atmosphere, N-chlorosuccinimide, N-bromosuccinimide, or N-iodosuccinimide are used as deprotection reagents. The reaction is carried out at room temperature to 100°C with stirring for 0.1 to 5 hours. After quenching and purification, the target compound 2 is obtained. The molar ratio of substrate to reagent is 1:0.1 to 10.0, and the molar volume ratio of substrate to solvent is 1:1 to 10. The quenching reagent is selected from sodium thiosulfate solution, etc. This invention overcomes the shortcomings of existing methods, such as poor functional group compatibility and limited substrate applicability. It has advantages such as mild reaction conditions, high deprotection efficiency, wide substrate range, commercially available and inexpensive reagents, and safe and simple operation. It can be widely used in the synthesis of multifunctional and complex molecules and has good industrial application prospects.

The application provides a coumarin lysosome-targeting probe for hypochlorous acid detection, a preparation method and application thereof. The probe is Cou-CN-Mor, the probe is prepared from 7-diethylamino-4-methylcoumarin and N-bromosuccinimide reaction to obtain compound 2, then reacts with cuprous cyanide to obtain compound 3, then reacts with 4-(4-morpholinyl)benzaldehyde to obtain compound 5, and then reacts with Lawesson's reagent to obtain the probe; the probe is a coumarin fluorescent probe with a large Stokes shift, can realize sensitive detection of HClO, has specific targeting of lysosomes, has low cytotoxicity, and through fluorescence imaging research on biological samples, the probe is successfully applied to detection of HClO in living cells, zebra fish and plant rhizome tissues, and exhibits good bioimaging performance.

The invention belongs to the technical field of medicines, and particularly discloses a tricyclic pyrazole [4, 3-d] pyrimidone derivative as well as a preparation method and application thereof. The method comprises the following steps: reacting 1-methyl-4-aminopyrazole-3-methyl formate serving as a raw material with phosphorus oxychloride serving as a catalyst, then reacting with equal amount of N-bromosuccinimide in an acetonitrile solution, then reacting with equal amount of 3, 4, 5-trimethoxybenzaldehyde and equal amount of p-toluenesulfonic acid in xylene, and finally reacting with an organic solvent, thereby obtaining the 4-aminopyrazole-3-methyl formate. And finally reacting with different boric acids in 1, 4-dioxane and water under the action of a catalytic amount of tetrakis (triphenylphosphine) palladium and excessive potassium phosphate to obtain different substituted derivatives (C1-C28). The 28 compounds are investigated, and results show that 8 compounds have certain inhibitory activity on human cervical cancer cells Hela, 17 compounds have certain inhibitory activity on colon cancer cells HT-29, and 4 compounds have certain inhibitory activity on gastric cancer cells HGC-27.

A method for preparing lignan-derived schisandrol A, belonging to the field of medicinal chemistry. The method comprises: 1. Preparing intermediate 1 using 3,4,5-trimethoxybenzaldehyde and N-bromosuccinimide; 2. Preparing intermediate 2 using intermediate 1, a nickel catalyst, a ligand, tetrabutylammonium iodide, and zinc powder; 3. Preparing intermediate 3 using intermediate 2, methyl chloropropionate, and an organic base; 4. Preparing intermediate 4 using intermediate 3, ethyltriphenylphosphine bromide, and potassium tert-butoxide; 5. Preparing intermediate 5 using intermediate 4, an alkaline solution, and hydrochloric acid; 6. Preparing lignan-derived schisandrol A using intermediate 5, a samarium catalyst, hexamethylphosphoramide, and tert-butanol. This invention optimizes the reaction pathway, requiring only 6 steps to efficiently synthesize schisandrol A, significantly shortening the traditional synthetic route, improving overall reaction efficiency and the total yield of the target product. Tests show that schisandrol A has good antibacterial activity against *Escherichia coli* and *Staphylococcus aureus*.

The invention discloses an N-trifluoromethyl indole compound and a preparation method thereof, and belongs to the technical field of compounds. The preparation method of the N-trifluoromethylindole compound provided by the invention is simple, o-alkenyl aryl isonitrile which is convenient and easy to obtain is taken as a starting raw material, and a target product can be obtained by reaction in the presence of N-bromosuccinimide and pyridine hydrogen fluoride; the method has the advantages of wide substrate applicability, mild and safe preparation conditions, no need of high temperature or high pressure, simplicity and convenience in operation and simple post-treatment, and is a method for efficiently synthesizing the N-trifluoromethylindole compound. In the prepared N-trifluoromethyl indole compound, Ar1 and Ar2 can be subjected to combination of different substituent groups, and bromine atoms introduced at three positions of indole can be further subjected to coupling reaction to prepare derivatives, so that compounds with high value in medicine and pharmacology can be prepared more simply, conveniently and quickly.

The invention discloses linalool with a mosquito repelling effect and a preparation method thereof, and belongs to the technical field of daily chemical industry. The method comprises the following steps: preparing linalool sodium by taking linalool as a raw material; the preparation method comprises the following steps: by taking N, N-diethyl-3-methyl benzamide as a raw material, carrying out benzyl bromination reaction on the N, N-diethyl-3-methyl benzamide and a dichloromethane solution of bromine released by N-bromosuccinimide to generate a key intermediate N, N-diethyl-3-(bromomethyl) benzamide; performing etherification reaction on the intermediate and linalool sodium under an alkaline condition to obtain a target product. The method is simple in step and mild in reaction condition, and the product has the efficient repelling property of deet and the natural aromatic characteristic of linalool and can be used as a novel aromatic mosquito-repelling product.

The patent application relates to a kind of catalyst (for example trivalent rhodium catalyst) catalysis, additive (such as N-bromosuccinimide) promotes the tandem reaction of aromatic ring ortho vinyl group-containing imidic acid ester, oxidation C-H bond amination, and the C3 position to C4 position migration of olefin connected aryl group.This patent application discloses a kind of method for constructing isoquinoline compound based on aryl migration strategy, hole transport material molecule and its preparation method, perovskite solar cell and its preparation method.The oxidation amination, aryl migration tandem reaction has good site selectivity, atom economy, step economy, meet the requirements of green and sustainable chemistry, can quickly construct site diversity functional molecule library.The substrate of the method is widely used, and the target product C1-ethoxy isoquinoline can be further converted into isoquinoline ketone and C1 position halogenated isoquinoline derivative.The isoquinoline derivative obtained in the application patent can also be applied to potential perovskite battery hole transport layer material.

The application discloses a method for synthesizing santalol, which comprises the following steps: 1) dispersing santalene, N-bromosuccinimide, benzoyl peroxide and aminated carbon material in an organic solvent to perform a substitution reaction, so as to obtain brominated santalene; 2) dispersing the brominated santalene and sodium peroxoacetate in an organic solvent to perform an esterification reaction, so as to obtain santalene acetic acid ester; and 3) dispersing the santalene acetic acid ester and lithium hydroxide monohydrate in a methanol aqueous solution to perform a hydrolysis reaction, so as to obtain santalol. The method for synthesizing santalol has the advantages of simple operation process, short reaction time, mild reaction condition, high raw material conversion rate, high product yield, high product selectivity, green environmental protection and the like, and is suitable for large-scale industrial application.