311 results about "Benzoyl bromide" patented technology

The invention discloses a preparation method of eliglustat. Eliglustat is the first micromolecular oral drug for treating gaucher disease, and is applied to a first-line oral administration treatment of adult patients of I type gaucher disease. The invention provides a synthesis method of eliglustat. The synthesis method comprises the following steps: taking a compound represented by the formula (II) as the primary material, carrying out reactions between the compound (II) and Boc anhydride in an organic solvent in the presence of weak alkali so as to obtain a compound represented by the formula (III); reacting the compound (III) with benzyl bromide to obtain a compound represented by the formula (IV), subjecting the compound (IV) to deprotection in an organic solvent to obtain a compound represented by the formula (V); reacting the compound (V) with caprylyl chloride in an organic solvent (dichloromethane, etc.) to generate a compound represented by the formula (VI), and finally hydrogenating the compound (VI) to obtain the target compound represented by the formula (I). The synthesis method has the advantages that the operation is convenient, the process can be controlled convenient, the product purity is high, and the method can be easily applied to industrial production.

The invention provides a preparation method of difenoconazole technical material. 4-(4-chlorophenoxy)-2-chloroacetophenone performs cyclization reaction with 1,2-propylene glycol to generate cis/trans-3-chloro-4-(2,4-dimethyl-1,3-dioxolan-2-yl)phenyl-4'-chlorphenyl ether, then carries out bromination reaction with bromine to generate cis,/trans-3-chloro-4-(4-methyl-2-bromomethyl-1,3-dioxolan-2-yl)phenyl-4'-chlorphenyl ether, and carries out condensation reaction with 1, 2, 4-triazole potassium to prepare a crude product; a product is obtained after the crude product suffers from refining, desolvation, reduced pressure distillation , crystallization and centrifugation, bromine is added at twice while carrying out bromination reaction after cyclization reaction is over, bromine accounting for 3%-10% of total mass is added to reaction system for initiation reaction, remanent bromine is added after 10-30 minutes for reacting for 2-3 hours. Benzyl bromide accounting for 0.5%-5% of the quality of the crude product is added into the prepared crude product while refining the crude product, and heat is preserved for 1-3 hours at 200-300 DEG C.

The invention discloses a preparation method of a blended cross-linked anion exchange membrane. The preparation method includes: using low-price vinyl imidazole monomer as a raw material, utilizing a radical polymerization method to prepare polyvinyl imidazole, using benzyl bromide as a quaternization reagent to be in reaction with polyvinyl imidazole to prepare a brominated polyvinyl benzyl imidazolium salt, subjecting the brominated polyvinyl benzyl imidazolium salt and pendant amino containing polybenzimidazole to solution blending, and using low-price epoxy resin as a cross-linking agent to obtain a brominated polyvinyl benzyl imidazolium salt/polybenzimidazole blended cross-linked anion exchange membrane; soaking the membrane in an alkali solution, taking the membrane out, and washing the same to be neutral to obtain a hydroxide polyvinyl benzyl imidazolium salt/polybenzimidazole blended cross-linked anion exchange membrane. The alkaline anion exchange membrane has high ion exchange capacity, high hydroxyl conductivity, good mechanical strength and low swelling rate.

The invention relates to a method for preparing a positively charged ultrafiltration membrane. Benzyl bromide polyphenylene ether is dissolved in a good solvent to prepare a film-casting solution, then an aminating reagent is added into the film-casting solution to carry out reaction, and the film-casting solution after the reaction and defoaming is turned into the membrane by wet-dry phase inversion; wherein, the good solvent is N-methyl pyrrolidone or a mixed solvent of the N-methyl pyrrolidone and tetrahydrofuran, and the aminating reagent is triethanolamine. The method has the advantages that: the membrane forming material of the method functionalizes positive charge and forms the membrane by one-time operation by phase conversion, therefore, bischloromethyl ether which is a strongly carcinogenic substance is avoided; the hydrophilicity of the membrane can be improved because triethanolamine contains three alcoholic hydroxyls, therefore, the antipollution property is high, the positively charged performance is stable and the membrane is acid and alkali resistant; the coagulation bath uses water and quaternary amination is carried out to amine and the benzyl bromide polyphenylene ether solution under mild condition to obtain positive charge, therefore, the method has the potential for large scale industrialized production; the compact degree and morphological structure of the membrane are controllable; the retention rate to a 0.5g/l BSA aqueous solution can reach more than 90 percent.

This invention relates to a convenient and improved process for preparation of glatiramer acetate (copolymer-1) of pharmaceutical grade. The process involves polymerizing N-carboxyanhydrides of tyrosine, alanine, y-benzyl glutamate and &egr;-N-trifluoroacetyllysine in dioxane with diethylamine as initiator to afford protected copolymer-1. Treatment with hydrogen bromide in acetic acid at 35° C. for 3-5 h cleaves benzyl group to produce trifluoroacetyl copolymer-1. The trifluoroacetyl copolymer-1 is washed with an organic solvent to remove reactive benzyl bromide generated during debenzylation. Deprotection with aqueous piperidine, followed by dialysis offers glatiramer acetate (copolymer-1) of Molecular weight 5000-9000 daltons.

The invention relates to the technical field of a preparation method for an olmensartan medoxomil with a low-level impurity. With the invention, 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid ethyl ester and 4-[12-(triphenylmethyl tetrazole-5-yl) phenyl] benzyl bromide are adopted as raw materials, and are sequentially subjected to an alkylating, a hydrolysis and a esterification, and a last process of a protective group removing to obtain the olmensartan medoxomil with high impurity. Content of single impurity of the olmensartan medoxomil is less than 0.1%. In the prior art, the olmensartan medoxomil has disadvantages of a variety of the impurities, high content of the impurities, and a requirement of a purification by a column chromatography so as to go against an industrial production. According to the present invention, problems of the prior art are solved. In addition, the preparation method provided by the present invention is mild, and avoids using solvents with high toxicity so as to comply with environmental requirements of the industrial production.

The invention discloses a poly(fluorenyl ether nitrile) crosslinked anion exchange membrane material with functionalized cationic groups for a fuel cell and a preparation method of the poly(fluorenyl ether nitrile) crosslinked anion exchange membrane material, and relates to the technical field of anion exchange membranes. According to the invention, a poly(fluorenyl ether nitrile) polymer with a benzyl methyl group is produced by a nucleophilic polycondensation reaction; then a poly(fluorenyl ether nitrile) polymer with benzyl bromide is produced by a bromination reaction; then a poly(fluorenyl ether nitrile) polymer with functionalized cationic groups is produced by a quaternization reaction; at last, through adding a crosslinked agent, the poly(fluorenyl ether nitrile) crosslinked anion exchange membrane material with functionalized cationic groups is produced by a solution blending method. At 80 DEG C, the ionic conductivity is 0.051S/cm-0.089S/cm; at 30 DEG C, the methanol permeability coefficient is 0.96x10<-7>cm<2>s<-1>-1.56x10<-7>cm<2>s<-1>. After being soaked in a NaOH solution with the concentration of 2mol/L at 60 DEG C for 10 days, the crosslinked membrane remains the ionic conductivity of 60.0-77.5%, indicating that the crosslinked anion exchange membrane has excellent stability in alkali resistance. Compared with a perfluorosulfonic acid film, the composite proton exchange membrane produced in the invention is lower in cost and easy to be industrialized and can be applied in the fuel cell field.

The invention belongs to the field of medicinal synthesis, and particularly relates to a method for preparing hydroxytyrosol, which comprises the following steps of: (1) protecting free hydroxyl groups at 3 and 4 positions, on 3,4-dihydroxy benzaldehyde with benzyl, namely, reacting the 3,4-dihydroxy benzaldehyde with benzyl bromide to prepare 3,4-dibenzyloxybenzaldehyde; (2) reacting N-methylaniline acetonitrile with the 3,4-dibenzyloxybenzaldehyde to prepare 3-(3,4-dibenzyloxyphenyl)-2-(methylphenylamino) acrylonitrile, and hydrolyzing the 3-(3,4-dibenzyloxyphenyl)-2-(methylphenylamino) acrylonitrile under acidic condition to prepare a 3,4-dibenzylosyphenylacetic acid; (3) reducing a carboxyl group of the 3,4-dibenzylosyphenylacetic acid with lithium borohydride, lithium aluminum hydride or sodium borohydride to prepare 3,4-dibenzyloxyphenethyl alcohol; and (4) catalyzing the 3,4-dibenzyloxyphenethyl alcohol with a catalyst palladium/carbon to prepare the hydroxytyrosol. The reagents used in the method are easily obtainable and low in cost, reaction conditions are mild, and the final overall yield of the whole reaction reaches 50 to 60 percent.

The invention discloses a synthesis method for resveratrol, including (1) discharging hydrogen bromide gas to benzene solution of p-methoxy benzyl alcohol to obtain p-methoxy benzyl bromide, (2) carrying out reaction of p-benzyl bromide with triethyl phosphate to obtain diethyl p-methoxy benzyl phosphate, (3) carrying out reaction of diethyl p-methoxy benzyl phosphate with sodium amide and 3,5-dimethoxybenzaldehyde to obtain (E)-3, 4', 5-trimethoxystilbene, and (4) carrying out reaction of (E)-3, 4', 5- trimethoxystilbene with aluminum iodide to obtain the final product. The invention has the advantages of raw materials easy to get, lowered cost, mild reaction conditions, simplified operation, and enhanced yield.

The invention relates to the chemical synthesis field, in particular to a synthetic method of traditional Chinese herbal skullcap momoner oroxylin. The method is characterized by comprising the following steps: 5,6,7-trihydroxyflavone, benzyl bromide and benzyl chloride are subject to nucleophilic substitution reaction in the presence of an acid coating agent to generate 7-benzyl-5,6-dihydroxyflavone, the generated 7-benzyl-5,6-dihydroxyflavone reacts with dimethyl sulfate in the presence of the acid coating agent to generate 7-benzyl-6-methoxyl-5-hydroxylflavone; and the 7-benzyl-6-methoxyl-5-hydroxylflavone is subject to debenzylation in the presence of palladium-carbon under the reducing action of catalytic hydrogenation to obtain the oroxylin. The method has the advantages of simple steps, mild conditions, more than 65% of total reaction yield and high synthetic product purity of more than 99.0%.

A process for preparing the dual-ester cationic polymerizable emulfurizer from maleic acid an hydride includes such steps as the loop-opening reaction between maleic acid anhydride and long-chain alcohol in hydrocarbon solvent to generate the semi-ester of long-chain alkylmaleic acid anhydride, reaction on 2-(diethylamino)chloroethane hydrochloride in weakly alkaline condition to generate long-chain alkylalamine, and quaternary amination reaction on excessive benzyl bromide in organic solvent at 50-70 deg.C. The resultant emulsifier features excellent emulsifying performance, lower critical micellar concentration and high output rate.

The invention provides a preparation method of a novel polyphosphazene alkaline membrane for a fuel cell. The preparation method of the polyphosphazene alkaline membrane comprises the following steps of: performing a quaternary phosphatization reaction on polyphosphazene loaded with benzyl bromide or alkyl bromide at the tail end of a branch chain and a quaternary phosphatization reagent to obtain quaternary phosphatization polyphosphazene; dissolving into an organic solvent, and performing curtain coating and membrane forming; and soaking with an alkaline liquor, wherein triaryl phosphine or trialkyl phosphine can be taken as the quaternary phosphatization reagent. A preparation method of a polyphosphazene crosslinked alkaline membrane comprises the following steps of: doping a crosslinking agent into the quaternary phosphatization reagent; reacting with polyphosphazene loaded with benzyl bromide or alkyl bromide at the tail end of a branch chain to obtain crosslinked quaternary phosphatization polyphosphazene; dissolving into an organic solvent, and performing curtain coating and membrane forming; and soaking with an alkaline liquor, wherein the crosslinking agent can be a polyethylene glycol sodium salt or diamine. A preparation method of a polyphosphazene coblended alkaline membrane comprises the following steps of: doping a polyalcohol into quaternary phosphatization polyphosphazene; performing curtain coating and membrane forming; and soaking with an alkaline liquor, wherein the polyalcohol can be polyethylene glycol or polyvinyl alcohol.

The invention provides a method for preparing a D-(+)-biotin intermediate. The method comprises the steps of: taking L-cysteine monohydrochloride as a starting material; using benzaldehyde and sodium cyanate as a ring closure reagent to synthesize (7aR)-3-phenyl-6-benzyl-1H, 3H-imidazo[1, 5-C]thiazole-(6H, 7aH)-5, 7-dione through the cyclization; then utilizing benzyl bromide to perform benzyl protection on N atoms; then taking zinc as a reducing agent to perform ring-opening synthesis on N, N-dibenzyl-L-sulfhydryl hydantoin; introducing a side chain through an esterification reaction with monomethyl adipate acyl chloride; and taking titanium as the reducing agent to perform reductive ring closure to generate the intermediate. According to the method, the cheap and readily available sodium cyanate is used as the ring closure reagent to replace sodium isocyanate which is toxic and difficult to purchase in an original method, reaction conditions are optimized and reaction order is adjusted, so the disadvantages of harsh reaction conditions and low yield in the original method of ring opening first and then benzyl protection are overcome by the method of performing benzyl protection on the N atoms of an imidazole part first and then performing ring opening; and the total yield reaches 34.0-38.0 percent.

The invention discloses a rheum emodin double-chain biquaternary ammonium salt with the anti-cancer activity and a preparation method of the rheum emodin double-chain biquaternary ammonium salt. The rheum emodin double-chain biquaternary ammonium salt is a mixture of a rheum emodin 1,3-site biquaternary ammonium salt and a rheum emodin 3,8-site biquaternary ammonium salt. The preparation method comprises the following steps: performing Williamson etherification reaction on rheum emodin and p-benzyl bromide in the presence of K2CO3 so as to generate a mixture of 1,3-site dibromomethylbenzyl rheum emodin and 3,8-site dibromomethylbenzyl rheum emodin, and further reacting the dibromomethylbenzyl rheum emodin mixture with tertiary amine so as to obtain the mixture of 1,3-site biquaternary ammonium salt and rheum emodin 3,8-site biquaternary ammonium salt, wherein the two biquaternary ammonium salts are isomerides which cannot be separated on a chromatographic column. The anti-cancer activity evaluation shows that the activity of the rheum emodin double-chain biquaternary ammonium salt disclosed by the invention is higher than that of monoquaternary ammonium salt, and the rheum emodin double-chain biquaternary ammonium salt can be used in a medicine for treating malignant tumor, is particularly applicable to treatment on liver cancer, has a relatively small inhibition effect on normal cells, and has relatively great application prospect.

The invention relates to a synthetic method of an anti-tuberculosis candidate drug PA-824. The method involves an eight-step reaction and comprises the following steps: firstly obtaining a key intermediate compound 8 and then reacting with 4-trifluoromethoxy benzyl bromide to obtain the final product PA-824. The entire reaction has the advantages of easily available raw materials, simplicity in operation, convenience in purification and easiness in scale production. The compound 8 is as shown in the specification.

A process for preparing crystalline form I of donepezil hydrochloride comprises: a) condensing 5,6-dimethoxy-2-piperidin-4-yl-methyl-indan-1-one with benzyl bromide and reacting a condensation product with hydrobromic acid to form donepezil hydrobromide; and b) hydrolyzing donepezil hydrobromide, followed by reacting with aqueous hydrochloric acid.

The invention relates to preparation and application of an open-type hydrogen peroxide fluorescent probe compound with a formula I structure. The preparation method is as follows: under the protection of nitrogen, cyano biphenylphenol, paraformaldehyde and anhydrous magnesium chloride are reacted by use of triethylamine as a catalyst to obtain a compound III; the compound III and 4-borate benzyl bromide are refluxed in acetonitrile under stirring by use of anhydrous potassium carbonate as a catalyst to obtain a product II, and the product II and 9, 10 Phenanthrenequinone are refluxed in ethanol by use of ammonium acetate as a catalyst to obtain the final probe 1. The probe compound has good hydrogen peroxide selectivity and sensitivity, low detection limit and no toxicity to cells, can be applied to the detection and imaging of intracellular hydrogen peroxide, and can be applied in deep in-vivo tissue imaging.

The invention discloses a synthesis method for 2, 5-dimethyl phenylacetic acid. Paraxylene is taken as the raw material to generate 2, 5-dimethyl benzyl bromide through bromine methylation, then the 2, 5-dimethyl benzyl bromide and CO generate carbonylation to generate 2, 5-dimethyl phenylacetic acid. The synthesis method uses cheap raw material, is simple and convenient to operate, is applicable to industrial production in a large scale, and has high application value. The synthesis method adopts CO and a catalyst for carbonylation, so that the reaction processes are shortened, three wastes are greatly reduced, and the energy consumption is also lowered as the processes are shortened.

The present invention provides a process for the preparation of Olmesartan medoxomil] by condensing the ethyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate with 4-[2-(trityl tetrazol-5-yl)phenyl]benzyl bromide to obtain ethyl 4-(1-hydroxy-1-methyl ethyl)-2-propyl-1-{4-[2-(trityl tetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate and then hydrolyzing ethyl 4-(1-hydroxy-1-methyl ethyl)-2-propyl-1-{4-[2-(trityl tetrazol-5-yl)phenyl]phenyl}methyl imidazole-5-carboxylate to obtain trityl Olmesartan dihydrate followed by reacting trityl Olmesartan dihydrate with 4-chloromethyl-5-methyl-2-oxo-1,3-dioxolene to obtain trityl Olmesartan medoxomil and then deprotecting trityl Olmesartan medoxomil to obtain Olmesartan medoxomil.

The invention relates to a method for preparing thermal-reversible cross-linking polyisobutene rubber capable of being processed repeatedly. According to a rubber matrix, a bromination poly(isobutene-co-p-methylstyrene) copolymer containing benzyl bromide functional groups is adopted, and the benzyl bromide functional groups generate a cross-linking reaction with a cross-linking agent easily; dimeric cyclopentadiene carboxylic acid sodium salt or dimeric cyclopentadiene carboxylic acid kali salt is adopted, by the adoption of a blended vulcanization mode, the thermal-reversible cross-linking agent generates an esterification reaction with the rubber matrix to form a dicyclopentadiene cross-linking bridge key, and then the rubber is prepared after hot press is performed. The prepared rubber is equivalent to traditional vulcanized rubber in stretchability and heat resistance, the tensile strength of the rubber is stabilized to be about 70% of original performance, the elongation at break is stabilized to be about 60% of original performance, rubber raw materials can be obviously saved, meanwhile, leftover materials can be reprocessed to be finished products, reutilization of the leftover materials is achieved, in this way, the utilization rate of resources is increased, and environmental friendliness and saving are achieved.

The invention discloses a novel photodegradation surfactant and preparation thereof, belonging to the field of surfactants. The novel photodegradation surfactant is synthesized through the following three reaction steps: (1) with diethylene triamine pentacetic acid as a raw material and acetic anhydride as a dehydrating agent, carrying out dehydration under the catalysis of pyridine so as to produce diethylene triamine pentacetic dianhydride; (2) with an o-nitrobenzyl bromide derivative as a raw material, carrying out acylating chlorination on the derivative and then reacting an acylating chlorination product with secondary amine so as to obtain an intermediate, i.e., para-position double-long-chain carbomite o-nitrobenzyl bromide; and (3) subjecting double-long-chain benzyl bromide in the intermediate and middle carboxyl groups of diethylene triamine pentacetic dianhydride to nucleophilic substitution under the catalysis of a catalyst in a solvent so as to obtain surfactant molecules containing o-nitrobenzyl ester light-operated groups. According to the invention, four terminal carboxyl groups are protected by ingeniously utilization of dehydration of diethylene triamine pentacetic acid into anhydride, the middle carboxyl groups are selectively utilized and form ester under the catalysis of organic base DBU, so the o-nitrobenzyl ester photodegradation surfactant is prepared. Compared with traditional methods, the method provided by the invention has the advantages that reaction flow is shortened and efficiency is greatly improved.

A method for synthesis of 3-piperidone derivatives through iridium catalytic hydrogenation is provided, wherein a used catalyst is a triphenylphosphine complex of iridium. A reaction can be carried out under the following conditions: the temperature is 40-60 DEG C; the solvent is 1,2-dichloroethane; the pressure is 20-50 atmospheric pressures; the ratio of a substrate to a catalyst is 100 to 1; and the catalyst is a complex of chloro(1,5-cyclooctadiene)iridium(I) dimer and triphenylphosphine. Hydrogenation of 3-hydroxypyridine benzyl bromide salt can obtain the 3-piperidone derivatives with excellent chemoselectivity, the highest yield can reach 97%, and the chemical selectivity of ketones and alcohols is greater than 20:1. The method has the advantages of simple and convenient operation, easily obtained raw materials, high chemoselectivity, and good yield, and provides an atom economic and environment-friendly route for synthesis of a series of 3-piperidone derivatives.