33 results about "Bromoacetonitrile" patented technology

The invention relates to a synthesis method of 6-chloroimidazo[1,2-a]pyridine-3-formonitrile. The synthesis method of the 6-chloroimidazo[1,2-a]pyridine-3-formonitrile comprises the following steps: reacting 2-amino-5-chloropyridine and N,N-dimethylformamide dimethylacetal at a temperature ranging from 50 to 110 DEG C for 2-10 hours to obtain (E)-N'-(5-chloropyridine-2-yl)-N,N-dimethylformamidine, next, reacting (E)-N'-(5-chloropyridine-2-yl)-N,N-dimethylformamidine with bromoacetonitrile at a temperature ranging from 50 to 150 DEG C for 5-35 hours under the action of a base in a solvent, then carrying out ethyl acetate extraction, water washing, drying and rotary evaporation and concentration to obtain the coarse product of the 6-chloroimidazo[1,2-a]pyridine-3-formonitrile, and recrystallizing the coarse product solvent to obtain the pure product. The synthesis method of the 6-chloroimidazo[1,2-a]pyridine-3-formonitrile has the beneficial effects of mild reaction conditions, easiness for operation, stable product quality and high product purity.

The invention relates to a method for preparing high-purity Gadobutrol. The method uses 3-(1,4,7,10-tetraazacyclododecane-1-yl)butane-1,2,4-triol to react with bromoacetonitrile or bromoacetamide, anobtained intermediate is hydrolyzed under an alkaline condition, and a hydrolysate is complexed with a gadolinium ion source to obtain the high-purity Gadobutrol. The preparation process of the methodis simple and mild, and the method is suitable for large-scale process production.

The invention relates to an industrial preparation method of a cis-3-amino-2-arylpyrrolidine derivative, which mainly solves the technical problems that the synthetic route is long, the yield is low, the cost is high, the obtained cis-product content is low, the post treatment operation is difficult, the intermediate compound is difficult to purify, the reaction conditions are severe and large-scale production can not be realized in the existing cis-3-amino-2-arylpyrrolidine compound synthesis. The preparation method comprises the following steps: under the action of sodium hydride, condensing conventional and readily accessible aryl methyl ketone used as an initial raw material and dimethyl carbonate in a tetrahydrofuran solution, and performing bromoacetonitrile alkylation, Raney nickel hydrogenated cyclization and enamine hydrogenated reduction to obtain (cis)-2-(substituted phenyl)-pyrrolidine-3-carboxylate; and then, adding protective groups, performing acid hydrolysis, rearranging, and removing Boc groups to obtain the target product cis-3-amino-2-arylpyrrolidine derivative. The process provided by the invention is simple, has the advantages of fewer reaction steps, high gross production rate and mild conditions, avoids the use of expensive and dangerous reagents, can realize scale-up production and is easy to realize industrial operation.

The invention belongs to the technical field of chemical synthesis, and particularly relates to a synthesis method of bromoacetonitrile. Tetramethylammonium bromide and chloroacetonitrile are used as raw materials and are easy to transport, store and use, and meanwhile, are high in operability in the use process. Meanwhile, in the reaction process, the formed by-product tetramethylammonium chloride exists in a solid form instead of being dissolved in the used solvent and can be directly removed through filtration. Meanwhile, the by-product can be used or sold as a tetramethylammonium chloride product through simple recrystallization treatment and is widely applied to the electronic industry, and high-value utilization is achieved. Besides, the solvent can be recycled through rectification, so that the solvent in the raw material can be reused, the problems of waste of the raw material, environmental pollution and the like are avoided in the process, and an environment-friendly, safe and benefit-maximized production mode and synthesis process of p-bromoacetonitrile are effectively realized.

The invention belongs to the chemical synthesis field, and specifically relates to a preparation method of (E)-oct-4-ene-1,8-diacid. The preparation method comprises the following steps: taking bromoacetonitrile as a starting raw material, reacting with a metal element to obtain a metal composite of bromoacetonitrile, and preparing (E)-oct-4-ene-1,8-dinitrile from the metal composite and 1,4-dibromo-2-butene; and hydrolysing (E)-oct-4-ene-1,8-dinitrile to obtain (E)-oct-4-ene-1,8-diacid. According to the method disclosed by the invention, the starting material is cheap and easily available, and a product with purity of 99% or higher can be obtained by simple post-treatment steps such as liquid-separation extraction and concentration after first-step reaction, and simple extraction after hydrolysing cyano alkali into carboxylic acid or hydrolysing cyan acid into ester in the second step. The process reaction and post-treatment operation are simple, and the obtained product is high in quality, so that using requirements can be met without further purification. The preparation method adopts an environment-friendly process, is economical and practical, and is very suitable for industrial production.

The invention discloses a new synthetic method of a pesticide fludioxonil intermediate. The method comprises the steps of firstly preparing bromoacetonitrile triphenyl phosphate white solid; then preparing 4-formyl-2,2-difluoro-1,3-benzodioxole; finally dissolving 4-formyl-2,2-difluoro-1,3-benzodioxole and bromoacetonitrile triphenyl phosphate into dichloromethane at room temperature, dropping a small amount of a 10% sodium hydroxide solution, and reacting to obtain (E)-3-(2,2-difluoro-1,3-benzodioxolame-4-yl) acrylonitrile. By adopting the method disclosed by the invention, the technical problems that an original synthetic method is more in steps, long in period, relatively highly-toxic in raw materials, serious in three-waste pollution and high in cost are solved.

The invention discloses a novel butyrolactone derivative synthesizing method. The method comprises the following steps: (1) pentanoic acid shown in a formula (II) reacts with bromoacetonitrile after achiral lithiation reaction, and a compound shown in a formula (III) is obtained; (2) a carboxyl group of the compound shown in the formula (III) is reduced by borane, and a compound shown in the formula (IV) is obtained; (3) a cyano group of the compound represented in the formula (IV) is hydrolyzed under the basic condition, a carboxylic acid derivative represented in the formula (V) is obtainedand subjected to a dehydration cyclization reaction, and the butyrolactone derivative represented in the formula (I) is obtained. The method has the advantages that the synthesis cost of raw materialpentanoic acid is low, only four steps are needed, the stereoselectivity is good, and accordingly, the production cost can be obviously reduced. The synthesis route is shown in the description.

The invention discloses a bromoacetonitrile preparation method, which comprises: 1) adding chloroacetonitrile, a bromine salt, a catalyst and a solvent to a reactor, and carrying out a reaction at a certain temperature; and 2) after the reaction is finished, cooling the reaction system to room temperature, filtering, washing a filter cake with a small amount of solvent, combining filtrate, distilling the filtrate to recover the solvent, then carrying out reduced pressure rectification on the residual heavy component after the solvent is recovered to obtain the target product bromoacetonitrile, and recovering and reusing the residual catalyst at the bottom of a rectifying still. According to the method disclosed by the invention, chloroacetonitrile and bromine salt are used as raw materials, and bromoacetonitrile is obtained with high yield under mild conditions in the presence of the catalyst. Compared with other routes, the used raw materials are safer and cheaper, and the used process is convenient to operate, free of acid gas and free of corrosion; the obtained product is high in purity and lower in cost. The catalyst used in the process can be recycled, so that the emission of wastes is greatly reduced, and the process route is greener.

The invention discloses a preparation method of an agomelatine intermediate. The preparation method comprises steps as follows: firstly, 1-bromo-7-methoxynaphthalene is dissolved in an organic solvent, and a mixed solution is formed; elementary alkali metal and an initiator are added to a reaction bottle, the organic solvent is added to the reaction bottle and stirred uniformly, the prepared mixed solution is dropwise added slowly, when a reaction liquid is boiled slightly, the organic solvent is supplemented into the reaction bottle and stirring is started, the prepared mixed solution is dropwise added continuously, and a reaction liquid of a 1-bromo-7-methoxynaphthalene Grignard reagent is obtained after the heat preservation reaction; bromoacetonitrile is added to the organic solvent, a bromoacetonitrile mixed liquid is prepared, the prepared bromoacetonitrile mixed liquid is dropwise added slowly to the reaction liquid of the Grignard reagent, and (7-methoxy-1-naphthyl) acetonitrile is obtained after the heat preservation reaction and aftertreatment. With the adoption of the method, industrial production can be realized, 1-bromo-7-methoxynaphthalene is taken as a starting material, the cost can be saved, the product quality is stable, the yield is high, and the preparation method is applicable to large-scale industrial stable production.

The invention discloses a preparation method of (S)-oxiracetam. The preparation method is characterized by comprising the following steps that 1, 2-epoxy ethylacetamide is cyclized in molecules in the presence of a catalyst and alkali to obtain a compound (S)-3-hydroxyl-butyrolactam shown as a formula II; 2, the (S)-3-hydroxyl-butyrolactam obtained in the step 1 reacts with tertiary butyl methyl chlorosilane to obtain a compound protected by the tertiary butyl methyl chlorosilane and shown as a formula III; 3, the compound shown as the formula III performs nucleophilic reaction with bromoacetonitrile under the alkaline condition to obtain a N-cyanomethide shown as a formula IV; 4, the N-cyanomethide shown as the formula IV is subjected to hydrolysis under the acid condition to obtain the (S)-oxiracetam (shown in the description). The method adopts conventional non-achiral raw materials and is low in cost, the (S)-oxiracetam is high in yield, an ee value is high, and a new way is provided for preparation of the (S)-oxiracetam.

The invention discloses a method for preparing 3-cyanoethyl-2-hydrocarbyl-4H-benzoxazine from bromoacetonitrile under a blue light irradiation condition, and belongs to the technical field of alkenylbifunctionalization. The method comprises: adding tris(2-phenylpyridine)iridium, potassium phosphate or potassium carbonate, N-[2-isoalkenylaryl]amide, bromoacetonitrile and a solvent to a treated Schlenk pipe, placing the Schlenk pipe under blue LED light irradiation in a nitrogen atmosphere while stirring for 24 h, terminating the reaction solution with saturated brine, extracting, and carryingout column chromatography to obtain the product. According to the present invention, the 3-cyanoethyl-2-hydrocarbyl-4H-benzoxazine compound is constructed under the blue light LED light irradiation condition by using bromoacetonitrile as the cyanomethyl source, such that the method has advantages of simple and easily available reaction raw materials, simple and easily available catalyst, no requirement of excessive oxidizing agent and equivalent copper salt, mild reaction conditions, high product yield, simple operation, simple post-treatment and the like.

The invention relates to a preparation method of bromoacetonitrile in the technical field of medicine production, which comprises the following steps: reacting cyanomethanesulfonate with brominated salt, and carrying out reactive distillation to obtain a crude product; and rectifying to obtain bromoacetonitrile. According to the present situation that the product quality of the original process is poor, and the crude product contains about 5% of hydroxyacetonitrile, the process of removing water in the reaction system is adopted, so that the generation of hydroxyacetonitrile is avoided, and the rectification efficiency is improved. The novel preparation method provided by the invention overcomes the defects of the existing process, has the advantages of short reaction time, high product purity, high yield and the like, and is suitable for industrial amplification.

The invention discloses a method for preparing a 2-substituted pyrimidine derivative 2-(piperazine-1-ylmethyl) pryimidine. The method comprises the following steps: by taking bromoacetonitrile as an initial raw material, performing addition, ring closing and substitution reactions, thereby obtaining a target product 4. The product prepared by using the method can be used as a template micromolecule for synthesizing various compound libraries.

The invention discloses a synthesis process of 2-bromo-2, 2-difluoroacetonitrile, which comprises the following steps of: 1, reacting ethyl difluorobromoacetate with ammonia gas to generate difluorobromoacetamide; and 2, dehydrating the difluorobromoacetamide under the action of phosphorus pentoxide to generate difluorobromoacetonitrile. The process is safe and reliable, the cost is low, the yield can reach more than or equal to 85%, and the product purity is more than or equal to 99.5%.