392 results about "Oxalyl chloride" patented technology

The invention provides a preparation method for sugammadex and intermediates thereof. The method comprises a step that a compound in the formula (I) and a chloride agent are subjected to a chlorination reaction, wherein the chloride agent is selected from thionyl chloride and oxalyl chloride. The formula (I) is shown in the specification. The method is advantaged by simple technology process, high yield, high purity and no pollution, and is suitable for industrial production.

The present invention relates to a novel process for the preparation of 1-alkyl or 1-cycloalkyl derivatives of 3-hydroxy-4-oxo-1,4-dihydropyridine-2-carboxamide of formula I. The process includes reacting an amine R²NH₂ with a compound of formula II in a solution of metal hydroxide in water to give a compound of formula III. Subsequent reaction of the compound of formula III with an acid chloride formation reagent in an inert solvent gives compounds of formula I. The acid chloride formation reagent is selected from oxalyl chloride and dimethylformamide, dimethylchloromethylene-ammonium chloride and thionyl chloride and dimethylformamide. If desired, a compound of formula I where R⁵ is hydrogen may be formed when an intermediate substituent is used wherein R⁵ is an alcohol protective group removable by catalytic hydrogenation.

The invention belongs to the technical field of medicament synthesis, and in particular relates to a chemical synthetic method of hydroxytyrosol. The chemical synthetic method comprises the steps of (1) protecting two phenolic hydroxyl groups of catechol by using dichloromethane, and enabling catechol to react with dichloromethane to prepare 1,2-methylenedioxybenzene; (2) enabling 1,2-methylenedioxybenzene to react with various monoesters of oxalyl chloride to prepare 3,4-methylenedioxy phenylglyoxylic acid ester; (3) preparing 3,4-methylenedioxy phenylacetic acid by using 3,4-methylenedioxy phenylglyoxylic acid ester through a Wollff-kishner-Huang Minglong reduction reaction; and (4) reducing the 3,4-methylenedioxy phenylacetic acid by using lithium aluminum hydride, lithium borohydride or sodium borohydride to prepare 3,4-methylenedioxy phenethyl alcohol, and then removing methylene protection of the 3,4-methylenedioxy phenethyl alcohol by using boron tribromide or palladium on activated carbon to prepare hydroxytyrosol. A reactive reagent used in the synthetic method disclosed by the invention is easy to obtain and low in price, the reaction condition is mild, and the final yield of the whole reaction is 23%.

The invention discloses a preparation method of LCZ696 intermediate and relates to the technical field of preparation of an aromatic nucleus compound containing 2 benzene rings and 1 chiral center. The preparation method includes the steps of S1, allowing benzyl magnesium bromide to react with methyl oxalyl chloride to obtain a compound as shown in formula I; S2, allowing the compound as shown in formula I to have a bromination reaction with a bromination reagent to generate a compound as shown in formula II; S3, coupling the compound as shown in formula II with phenylboronic acid to obtain a compound as shown in formula III; S4, performing reductive ammoniation on the compound as shown in formula III to obtain a compound as shown in formula IV; S5, applying Boc to the compound as shown in formula IV to obtain a compound as shown in formula V; S6, performing ester group reduction on the compound as shown in formula V to obtain a compound as shown in formula VI. The preparation method has the advantages that overall raw material consumption is lowered, and product productivity and market competiveness are increased; by the overall process optimization, the reaction of each step can be performed and controlled easily, the use of heavy metal catalysts is reduced and avoided, and accordingly the quality index of the final product is increased, and an economic and environment-friendly process route is developed.

The present invention relates to hexa-alkyl guanidine salt ion liquid and its preparation process. The materials 1 ,3-dimethyl-2-imidazolinone and tetra-alkyl urea are produced into intermediate Wilsman salt under the action of phosphorus oxychlooride, oxalyl chloride, thiophosgene, phosgene or dichluoro sulfoxide; the intermediate is then reacted with C10 below aliphatic amine to produce penta-alkyl guanidine; and penta-alkyl guanidine is finally reacted with alkyl bromide or alkyl iodide and methyl or ethyl ester to produce hexa-alkyl guanidine salt ion liquid. The bromine salt and iodine salt may further reacted with various inorganic salt to produce hexa-alkyl guanidine salt ion liquid containing various negative ions. The present invention lays down foundation for the research and development of ionic liquid and provides systemic technology for the industrial production of hexa-alkyl guanidine salt ion liquid..

The invention discloses a method for preparing (E,E)-2-[1'-(3'-trifluoromethyl phenyl)-ethyl-imine-oxyl-tolyl]-2-carbonyl methyl acetate-O-ketoxime. The method comprises the following steps of: performing acylation reaction on toluene and methyl oxalyl chloride in the presence of anhydrous aluminum chloride to prepare 2-(2'-methyl phenyl)-2-carbonyl methyl acetate; reacting the 2-(2'-methyl phenyl)-2-carbonyl methyl acetate with methoxy amine hydrochloride to prepare (E)-2-(2'-methyl phenyl)-2-carbonyl methyl acetate-O-methyl ketoxime; and finally performing condensation reaction on the (E)-2-(2'-methyl phenyl)-2-carbonyl methyl acetate-O-methyl ketoxime and m-trifluoromethyl phenyl ethyl ketoxime under the action of alkaline substance to prepare the trifloxystrobin. The method has the advantages of a few reaction steps, simple synthesis process, readily available raw materials, mild reaction conditions, great industrial value and great social and economic benefit.

The invention discloses a ferrocene-DOPO biradical polyester type flame retarding and smoke suppressing agent and a preparation method of the ferrocene-DOPO biradical polyester type flame retarding and smoke suppressing agent. The preparation method of the polymer is as follows: putting 10-(2,5-dyhydroxyl phenyl)-9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide into a reactor, adding a solvent,stirring for 5-10 minutes, adding an acid-binding agent; taking R1,R2'-ferrocene oxalyl chloride, adding the solvent, mixing, adding into the reactor dropwise, thermally insulating, stirring and reacting for 1-15 hours at the temperature of 0-50 DEG C under the protection of nitrogen after finishing adding dropwise; pouring a liquid obtained after the reaction into a precipitator while stirring, wherein the volume of the precipitator is 5-10 times that of the liquid, precipitating a yellow solid, carrying out suction filtration, washing a filter cake by using the precipitator, and drying to obtain the ferrocene-DOPO biradical polyester type flame retarding and smoke suppressing agent. The ferrocene-DOPO biradical polyester type flame retarding and smoke suppressing agent can be used to retard flame and suppress smoke of high polymer materials like polyolefins and epoxy resins.

The invention discloses a preparation method of cefepime hydrochloride, comprising the following steps of: reacting oxalyl chloride with 2-methoxyimino-2-(2-aminothiazole-4-yl) acetic acid hydrochloride to obtain a midbody I, i.e. 2-methoxyimino-2-(2-aminothiazole-4-yl) acetyl chloride hydrochloride; mixing silanized 7-aminoce-phalosporanic acid and silanized N-methylpyrrolidine, and reacting to obtain a midbody II, i.e. hydriodic acidification (6R, 7R)-7-amino-3-[(1-methyl-1-tetrahydro pyrrolidine) methyl]-3-cephem-4-formic betaine, in the presence of trimethyl idodine silicon hydride, isopropanol and an aqueous solution of hydrogen iodide; dissolving the midbody II into dichloromethane, sequentially adding trimethylchlorosilane and hexamethyldisilazane for reaction, and then adding the midbody I and triethylamine to react to prepare the cefepime hydrochloride. The cefepime hydrochloride prepared by the method has the advantages of uniform crystal form, good flowability and simple process and is suitable for industrialized production.

The invention discloses a fluorescence molecular probe compound as well as a preparation method and an application thereof. The preparation method of the fluorescence molecular probe compound comprises the following steps: allowing a benzophenone derivative containing a halogen substituent group to react under the catalysis of Zn/TiCl4; allowing the reaction products to react with magnesium to generate a Grignard reagent, subsequently allowing the Grignard reagent to react with CO2 and acidifying; acylating the acidification products by use of oxalyl chloride and then amidating the acylated acidification products with secondary amine; and further reacting with an Lawesson's reagent to obtain the fluorescence molecular probe compound which is high in stability and good in oxidation resistance. The preparation method is simple to operate, the raw materials are easy to get and the reaction condition is moderate; the prepared fluorescence molecular probe compound can be used for detecting hypochlorite ions in a water solution, has the characteristics of being high in sensitivity, high in capability of identifying pypocholoride, rapid in response, wide in range and low in limit of detection, and can be widely applied to the fields including water detection, environmental monitoring and the like.

The present invention relates to an optically pure alpha- ketoacyl harringtonine and a preparing and purifying method thereof. In the temperature of -80 DEG C to 50 DEG C, the alpha-ketoacyl chlorine which is prepared through reacting alpha-ketonic acid and oxalyl chloride reacts with the cephalotaxine in an inert organic solvent while the organic base is used as an acid-binding agent for obtaining the oily product represented by the formula (I). The purifying steps are as follows: dissolving the oily product with the inert organic solvent, adding the saturated NaHSO3 solution, mixing and separating the liquid; after washing the water phase with the organic solvent, adjusting the pH of the water phase with saturated NaHSO3 solution to 7-8, extracting with the organic solvent; washing the organic phase with the buffering solution with pH of 6.8 and the saturated saline solution, drying and filtering the organic phase, removing the solvent for obtaining the pale-yellow solid; and then recrystallizing with the organic dissolvent for obtaining the white solid or colorless crystal. The optically pure alpha- ketoacyl harringtonine is a key intermediate for synthesizing the medicine of harringtonine alkaloid, which is widely applied for anti-tumor (malignant tumor and benign tumor), antiparasitic, antifungal and antibacterial chemotherapy. The synthesizing method is suitable for purifying and preparing the large amount of optically pure compound represented by the structural formula of (I).

The invention relates to a preparation method for COMT inhibitor 5, 6, 7, 3', 4'-pentamethoxyl isoflavone, comprising the following steps: mixing 3, 4-dimethoxyphenylacetic acid and oxalyl chloride indichloromethane solution to carry out reflux reaction for 2 to 3 h, and cooling to room temperature; adding 3, 4, 5-trimethoxy sodium phenolate to carry out esterification reaction to carry out Friesrearrangement reaction under the catalysis of Lewis acid boron trifluoride ether; and finally carrying out reaction with DMF with the existence of the Lewis acid boron trifluoride ether; and adding methane sulfonyl chloride to promote Vilsmeier-Haack formylation reaction and subsequent cyclization reaction to obtain light yellow crystals 5, 6, 7, 3', 4'-pentamethoxyl isoflavone. The preparation method has simple and easily available raw materials, simple operation, short reaction time, mild reaction condition, environment protection and high yield of 76 %, and is suitable for industrial production.

The invention discloses a low dielectric constant polyamide aerogel thermal insulation material and a preparation method thereof. According to the low dielectric constant polyamide aerogel thermal insulation material, aromatic oxalyl chloride and aromatic diamine are taken as raw materials, polyamine or polybasic acyl chloride are taken as a cross-linking agent, a sol-to-gel process is adopted to prepare and obtain polyamide gel with a three-dimensional net structure, and the low dielectric constant polyamide aerogel thermal insulation material is obtained by carrying out CO2 supercritical drying on the polyamide gel. The aromatic oxalyl chloride is TPC or IPC or a mixture of the TPC and the IPC; the aromatic diamine is ODA or pPDA; the polyamine is TAB or OAPS; the polybasic acyl chloride is BTC. The thermal insulation material provided by the invention is relatively low in dielectric constant, low in density, low in heat conductivity and good in heat-insulating property; the preparation method provided by the invention has the advantages that a preparation process is simple, the raw materials are easy to obtain, the cost is relatively low, the requirement on environment is relatively low, a whole technological process is short in consumed time, and the material is suitable for industrial production.

The invention discloses a synthesis method of perfluoroisobutyronitrile, comprising the following steps of: (1) carrying out a reaction between oxalyl chloride monoester and fluoride salt in a solventto obtain oxalyl fluoride monoester; (2) carrying out a reaction between oxalyl fluoride monoester and hexafluoropropylene in a solvent by taking fluoride salt as a catalyst to prepare heptafluoro-2-carbonyl-3-methylbutyrate; (3) carrying out catalytic decarbonylation on heptafluoro-2-carbonyl-3-methylbutyrate in a solvent through cesium fluoride, so as to obtain heptafluoroisobutyrate; and (4) carrying out a reaction between heptafluoroisobutyrate and ammonia, and dehydrating to obtain perfluoroisobutyronitrile. The synthetic method has the advantages of easily available raw materials, mildreaction conditions, high raw material conversion rate and product yield, safe and simple process operation, and easy realization of industrial production.

The invention relates to choline M receptor antagonist aclidinium bromide and a preparation method thereof. The chemical structural formula of the choline M receptor antagonist aclidinium bromide is as shown in the specification. The preparation method comprises the following steps: mixing R-quinine-3 alcohol, alkali and an organic solvent, dripping methyl oxalyl chloride, after the methyl oxalyl chloride is completely dripped, heating, performing heating reflux for 1-20 hours, and separating and purifying, thereby obtaining a substance A; adding iodine into a tetrahydrofuran solution of 2-bromothiophene and magnesium powder to initiate reaction for 1-5 hours, thereby preparing a Grignard reagent of 2-bromothiophene, adding the substance A, stirring to react for 10-30 minutes at the room temperature, performing heating reflux for 4-6 hours, separating and purifying, thereby preparing 2,2-dithienyl-2-glycolic acid-R-quinine-3-base ester, and performing quaterisation reaction with 3-phenoxypropyl bromine, thereby obtaining aclidinium bromide. The aclidinium bromide provided by the invention is simple in reaction operation, high in yield, low in price, short in reaction route, small in waste generation and easy in industrialization production.

The present invention provides processes for preparing a prostacyclin analogue of Formula (I) or a pharmaceutically acceptable salt thereof, wherein R¹⁰ is a linear or branched C_1-6 alkyl. The processes of the present invention comprise steps that generate improved yields and fewer byproducts than traditional methods. The processes of the present invention employ reagents (e.g., the oxidizing reagent) that are less toxic that those used in the traditional methods (e.g., oxalyl chloride). Many of the processes of the present invention generate intermediates with improved e.e. and chemical purity; thereby eliminating the need of additional chromatography steps. And, the processes of the present invention are scalable to generate commercial quantities of the final compound.

The invention discloses a synthesis technology of dutasteride, comprising the following steps of: using the acidity of DT4 carboxyl to directly react with ammonia to generate DT4-ammonium salt; dehydrating the obtained ammonium salt into DT4-amide, and performing an amino exchange reaction between amide and BTFMA in the presence of a catalyst so as to prepare dutasteride. With DT4 as a starting material, dutasteride is synthesized by three reactions of salt formation, dehydration and amino exchange. During the reactions, thionyl chloride, oxalyl chloride, pivaloyl chloride or methylsulfonyl chloride which is sensitive to the environment is avoided, special expensive catalysts such as DBU, copper powder and the like are not needed, and harmful and poisonous chemical materials are avoided. The product has good product yield and high purity, and is easy to refine. The synthesis technology has advantages of low cost and few ''three wastes'', is easy and simple to operate, conforms to green chemical synthesis requirements, and lays a good industrial foundation for realizing large-scale green clean production of high-yield and high-purity dutasteride.

The invention discloses a preparation method of tadalafil, starting material D-Tryptophan methyl ester hydrochloride is reacted with oxalyl chloride to obtain an intermediate III, and the final product tadalafil (I) is obtained through cyclization, Grignard reaction, asymmetric reduction, substitution and condensation reaction. The use of national control chemical piperonal is avoided, an intermediate VI can be highly-selectively obtained by the asymmetric reduction, and the method has the advantages of simple postprocessing, short synthesis steps and high product total yield, and is suitable for industrialized production.

The invention provides a preparation method of a lithium difluorobisoxalate phosphate solution, and the method comprises the following steps: 1) reacting N-hydroxysuccinimide and oxalyl chloride in anon-aqueous solvent to obtain a di (N-succinimido) oxalic acid solution; and 2) adding lithium hexafluorophosphate into the di (N-succinimido) oxalic acid solution, and reacting to obtain the lithiumdifluorobisoxalate phosphate solution. According to the preparation method, the obtained solution can be directly used for lithium salt electrolyte materials of lithium ion batteries without further purification, and the method has the advantages of cheap and easily available reaction raw materials, simple operation, environmental friendliness of byproducts, and suitability for industrial production.

The invention discloses a method for preparing tribenuron-methyl, which comprises the following steps: ortho carbomethoxyl group benzene sulfonamide and ethyl chloroformate are reacted in a solvent, filtered and dried to obtain an ortho carbomethoxyl group benzene sulfonamide ethyl formate solid, the ortho carbomethoxyl group benzene sulfonamide ethyl formate solid is dissolved in the solvent, a 2-methylamino-4-methoxy-6-methyl-s-triazine solution is added drop by drop, stirred and heated, and reacted to obtain the tribenuron-methyl, wherein the purity is greater than or equal to 95%. According to the invention, ethyl chloroformate is used as an amide agent, the reaction temperature can be controlled by ice bath, and the speed for adding ethyl chloroformate drop by drop can be controlled, thereby the ethyl chloroformate is reacted with ortho carbomethoxyl group benzene sulfonamide in the solvent to obtain the ortho carbomethoxyl group benzene sulfonamide ethyl formate, and then reacted with s-triazine to obtain tribenuron-methyl. The present invention adopts ethyl chloroformate as a raw material, compared with phosgene, triphosgene and oxalyl chloride, and the method for preparing the tribenuron-methyl has the advantages of simple operation, high production security, low cost and less generation amount of three wastes.

The invention discloses an application of a raw material composition in preparation of a biodegradable insect trapping plate. The raw material composition comprises the following components in parts by weight: 5-20 parts of modified papermaking waste, 50-90 parts of a biodegradable resin and 1-10 parts of auxiliaries, wherein the modified papermaking waste comprises 100 parts of papermaking waste,1-50 parts of a modifier and 0.1-5 parts of a phase transfer agent, and the modifier is one or more of stearoyl chloride, acetyl chloride, benzoyl chloride, oxalyl chloride, chloroacetyl chloride andtrichloroacetyl chloride. The master batch of the biodegradable insect trapping plate and the biodegradable insect trapping plate can be completely degraded by microorganisms in the nature, so that the environment is not polluted, waste utilization can be achieved, and the cost is reduced. The modified papermaking waste is adopted, so that the compatibility of the modified papermaking waste and biodegradable resin can be effectively improved, and the tensile strength and elongation at break of the biodegradable insect trapping plate are improved. The insect trapping amount of the biodegradable insect trapping plate is obviously superior to that of a traditional PP insect trapping plate and that of a traditional PVC insect trapping plate.

The invention discloses a preparation method of a Dapagliflozin intermediate used for treating II-type diabetes. The preparation method comprises the following steps: 1) performing a reaction on 5-bromine-2-chlorobenzoic acid and oxalyl chloride in anhydrous dichloromethane under the catalysis of DMF (dimethyl formamide), so as to obtain 5-bromine-2-chloro-benzoyl chloride; 2) under the condition that tert-Butyldimethylsilyl chloride exists, performing a reaction on 5-bromine-2-chloro-benzoyl chloride obtained in step 1) and phenetole under the catalysis of ferric trichloride, so as to obtain 5-bromine-2-chloro-4'-ethyoxyl benzophenone. According to the preparation method provided by the invention, no ortho-by-product is generated, and the yield of a target product is high, so that the good support of storage of raw materials is provided for Dapagliflozin. Additionally, the preparation method is mild in conditions and short in reaction time, therefore, the preparation method is suitable for industrial production and promotion.

The invention relates to a synthesis method of 2, 2'-dihydroxy-4, 4'-dimethoxybenzophenone. The method comprises the following steps: 1) enabling m-dimethoxybenzene and oxalyl chloride to react in the presence of a catalyst at the temperature of 70-80 DEG C for getting an intermediate product 2, 2', 4, 4'-tetramethoxy benzophenone, wherein the weight ratio of the m-dimethoxybenzene to the oxalyl chloride is 1:1-20, the used catalyst is azo isobutyronitrile or benzoyl peroxide, and the using quantity of the catalyst is 0.5%-2% of the weight of the m-dimethoxybenzene; and 2) enabling the obtained intermediate product and Lewis acid to react under the condition of taking an organic reagent as a solvent, wherein the reaction temperature is 50 DEG C and the reaction time is 2-3 hours; and stopping the reaction, adding water for hydrolysis, skimming, performing rotary evaporation and recrystallizing to get the 2, 2'-dihydroxy-4, 4'-dimethoxybenzophenone. The Lewis acid is one of AlCl3, ZnCl2, BF3 and polyphosphoric acid; and the organic reagent is one of dichloroethane, toluene, xylene, nitrobenzene and chlorobenzene. According to the method, the reaction temperature is appropriate, the catalyst is simple and easy to get, the using quantity of the catalyst is low, the environmental pollution is small, and the method is closest to the requirements of green chemistry.