85 results about "Propiolic acid" patented technology

The invention discloses preparation of a ribociclib key intermediate A; propiolic acid ester or amide 2 is directly used as a Sonogashira coupling side chain, coupling conditions are optimized, an intermediate 3 is obtained with relatively high yield, the intermediate 3 is directly subjected to ring closing under simple conditions to complete construction of a mother ring molecule, to obtain a structural formula A or a precursor ester 4 of the structural formula A, and the precursor ester 4 is subjected to hydrolysis and condensation to obtain the structural formula A. The route has simple operation, reaction steps are shorted, the yield is relatively high, and the purity of the obtained product is relatively high, and the method is suitable for enlarged production, wherein the reaction route is described in the specification.

The invention belongs to the technical field of organics and medicinal synthesis and particularly relates to a method for synthesizing 1-substituted-1,2,3-tolyltriazole, which comprises the following steps: adding cuprous halide or copper sulfate serving as a catalyst, sodium ascorbate, an organic trinitride compound and propiolic acid into a solvent, magnetically stirring the solution to perform reactions at the temperature of between room temperature and 200 DEG C below zero for 0.5 hour to 3 days, extracting the resulting product by using ethyl acetate or dichloromethane after the reactions are finished, washing an organic layer with saturated salt solution, drying the organic layer with anhydrous sodium sulfate, removing the solvent to obtain a coarse product, and subjecting the coarse product to column chromatographic separation and purification by using a mixture of ethyl acetate and petroleum ether as leacheate to obtain the required product, wherein the molar ratio of the propiolic acid to the organic trinitride compound is 1-2.0:1; the molar ratio of the cuprous halide or copper sulfate serving as the catalyst to the organic trinitride compound is 0.1-0.3:1; and the molar ratio of the sodium ascorbateto the organic trinitride compound is 0.2-0.4:1. The compound of the invention contains 1,2,3-tolyltriazole structural units with physiological activity and can be used for synthesizing and modifying organically synthesized intermediates and medicaments. Meanwhile, a novel and effective synthesis method is provided for medicament screening.

A crystalline form of 3-{3-[1-(4-Dimethylaminomethyl-phenylamino)-1-phenyl-meth-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-6-yl}-propynoic acid ethylamide.

A method for synthesizing a deuterated acrylate of the Formula (1), the method comprising: (i) deuterating a propiolate compound of Formula (2) to a methyne-deuterated propiolate compound of Formula (3) in the presence of a base and D₂O: and (ii) reductively deuterating the methyne-deuterated propiolate compound of Formula (3) in a reaction solvent in the presence of deuterium gas and a palladium-containing catalyst to afford the deuterated acrylate of the Formula (1). The resulting deuterated acrylate compounds, derivatives thereof, and polymers derived therefrom are also described.

The invention relates to a circular polymer and a preparation method thereof. The active anion polymerizing and end-capping techniques and the ring-opening polymerization (ROP) are adopted to synthesize a linear polymer with hydroxyls at both ends; sodium hydride (NaH) and propine bromide are adopted to modify chain-end hydroxyls into propargyls; the ROP is adopted to synthesize a linear polymer which is polycaprolactone (PCL) with hydroxyls at both ends; the propiolic acid is adopted to modify chain-end hydroxyls into propargyls; the atom transfer radical polymerization (ATRP) is adopted to synthesize linear polymer with bromine-based group at two ends; the nitrogen-oxygen free radical compound containing propargyls is adopted to modify chain-end bromine-based groups into propargyls; and the Glaser coupling reaction of the propargyls is adopted to synthesize the circular polymer in the presence of cuprous bromide (CuBr) and N, N, N', N'' and N''-pentamethyl diethylenetriamine (PMDETA).

The invention relates to a method for preparing pyridine propiolic acid ester and mainly solves the technical problem of high temperature requirement in the prior process for synthesizing the pyridinepropiolic acid ester. In the method, pyridylaldehyde serving as a readily available and large-scale production material undergoes a witting reaction, and the resulting product undergoes an addition-elimination reaction with chloroformate to obtain the corresponding pyridine propiolic acid ester. The chemical reaction formula is shown as above. The invention provides the method for synthesizing the pyridine propiolic acid ester, which has the advantages that: the raw materials are low in price and readily available, the total yield is 50 to 60 percent, and the intermediate is unnecessarily purified.

The invention relates to a preparation method of a bonded SBA-15 silica gel chiral stationary phase. The preparation method comprises the major steps of firstly, preparing an azido-containing beta-cyclodextrin ligand from beta-cyclodextrin in an anhydrous solvent, secondly, preparing alkynyl-containing bonded ordered mesoporous SBA-15 silica gel from 3-aminopropyltriethoxysiloxane and propynoic acid, thirdly, bonding the azido-containing beta-cyclodextrin to the surface of the SBA-15 silica gel by virtue of a click reaction by taking anhydrous N,N-dimethylformamide as a solvent and CuI(PPh3) as a catalyst, and fourthly, modifying the product of the third step by using a nitro-containing phenyl isocyanate with anhydrous N,N-dimethylformamide as a solvent, and reacting to obtain the nitrophenylcarbamate full-derived beta-cyclodextrin bonded SBA-15 silica gel chiral stationary phase. The preparation method is simple and convenient, low in cost and wide in applicability.

The invention relates to CO2 activation and conversion and related chemical technical fields, and specifically relates to a synthesis method of propiolic acid compounds. The method is characterized in that in the presence of an added additive and alkalis, terminal alkynes directly react with CO2 to generate propiolic acid compounds. The proper terminal alkyne substrate may be phenyl acetylene, substituted phenyl acetylene, heterocyclic aryl alkynes, or aliphatic terminal alkynes. Compared with the prior art, the invention mainly provides a novel and simple reaction system. According to the preparation method, potassium carbonate is taken as the alkali, quaternary ammonium salts are taken as the additive, and acetonitrile, which is convenient for the post treatment, is taken as the solvent. The preparation method is reported for the first time. The reaction system does not need any transition metal catalyst; the experiment operation is simple; the raw materials are cheap and easily available, and the preparation method is environment-friendly and generates great application value, social benefits, and economic benefits.

The invention discloses a method for synthesizing deuterated tazobactam. The method comprises the following steps: adding 2beta-azomethylpenicillanic acid-1beta-oxide, propiolic acid, a catalyst containing copper or cuprous ion and sodium ascorbate in a deuterated solvent in turn, stirring at 25-200 DEG C for reaction for 1 to 48 hours, and after the reaction, performing extraction, filtering and column chromatography to obtain the deuterated tazobactam. Through the method, according to the method for synthesizing the deuterated tazobactam, the deuterated tazobactam is a novel beta-lactamase inhibitor of the penicillanic sulfone type and can be used for treating various bacterial infections; the method has the characteristics of mild reaction condition, short synthesis procedure, simple process and high yield, the safety during the reaction is effectively improved by using propiolic acid as the raw material, and the carbon-deuterium chain in the obtained deuterated tazobactam molecule is so stable that the medicine decomposition process can be effectively retained, therefore, the deuterated tazobactam has a longer action time in the body and is better than the normal tazobactam.

The present invention provides synthesis process of beta-cyclopropylamino acrylate. The synthesis process includes the following steps: 1. the condensation reaction of formate and acetate in the presence of alkali metal or alkali metal hydride to produce alkali metal salt as shown; and 2. amine substituting and eliminating reaction of the alkali metal salt and ammonium salt in organic solvent to obtain beta-cyclopropylamino acrylate as shown. The present invention has simple synthesis process, convenient operation, facile material, low cost and less pollution.

A method of making terephthalic acid via reductive coupling of two molecules of propiolic acid or propiolic acid derivatives is presented. The reductive coupling can be catalyzed by compounds comprising metals, and propiolic acid or propiolic acid derivatives can be produced from acetylene and carbon dioxide. At least 4 of the 8 carbons in the terephthalic acid are non-fossil-derived.

The invention discloses a 2,3-disubstituted benzimidazo[1,2-alpha]pyrimidine compound and a preparation method and the application thereof. The compound adopts a structural formula as shown in the specification, wherein R represents any one of phenyl, C1-C4 alkyl-substituted phenyl, C1-C4 alkoxy-substituted phenyl, halogenated phenyl, cyano-substituted phenyl, thienyl and naphthyl. The compound isprepared from aromatic aldehyde, 2-aminobenzimidazole and propiolic acid as raw materials by a one-pot method under the coaction of a copper catalyst and an alkaline additive. A synthesis method is simple, intermediate separation is not required, operating steps are simplified, and the application range of a substrate is relatively wide. The compound has fluorescence performance and can be applied to selective fluorescent detection of low-concentrations of Fe<3+>.

The invention discloses a method for preparing 1,4-dihydropyridine by taking an acidic ionic liquid as a catalyst, comprising the following steps of: taking an amine compound shown in formula (I), a propiolate compound shown in formula (II) and a benzaldehyde compound shown in formula (III) as raw materials in a solvent-free condition, wherein the ratio of the amounts of substance of the raw materials is 1: (2 to 4): 1; reacting for 0.5 to 2 hours at a reaction temperature of 50-100 DEG C under the catalysis of the acidic ionic liquid; and performing separation treatment on the reaction solution to obtain the 1,4-dihydropyridine shown in formula (IV). According to the method, no solvent is used during the preparation process, thus simplifying operation process and reducing cost; the used catalyst is the acidic ionic liquid and capable of being cyclically used, and the technical process is environment-friendly; and the method is moderate in reaction conditions, simple and convenient to operate, easy to separate products, good in product quality and high in yield.

The invention discloses a synthetic method for tazobactam. The method comprises the following steps: adding propiolic acid, 2 beta-azidomethyl penicillanic acid-1 beta-oxide, sodium ascorbate and a catalyst containing cuprous ions or copper ions to a solvent in sequence; stirring and reacting these materials for 0.5-72 h at 20-180 DEG C; and after the reaction is finished, extracting a reactant and carrying out column chromatography on the reactant so as to obtain the tazobactam. Through the method, the synthetic method for the tazobactam, disclosed by the invention, has the advantages as follows: the tazobactam is a novel sulbactam type beta-lactamase inhibitor and can be used for treating a plurality of bacterial infections; and compared with a method with acetylene as raw material, the method has the advantages as follows: through using the propiolic acid as the raw material, the safety in the reaction process is enhanced and an electricity absorbing carboxyls on a molecule is beneficial for carrying out cycloaddition reaction and preferably compatible with a reaction substrate; the reaction condition is mild; the reaction can be conducted at normal temperature; the operation process is convenient and simple; the yield of obtained products is high; and industrial production can be carried out on a large scale.

The invention mainly aims to provide a polysubstituted indazine derivative and a preparation method thereof. The method realizes one-step simple and efficient synthesis of indazine derivatives from propiolate compounds and pyridine sulfur-containing ylide salt at 30 DEG C by using triethylamine and potassium carbonate as a mixed alkali and using common solvent dichloromethane as a solvent. The method has the advantages of simple reaction operation, mild conditions, no metal pollution, and easy realization of large-scale preparation; and a new method for synthesizing indazine without transitionmetal catalysis is developed.

The invention belongs to the technical fields of carbon dioxide activation and conversion and related chemistry, and discloses a preparation method of propiolic acid compounds. The preparation method comprises the following steps: (1) adding a copper catalyst, an additive, an alkali, and solid terminal alkynes into a reactor, adding an organic solvent under the protection of nitrogen gas, and filling CO2 into the reactor; or adding a copper catalyst, an additive, and an alkali into a reactor, adding an organic solvent and liquid terminal alkynes, and filling CO2 into the reactor; (2) sealing the reactor, and placing the reactor in an oil bath to carry out reactions; and (3) after reactions, opening a valve of the reactor to slowly release residual gas in the reactor, transferring the reaction liquid to a one-mouth bottle, carrying out concentration, diluting the concentrate by deionized water, adding n-hexane to carry out extraction, adding hydrochloric acid to carry out acidification, adding diethyl ether to carry out extraction, collecting the organic phase, washing the organic phase by a saturated saline solution, drying the organic phase by anhydrous sodium sulfate, filtering, and removing the solvent in vacuum to obtain the target material. The preparation method has the advantages of low reaction cost, simple experiment operation, mild reaction conditions, and easiness for industrialization.

The invention discloses RET kinase inhibitor intermediates and a preparation method thereof, and relates to the field of medicinal chemistry, wherein the method for synthesizing RET kinase inhibitorsrepresented by a formula (5a) and a formula (5b) comprises the steps: (a) carrying out a reaction of compounds represented by a formula (4a) and a formula (4b) with hydroxylamine sulfonic acid to formthe compounds represented by the formula (5a) and the formula (5b); and (b) carrying out a reaction of the compounds represented by a formula (3a) and a formula (3b) with phosphorus oxychloride to form compounds represented by the formula (4a) and the formula (4b); and (c) allowing compounds represented by a formula (2a) and a formula (2b) to form the compounds represented by the formula (3a) andformula (3b) under the action of an acid; and (d) after the reaction of the mixture of 3-bromo-5-methoxypyridine, hydroxylamine sulfonic acid and water is finished at the temperature of 70-100 DEG C,adding an alcoholic solution of alkali at room temperature, dropwise adding propiolate, and after the reaction is finished at room temperature, obtaining the compounds represented by the formula (2a)and the formula (2b), wherein R is methyl, ethyl, propyl or butyl.

The invention discloses a preparation method of 4-aryl coumarin-3-phosphonate derivatives, which is characterized comprising the following steps: adding one of 3-aryl propiolic acid aryl ester derivatives, one of phosphite esters and a manganite octahedral molecular sieve into a solvent; and carrying out a reaction at a temperature of 20-150 DEG C so as to obtain a 4-aryl coumarin-3-phosphonate derivative. According to the invention, 3-aryl propiolic acid aryl ester derivatives are used as a starting material, so that raw materials are easily obtained and diverse in type; products obtained by using the method disclosed by the invention is diverse in type, both can be directly used, and can be applied to other further reactions; and the method is short in synthetic route, mild in reaction conditions, simple in reaction operation and post-treatment process, and high in yield.

The invention relates to the technical field of organic synthesis, in particular to an N-heterocyclic condensed tryptamine-beta-lactam derivative as well as a preparation method and application thereof. The preparation method comprises the following steps: adding an aldehyde compound and propiolic acid into methanol and stirring; then adding tryptamine and isocyanide, and reacting under stirring;removing the methanol in a nitrogen atmosphere; dissolving obtained residues in acetonitrile, adding K2CO3, sealing the mixture, heating the mixture in a microwave oven, removing the acetonitrile, diluting with ethyl acetate, washing with saline water, drying with sodium sulfate, concentrating, purifying the obtained concentrate by silica gel column chromatography, and drying to obtain the N-heterocyclic condensed tryptamine-beta-lactam derivative. The N-heterocyclic fused tryptamine-beta-lactam derivative has a certain inhibition effect on the cell viability of liver cancer, breast cancer, head and neck squamous cell carcinoma and colon cancer cell lines, can inhibit or kill tumor cells, has antitumor activity, and can be applied to preparation of antitumor drugs.

The invention discloses alkynyl-containing conjugated polymers and a synthetic method thereof, and belongs to the field of macromolecular compound synthesis. The prior triple bond-containing conjugated polymers and synthesis have the problems of low conversion rate of a monomer, poor dissolution of products and the like. The polymers are shown as a general formula (I). The monomer and an initiator are added into a reactor in a molar ratio of 2-100:1, and reacts at a temperature of between 20 DEG C below zero and 70 DEG C for 1 to 24 hours; and the products are dissolved by hydrochloric acid, separated, and dried in vacuum to obtain the alkynyl-containing conjugated polymers, wherein the monomer is methyl acetylenecarboxylate, ethyl acetylenecarboxylate or butyl acetylenecarboxylate; and the initiator is solid sodium hydride, potassium hydride, sodium methoxide, sodium alcoholate or organolithium. The alkynyl-containing conjugated polymers and the method have the advantages of wide reaction temperature range, high conversion rate of the monomer and the like. In the formula, R is -CH3, -CH2CH3, or -CH2CH2CH2CH3, and n is between 10 and 500.

The invention relates to a high-performance antibacterial preservative. The high-performance antibacterial preservative is prepared from the following raw materials in parts by weight: 7-11 parts of isopropanol, 6-8 parts of dimethyl ether, 11-15 parts coconut oil, 9-16 parts of chitosan, 11-18 parts of mandragora, 2-4 parts of propiolic acid, 7-9 parts of n-butyl alcohol, 4-8 parts of cyclohexanol, 3-9 parts of sodium dodecyl benzene sulfonate, 8-10 parts of polyacrylate, 6-11 parts of alkyl dimethyl benzyl ammonium chloride, 6-7 parts of Chinaberry seed, 0.5-2 parts of antiseptic corrosion inhibitor, 8-14 parts of rangooncreeper fruit and 2-5 parts of Eusteralis stellata. The high-performance antibacterial preservative has the beneficial effects that the antibacterial preservative has good antibacterial and bacteria-inhibitory effects, is capable of well playing preservative and fresh-keeping roles and has a remarkable killing effect on bacteria, fungi and alga.

The invention discloses a method for continuously and rapidly preparing propiolic acid and derivatives thereof by using a microreactor. The preparation method comprises the following steps: firstly, under anhydrous and anaerobic conditions, adding magnesium metal, elemental iodine and a solvent into a reactor, uniformly stirring, and then dropwise adding halogenated hydrocarbon to react to generate a hydrocarbyl magnesium halide Grignard reagent; in a microreactor, with the prepared alkyl magnesium halide and terminal alkyne as raw materials, performing a Grignard exchange reaction under a continuous flowing condition to obtain alkynyl magnesium halide; and by using the alkynyl magnesium halide and CO2 as raw materials, carrying out nucleophilic addition reaction under continuous flow to prepare the propiolic acid compound. The method provided by the invention has the characteristics of rapid and continuous preparation of propiolic acid, continuous and controllable process and mild conditions, and can achieve industrial production.