87 results about "Bibenzyl" patented technology

The invention discloses a novel synthetic process of hydrochloric acid trientine, and aims at providing the synthetic method of the hydrochloric acid trientine. The synthetic process can avoid using a highly-toxic material, namely potassium cyanide, and is temperate in reaction condition. A compound 2,2'-(2,2'-(ethane-1,2-diradical-bibenzyl-di (ethane-2,1-double radical)) bi isoindole-1,3-diketone is used as an initiator, after hydrazinolysis, an intermediate N1, N1'-(ethane-1,2-diradical) di(N1-nethyl ethane-1,2-diamine) is obtained. Through carbobenzoxy protection (Cbz protection), salt is generated,and dibenzyl 2,2'-(ethane-1,2-diradical-di (benzylamine-diradical)) di (ethane-2,1-diradical) dioctyl phthalatic acid aster hydrochloride is obtained so as to crystallize in ethanol through pressing catalytic hydrogenation deprotection to directly obtain the hydrochloric acid trientine. The synthetic process belongs to the organic synthetic technical field.

The invention discloses a preparation method of an effective part of dendrobium officinale. The method comprises steps as follows: firstly, extracting fat-soluble extracts represented by bibenzyl from the dendrobium officinale with a high-concentration alcohol-water system, refining the extracts with a macroporous resin method to obtain a total bibenzyl effective part with the bibenzyl content higher than 50%, and preparing dregs of the extracts into dendrobium officinale total polysaccharides with water extraction and alcohol precipitation methods; drying and evenly mixing the total bibenzyl effective part and the dendrobium officinale total polysaccharides obtained in two steps to obtain a dendrobium officinale total effective part extract. According to the method, the defect of the extremely low extraction rate of dendrobium officinale fat-soluble active ingredients represented by the bibenzyl with traditional methods such as a water decoction method, a tea making method and the like is overcome, the utilization efficiency of the effective part of the dendrobium officinale is improved substantially, pharmacological anti-oxidation animal experiments and anti-tumor cytotoxicity experiments prove that the activity of the effective part is significantly higher than that of traditional aqueous extracts, and the effective part has the characteristics of high extraction rate and high activity.

The invention discloses a method for extracting bibenzyl compounds from dendrobium officinale, which comprises the following steps: carrying out alcohol extraction and concentration on dendrobium officinale to obtain an extract, eluting with an ethanol solution through macroporous resin, respectively collecting the eluates, and performing separation and purification continuously to obtain the bibenzyl compounds. The invention also discloses an application of the bibenzyl compound extracted from dendrobium officinale for the first time in preparation of a medicine for preventing or/and treatingcervical cancer or liver cancer and an application in preparation of a health care product for immunoregulation and/or improvement of microcirculation and/or improvement of life quality. The bibenzylcompounds are extracted from dendrobium officinale for the first time and have good HeLa and HepG2 inhibitory activity. The extraction method is simple to operate, good in separation effect and easyfor large-scale production and application.

The invention discloses a method for preparing iminodibenzyl. In the method, phosphoric acid is added into 2,2,-diamido-bibenzyl to form salt, and the salt is subjected to cyclization reaction to prepare the iminodibenzyl. The method is characterized in that after the phosphoric acid is separated from a product formed by the cyclization reaction of the 2,2,-diamido-bibenzyl, nitrogen is introduced to perform reduced pressure distillation, and the distilled iminodibenzyl is collected by a cyclone separator. The method for preparing the iminodibenzyl comprises the following steps of: adding the phosphoric acid into the 2,2,-diamido-bibenzyl to form the salt, performing the cyclization reaction to obtain iminodibenzyl, introducing the nitrogen directly, distilling under reduced pressure, and collecting the iminodibenzyl by the cyclone separator, wherein the product formed by the cyclization reaction is subjected to the steps of elutriation, recrystallization and the like. The method has a simple process, the yield of the product is improved, and the purity of the iminodibenzyl is over 99.0 percent.

The invention relates to a brand new low-cost method for synthesis of bibenzyl compounds. The method adopts green and clean light energy as the reaction energy, and takes toluene or a toluene derivative as the raw material to prepare bibenzyl compounds under the catalysis of a solid photocatalyst. The method is carried out at room temperature, and can prepare bibenzyl compounds directly by illumination. The reaction process includes: mixing a toluene derivative, a catalyst and a solvent, then putting the mixture into a pressure-resistant quartz container (larger than 1MPa), and performing replacement with inert gas, conducting illumination stirring at room temperature, and carrying out reaction for 1 or more hour. At the end of the reaction, the catalyst can be easily separated from the reaction system and can be recycled repeatedly, the reaction product can be separated by crystallization, and the yield of bibenzyl compounds can reach 3.21g (g catalyst)<-1>h<-1>. The method can be used for direct preparation of 1, 2-diphenylethane and natural bibenzyl drugs.

A plagiochin E, its extracting and separating process, and its application in preparing antifunga medicines are disclosed.

The present invention relates to a 2,2',4,4',6,6'-hexanitro diphenylethylene preparation method, which comprises that: (1) 2,4,6-trinitrotoluene and sodium hypochlorite are subjected to a reaction in a reaction solvent to prepare hexanitro bibenzyl, wherein the reaction solvent is a mixing solution of ethanol and benzene, and (2) the hexanitro bibenzyl and bromine are subjected to a reaction in a reaction solvent to prepare 2,2',4,4',6,6'-hexanitro diphenylethylene, wherein the reaction solvent is a mixing solution of dichloroethane and pyridine, the reaction solutions in the step (1) and the step (2) can be filtered to collect the filtrates, and the filtrates can be used as the reaction solvent of the corresponding steps. Compared with the preparation method in the prior art, the preparation method of the present invention has the following characteristics that: the coupling reaction solvents can be recycled, the solvent loss in the dehydrogenation reaction is less, and the pyridine consumption is less.

The invention discloses a method for synthesizing a 1,2-bibenzyl compound. According to the method, a nickelous (II) complex with the molecular formula being Ni[P(OEt)3][(RNCHCHNR)C]Br2 serves as a catalyst, wherein R is 2,6-diphenyl methyl-4-methoxyphenyl), and in the presence of metal magnesium, the 1,2-bibenzyl compound is synthesized through a cross-coupling reaction of benzo-(hetero)arene anda styrene compound. According to the method, the nickelous (II) complex with air stability serves as the catalyst for the first time, so that direct use of sensitive and dangerous metal compounds andzero-valent nickel (0) complexes is avoided; under mild reaction conditions, a zero-valent nickel (0) active center is formed in situ through the action of the metal magnesium, so that the cross-coupling reaction between the benzo-(hetero)arene and the styrene compound is achieved, and a novel method is provide for synthesis of the 1,2-bibenzyl compound.

The invention discloses an application of a dibenzyl tetrahydroisoquinoline derivative in preparation of an anti-coronavirus drug. The structure of the bibenzyl tetrahydroisoquinoline derivative is shown as a formula I, and the bibenzyl tetrahydroisoquinoline derivative can effectively inhibit the infection ability of various coronaviruses to cells, and especially has excellent inhibitory activityto SARS-CoV-2 (S-D614), SARS-CoV-2 (S-G614), SARS-CoV, MERS-CoV coronavirus infection. The bibenzyl tetrahydroisoquinoline derivative disclosed by the invention has a good application prospect in preparation of anti-coronavirus medicines and medicines for preventing and/or treating diseases caused by coronavirus infection.

The invention discloses a new method for synthesizing hexanitrobibenzyl, and relates to the technical field of preparation of energetic materials. The method comprises the following steps of: nitrating, separating out, filtering, washing, crystallizing and drying bibenzyl at the temperature of 18-35 DEG C to obtain tetranitrobibenzyl; further nitrating the tetranitrobibenzyl at the temperature of 80-120 DEG C; and separating out, then filtering, washing, crystallizing and drying to finally obtain a hexanitrobibenzyl pure product. In the method, by changing a nitrating agent and nitration reaction temperature, synthetic reaction from the bibenzyl to the tetranitrobibenzyl is finished at normal temperature, so that the yield of crude product is increased by over 5 percent; the synthetic reaction from the tetranitrobibenzyl to the hexanitrobibenzyl is finished in one step, so that the operation process is simplified, the reaction time is shortened by about 24 hours, the yield of the hexanitrobibenzyl pure product is increased by over 13 percent, the cost is reduced by about 20 percent, and the method is safe in operation and stable in reaction.

The invention provides a continuous integrated industrial production method for producing iminostilbene by the catalytic deamination and catalytic dehydrogenation reaction of 2,2'-diamino-bibenzyl. The method comprises the following process flows of: mixing the 2,2'-diamino-bibenzyl with high-temperature water vapor; adding the mixture into a catalytic deamination reactor; after reaction, performing heat exchange on a reaction material through an intermediate heat exchanger; adding the reaction material into a catalytic dehydrogenation reactor; and treating the material which is taken out of the reactor to obtain the iminostilbene. The method is a continuous integrated process of the catalytic deamination and catalytic dehydrogenation reaction, and has the characteristics of simple reaction process, low energy consumption, small equipment investment and the like.

The invention discloses a dibenzyl dimer component in Dendrobium nobile, and an extraction, separation and chiral resolution method thereof. The dibenzyl dimer component is named as dimer Shihusu A. The dibenzyl dimer component is separated and purified from Dendrobium nobile through combining a traditional extraction technology with a modern chromatographic separation technology, and undergoes chiral resolution by chiral chromatography to obtain optically pure compounds. The preparation and separation method successfully extracts and separates the bibenzyl dimer component from the Dendrobiumnobile, and successfully performs chiral resolution, and the bibenzyl dimer component has good in vitro antitumor activity, and can be used to prepare antitumor drugs.

The invention discloses an application of a compound represented as the formula (IV), or pharmaceutically acceptable salts, crystal forms and solvates thereof, in preparation of a medicine for treating and/or preventing tumors, wherein R1, R4 and R6 are respectively and independently selected from hydrogen or a methyl group; R2, R3, R5 and R7 are respectively and independently selected from hydrogen or a structure represented as follows. The invention provides a novel application of bibenzyl compounds, and in particular, an application in preparation of a medicine for treating and/or preventing tumors. The compound has excellent inhibiting effects on tumor cells, especially, on lung carcinoma cells, wherein IC50 of the compound reaches 2-6 [mu]g/ml. The invention also provides a preparation method of the bibenzyl compounds.

The invention discloses a process for synthesizing a concrete water reducer by emissions and secondary products during the production of bibenzyl, which is characterized in that waste sulfuric acid catalyst produced during the production of bibenzyl, waste water containing soda discharged during alkali washing neutralization process and the secondary products, namely the high-boiling residue foots at the bottom of a kettle and produced during the distillation of the product are adopted as the main materials, concentrated sulfuric acid, water, methyl aldehyde and alkali are added for reaction so as to synthesize the concrete water reducer, wherein the mass ratio of batching of the waste sulfuric acid catalyst, the high-boiling residue foots and the waste water containing soda is (60-70):(130-145): (80-90); the process comprises the following specific steps: mixing the waste sulfuric acid catalyst produced during the production and synthesis of bibenzyl and the secondary products, namely the high-boiling residue foots, which are produced during the distillation; adding concentrated sulfuric acid dropwise for sulfonation; cooling and adding water for hydrolyzation; adding methyl aldehyde dropwise for condensation; then adding water containing soda and the waste water containing soda discharged during alkali washing neutralization process and during the production and synthesis of bibenzyl for neutralization to obtain the water reducer. The synthesized concrete efficient water reducer of the invention is cheap and very good.

The invention discloses a synthetic method for a natural product 2,3',4,5'-tetrahydroxy bibenzyl. The synthetic method comprises the following steps that 3,5-dyhydroxy phenylacetic acid and 2,4-dyhydroxy benzaldehyde serve as materials and conduct a condensation reaction in the presence of alkali to obtain 3-(3,5-dyhydroxy phenyl)-7-hydroxy coumarin; then a ring opening decarboxylation reaction is conducted under an alkaline condition, and E-2,3',4,5'-tetrahydroxy toluylene is obtained; and finally a hydrogenation reaction is conducted to obtain the natural product 2,3',4,5'-tetrahydroxy bibenzyl. According to the synthetic method, the materials are easy to obtain, the reaction route is simple, atom economy is high, post-treatment is succinct, and productivity is high.

The invention relates to a medical preparation containing organic effective components, in particular to eye drops for treating cataract. The eye drops are water solution and are characterized by containing 2.25g/1000ml-3g/1000ml effective components, wherein the effective components consist of 3',4-dihydroxy-3,5'-dimethoxy bibenzyl and 3,5-dimethoxy-4-hydroxybenzoic acid, with the mass ratio of 1:0.2-5. The eye drops for treating cataract has significant treatment effect.

The invention discloses a compound represented by a formula III (shown in the description) or pharmaceutically acceptable salt, crystal forms and solvates thereof. According to the compound, R1 and R2 are respectively independently selected from hydroxyl group or sulfydryl or halogen-substituted C1-C4 alkyl; and R3, R4 and R5 are respectively independently selected from hydroxyl group or sulfydryl. The novel compound represented by the formula III has a very good inhibiting effect to tumor cells and particularly has a very good inhibiting effect to lung cancer cells, and IC50 thereof reaches 4-5 microgram/microliter; and meanwhile, the preparation method of the compound is simple and convenient, reaction conditions are mild, the operation and the control are convenient, the energy consumption is low, the yield is high, the cost is low, and the preparation method is very suitable for industrial production.

The invention discloses a method for separating two bibenzyl compounds from ordinary oil tea camellia. The method comprises the following steps: (1) raw materials preparation, namely cleaning ordinary oil tea camellia, removing impurities, airing and crushing; (2) extraction, namely heating and extracting the ordinary oil tea camellia with an ethanol solution, filtering and concentrating to obtain concentrated liquid; (3) separation and purification, namely processing the concentrated liquid with macroporous resin, sequentially eluting with distilled water and the ethanol solution, respectively collecting, and merging eluants, so as to obtain an eluant mixture; (4) silica gel separation, namely concentrating the eluant mixture, carrying out silica gel chromatography, eluting with a mixed liquid of dichloromethane, methyl alcohol and water, and respectively collecting a target distillate fractions; and (5) liquid phase preparation, namely respectively concentrating the target distillate fractions, dissolving, and carrying out semi-preparation and collection with the liquid phase. Two target product components are confirmed by identification; the yields can be up to 37mg/kg and 200mg/kg; the purity is greater than 90%; and the method disclosed by the invention is simple and convenient in preparation process, and suitable for industrial production.

The invention discloses a novel preparation method of 4, 4'-dinitrobibenzyl. According to the method, p-nitrotoluene is used as a reactant, oxygen is used as an oxidizing agent, ethanol is used as a solvent, transition metal doped FDU-12 mesoporous molecular sieve supported guanidine salt ionic liquid is used as a catalyst, and 4, 4 '-dinitrobibenzyl is prepared through high-selectivity oxidative dehydrogenation coupling reaction. After the reaction is finished, the catalyst phase and the product phase are easily subjected to heterogeneous separation and can be well recycled. The method has the advantages of simple operation, mild reaction conditions, small catalyst dosage, high reaction efficiency and selectivity, and small discharge of three wastes, and is a novel green and clean preparation method.

The invention relates to a preparation method of bibenzyl compounds. A compound represented by a formula (A) and a compound represented by a formula (C) carry out reactions under the action of an organic tungsten catalyst and an alkali in the presence of light to generate bibenzyl compounds represented by the formula (B). The method is simple and is easy to operate. The yield is high, and the application range is wide. Moreover, the invention also provides an application of a tungsten complex in organic chemical reactions as a photocatalyst.

The invention discloses a method for synthesizing 1,3-dibenzyl imidazoline-2-keto-cis-4,5-dicarboxylic acid, which comprises the following step b or step a to step b in a synthesis route: step a, reacting carbamide (II) with benzylamine (III), thus obtaining bibenzyl-ure (IV); and the step b, reacting the bibenzyl-ure (IV) with cis-2,3-dihalogenated succinic acid (V), thus obtaining the 1,3-dibenzyl imidazoline-2-keto-cis-4,5-dicarboxylic acid. The synthesizing method has the advantages of mild reaction conditions, high safety, simplicity and convenience for operation, easiness in purification processing of a final product, capability of leading HPLC (High Performance Liquid Chromatography) purity of a target product to be exceeded 99.5 percent, stable quality, easiness in obtaining raw materials, low price, high total recovery and the like, so that the total cost is greatly lowered, and the method is suitable for large-scale industrialization production requirements.

The present invention discloses a halogen or nitrogen-containing group substituted bibenzyl analog or a pharmaceutically acceptable salt, a hydrate thereof, wherein the halogen or nitrogen-containing group substituted bibenzyl analog is represented by a formula I, and A is halogen or nitrogen-containing group substituted phenyl or a 5-membered or 6-membered unsaturated nitrogen-containing heterocyclic ring containing 1-2 N atoms. The present invention further discloses a preparation method of the halogen or nitrogen-containing group substituted bibenzyl analog, and applications of the halogen or nitrogen-containing group substituted bibenzyl analog or the pharmaceutically acceptable salt and the hydrate thereof in preparation of tumor treating drugs and angiogenesis inhibition drugs. According to the present invention, the novel-structure bibenzyl analog is synthesized through the seven-step reaction, such that the reaction steps are simple, the conditions are mild, the yield is high, and the total yield is 32-51%; the bibenzyl analog provides different degrees of activities in preparation of tumor resistance and angiogenesis inhibition; and the important significance is provided for preparation of the tumor inhibition drugs and the angiogenesis inhibition drugs. The formula I is defined in the specification.

The invention provides an environment-friendly foam extinguishing agent. The environment-friendly foam extinguishing agent comprises, by weight, 19-30 parts of ammonium lauryl sulfate, 5-20 parts of alpha-sulfo myristic acid methyl ester sodium salt, 20-50 parts of ethylene glycol, 1-5 parts of carboxymethyl cellulose, 0.5-2 parts of bibenzyl compound phenol polyoxyethylene ether, 0.5-2 parts of carboxyalkylthiosuccinic acid, 0.5-2 parts of propyl p-hydroxybenzoate and 20-50 parts of water. The environment-friendly foam extinguishing agent has excellent fire extinguishing performance and low toxicity performance.