48 results about "4-Hydroxycoumarins" patented technology

The invention discloses a method for catalytically preparing a 4,5-dihydropyran[c]chromene derivative, and belongs to the technical field of chemical material preparation.In the preparation reaction, the molar ratio of aromatic aldehyde to 4-hydroxycoumarin to malononitrile is 1:1:(1-1.2), the molar weight of an alkaline ionic liquid catalyst is 8%-15% of that of aromatic aldehyde, the volume dose of a 50% ethanol water solution serving as reaction solvent on a milliliter basis is 8-10 times of the molar weight of aromatic aldehyde on a millimole basis, the reflux reaction time ranges from 10 min to 28 min, after the reaction is finished, cooling is conducted to room temperature, extraction filtration is conducted, filter residues are washed with ethyl alcohol and vacuum-dried, and the 4,5-dihydropyran[c]chromene derivative is obtained.Compared with a preparation method adopting other alkaline ionic liquid catalysts, the method for catalytically preparing the 4,5-dihydropyran[c]chromene derivative has the advantages of being high in catalytic activity of the catalyst, free of treatment during the reuse process, high in raw material utilization rate, easy and convenient to operate in the whole preparation process and the like, and large-scale industrial application is convenient.

A specific technique of a method of synthesizing 4-hydroxycoumarin and derivatives of 4-hydroxycoumarin is as follows: taking a phenol or the derivatives of the phenol and an Meldrum's acid as the raw materials, using a thin layer method to monitor and then decompressing to remove an acetone after complete reaction; with no necessity of separating an intermediate product, directly carrying out intermolecular dehydration with an ito agent or a polyphosphoric and ring-closing reaction and finally adding water to precipitate a sedimentation, filtrating and then recrystallizing to get a final product---4-hydroxycoumarin and the derivatives of 4-hydroxycoumarin. The proportion of the phenol, the derivatives of the phenol, the Meldrum's acid, the ito agent or the polyphosphoric is 1.0mmol:1.0mmol:1-3ml or 1 to 2g. The temperature of intermolecular ring-closing reaction when adding the ito agent is 60 DEG C to 70 DEG C; the reaction time is 1 to 5 hours. The temperature of intermolecular ring-closing reaction when adding the polyphosphoric is 110 DEG C to 120DEG C; the reaction time is 3 to 7 hours. The method has the advantages of easy raw material obtaining, mild reaction condition, simple operation condition and less pollution. Furthermore, the yield varies from medium to excellence; no catalyst is needed; the method also assures a high yield ratio.

The invention provides a 4-hydroxycoumarin-containing cadmium-inserted fluorescent material and a synthesis method thereof, and relates to the field of fluorescent materials. The 4-hydroxycoumarin-containing cadmium-inserted fluorescent material has a molecular formula of {[Cd(4,4'-bpp)2(H2O)2].2(4-Hcm-).H2O}n, is a light yellow crystal, is synthesized by a solution method and has high purity. At a room temperature, the {[Cd(4,4'-bpp)2(H2O)2].2(4-Hcm-).H2O}n produces bright blue-fluorescence under the irradiation of ultraviolet rays, and has a quantum yield of 12% and strength obviously higher than strength of dissociative fluorescent molecules and a main metal organic framework. The synthesis method is a novel method, has simple processes, low equipment requirements and a low cost. The 4-hydroxycoumarin-containing cadmium-inserted fluorescent material is in a crystal state, has high purity, good heat stability and good regulation performances, can be used as a novel fluorescent material and can be used for manufacture of a fluorescent luminescent device.

The invention discloses a 3,4-dihydro-3-(2-hydroxybenzoyl)-2(1H)-quinolinone active skeleton, and a synthesis method and an application thereof. The structural formula of the 3,4-dihydro-3-(2-hydroxybenzoyl)-2(1H)-quinolinone active skeleton is shown in the description; and in the structural formula, R<1> is any one of a methyl group and an ethyl group, R<2> is one of the hydrogen atom, a methylgroup and halogens, and R<3> is any one of the hydrogen atom and the halogens. The synthesis method of the bioactive skeleton comprises the following steps: mixing an ortho-aminobenzaldehyde compoundwith a 4-hydroxycoumarin compound in a solvent according to a molar ratio of 1:(1-2), and performing a reaction at 70-90 DEG C to obtain the 3,4-dihydro-3-(2-hydroxybenzoyl)-2(1H)-quinolinone compound. The synthesis method is a method for efficiently synthesizing the 3,4-dihydro-3-(2-hydroxybenzoyl)-2(1H)-quinolinone compound in the green ethanol solvent by the one-step reaction without using a catalyst, and realizes a hydrogen transfer reaction in which the natural product molecule 4-hydroxycoumarin participating for the first time in order to synthesize the 3,4-dihydro-3-(2-hydroxybenzoyl)-2(1H)-quinolinone compound.

The invention discloses preparation and applications of a 4-hydroxycoumarin compound. The 4-hydroxycoumarin compound is prepared through following steps: under nitrogen gas protection, 2.0mmol of 4-hydroxycoumarin, 2.0mmol of a fenamic acid non-steroidal anti-inflammatory drug (mefenamic acid, flufenamic acid, and tolfenamic acid), and 2.4mmol of 1-ethyl-(3-dimethyllaminopropyl)carbodiie hydrochlide (EDCI.HCl) are mixed, 0.2mmol of a dimethylaminopyridine solution is added slowly dropwise as a catalyst, and room temperature reaction is carried out for 2h, after condensation, a silica gel column is adopted for purifying so as to obtain a finished product. The 4-hydroxycoumarin compound can be used in preparation of neuroinflammation inhibitors and drugs used for treating senile dementia.

The invention discloses preparation and application of 1,7-disubstituted aminomethyl-2,8-dyhydroxy-Troger's Base catalyst. P-methoxyaniline and paraformaldehyde are taken as raw materials and are subjected to reaction including hydrolysis, Mannich and the like to synthesize the 1,7-disubstituted aminomethyl-2,8-dyhydroxy-Troger's Base catalyst base derivative; the compound is taken as catalyst tocatalyze addition reaction taking 4-hydroxycoumarin and benzyl cyanide as raw materials, and one series of pyranoid ring derivative is synthesized. According to the invention, the substrate range of the pyranoid ring derivative is widened, and the application range of TB on the aspect of catalysis is widened.

The invention discloses 3,3'-(3,5-difluorobenzylidene)-bis-4-hydroxycoumarin and application thereof. According to the invention, 3,3'-(3,4-dichlorobenzylidene)-bis-4-hydroxycoumarin is prepared and is found to have good in-vitro and in-vivo activity and exert strong inhibitory effect on leukemia tumor cells; and 3,3'-(3,4-dichlorobenzylidene)-bis-4-hydroxycoumarin is low in toxicity and good in safety.

The invention relates to a preparation method of tecarfarin. The method comprises the steps of adopting formylbenzoic acid and 4-hydroxycoumarin as substrates, carrying out addition reaction, and condensing with 1,1,1,3,3,3-hexafluoro-tert-butanol to obtain the end product tecarfarin. According to the method, esterolysis impurities caused by condensation reaction carried out at high temperature in the prior art is avoided, the purity and the yield are greatly improved, and the method is simple to operate, convenient to post-process, and suitable for industrial production.

The invention discloses a 3-(2-furan)-4-hydroxycoumarin compound, preparation method thereof and application of anti-plant fungus. The formula is shown in description, wherein R1, R2, R3 and R4 independently represent any of H, methyl, methoxy, ethoxy, fluorine, chlorine and bromine, 3-(2- Hydroxyphenyl)-3-Oxopropanoate ester compounds, K10 montmorillonite and 2.5-Dimethoxy-2.5-dihydrofuran is heated and subjected to coupling reaction, sodium hydroxide is added, and refluxed in ethanol solution, followed by separation and purification, the pure product of the compound is obtained. The synthesis method has the advantages of no solvent, cheap raw materials and K10 montmorillonite catalysis, simple and convenient process, simple operation, high product yield, low production cost and the like,and the obtained compound has good anti-plant fungal effect and can be developed into a novel pesticide with anti-plant fungi.

The invention relates to a method for rapidly detecting a residual quantity of a 4-hydroxycoumarin rodenticide by using a distributed solid phase extraction. The method comprises pre-treating the detected samples by using the distributed solid phase extraction method, and detecting by using an ultra-high performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS), wherein the sample pre-treatment comprises fully dispersing samples with chloralkane, alcohol and ester solvents, adding proper fillers such as anhydrous sodium acetate, anhydrous magnesium sulfate, etc., performing vortex ultrasonic, centrifuging, taking a supernatant, adding a purifying agent for complete purification, and detecting the centrifuged and purified liquid with UPLC-MS/MS; separating conditions of the UPLC-MS/MS comprises using a C18 reversed phase chromatography, and having a column temperature being 30-60 DEG C, an injection volume being 2-10 [mu]l, and a flow velocity of a mobile phase being 0.15-0.60 ml/min; and detection conditions of the tandem mass spectrometry MS/MS comprises using an electrospray ion source, a negative ionization mode to ionize and a multiple reaction monitoring mode. The method provided by the invention has characteristics of quick extraction and purification, high method selectivity, strong chromatogram specificity and little interference.