64results about "Organic halogenation" patented technology

To provide a fluorinating agent that can be produced using a simple method, and a fluorination method that uses a fluorinating agent that can be produced using a simple method.SOLUTION: The present disclosure provides a fluorinating agent that comprises a fluorine-containing compound and fluoride ions.SELECTED DRAWING: None

The invention belongs to the technical field of organic chemical synthesis, and particularly relates to a novel method for synthesizing trifluoromethyl heteroaromatic hydrocarbon. The invention provides a novel method for synthesizing a trifluoromethyl heteroaromatic compound, the reaction system is mild, the substrate application range is wide, and the functional group compatibility is good. Specifically, in a rotating magnetic field, a metal conductor cuts magnetic induction lines to generate electron transfer, so that trifluoromethyl sulfosalt is reduced to generate trifluoromethyl free radicals, and the trifluoromethyl free radicals react with heteroaromatic hydrocarbon to synthesize trifluoromethyl heteroaromatic hydrocarbon. The method for synthesizing the trifluoromethyl heteroaromatic hydrocarbon comprises the following steps that firstly, heteroaromatic hydrocarbon, trifluoromethyl sulfosalt, a solvent and a metal rod are placed in a reaction tube and react in a multi-energy field coupling device, the magnetic field intensity (B) is set to be 0.01-3.00 T, the rotation frequency is set to be 5-50 Hz, the reaction time is set to be 1-24 h, finally, the trifluoromethyl heteroaromatic hydrocarbon is prepared, and the general formula of the trifluoromethyl heteroaromatic hydrocarbon is shown in the specification.

To provide a new method for producing a fluorinated organic compound in which removal or separation of an auxiliary is easy and which is advantageous in production cost.SOLUTION: A compound represented by the following formula (1): wherein R1, R2 and n are as defined in the description. The method comprises reacting the compound represented by the formula (1) with (A) at least one fluorine source selected from hydrogen fluoride, a hydrogen fluoride salt and a fluoride salt, (B) at least one iodine source selected from iodine and ammonium iodide, and (C) a compound having at least one fluorinated quaternary nitrogen atom in the molecule. A step of difluorinating the compound represented by the formula (1), wherein the amount of the iodine source (B) used is less than 1.0 mol per 1 mol of the compound represented by the formula (1).SELECTED DRAWING: None

The invention discloses a COF-based heterogeneous iodobenzene catalyst and its preparation method and application, belonging to the field of catalyst preparation technology. The COF-based heterogeneous iodobenzene catalyst is obtained by polymerizing a hydrazide monomer containing an iodophenyl group unit and 1,3,5-tris(4-formylphenyl)triazine; the structural formula of the hydrazide monomer containing an iodophenyl group unit is: The COF-based heterogeneous iodobenzene catalyst can be used as a catalyst for the chlorination reaction of anisole, catalyzing the chlorination reaction of anisole, achieving heterogeneous catalysis, and using a small amount, easy to recover, improving the utilization rate of the catalyst, and reducing the cost of anisole chlorination.

Provided is a method for efficiently producing a fluorinated alkyl compound by directly converting an aliphatic alkylamine widely existing in nature into a fluorine substituent, the method being characterized in that an alkylamine compound in which at least one amino group is bonded to an alkyl carbon is reacted with a deamination-fluorination agent to produce the fluorinated alkyl compound.

Minimum-boiling, heterogeneous azeotropic and azeotrope-like compositions including 1,1,2,2,3-pentachloropropane (HCC-240aa) and hydrogen fluoride (HF), as well as methods for using these azeotropic or azeotrope-like compositions in the production of trifluorochloropropenes.

The present invention provides a method for producing a fluorine-containing compound by introducing a fluorine atom into a wide variety of oxygen-containing compounds having a ketone group, an aldehyde group, a hydroxy group, or the like using SF5− stabilized by forming a salt with a glyme-coordinated alkali metal ion as a deoxofluorinating agent under relatively mild conditions.The present invention pertains to a method for producing a fluorine-containing compound, the method in which a fluorine-containing compound is produced by the deoxofluorination of an oxygen-containing compound having an aldehyde group, a ketone group, a carboxy group, or a hydroxy group in one or more solvents selected from the group consisting of DMPU, G4, DMA, HMPA, and MeCN using a deoxofluorinating agent represented by a general formula (E1) [in the formula, M represents Cs+, K+, or Rb+; G4 represents a tetraethylene glycol dimethyl ether; and n represents an integer of 1 to 4].

This invention discloses a method for preparing fluorophenylethane compounds, belonging to the field of organic chemical synthesis technology. The preparation method includes the following steps: mixing a photocatalyst 4CzIPN, a solvent DCE, a reducing agent DIPEA, and a reaction substrate, reacting them under blue light irradiation in a sulfur hexafluoride gas atmosphere; the reaction substrate is a compound with the structural formula [insert structural formula here], where R is H, an alkoxy group, or a cyano group. Beneficial effects: This invention uses sulfur hexafluoride as the fluorinating agent, selects a certain ratio of raw materials and catalyst, and efficiently prepares fluorophenylethane compounds. The reaction raw materials are inexpensive, the preparation process is safe and mild, has good substrate compatibility, and improves preparation efficiency.

A first object of the present invention is to provide an amino acid compound having the α-position fluorinated by fluorinating the α-position with high yields. A second object of the present invention is to provide an amino acid compound having the α-position fluorinated by fluorinating the α-position with high enantioselectivity. Provided are amino acids having fluorine at the α-position and their derivatives.

The application discloses a method for constructing fluorine-containing compounds by decarboxylation of alkyl carboxylic acid catalyzed by ketone compounds. The method uses alkyl carboxylic acid with a structure as shown in formula as a reaction raw material, and performs reaction under the joint action of ketone compounds, fluorine-containing reagents and alkali to obtain fluorides shown in formula (1) and formula (2), wherein R 1 are respectively and independently selected from hydrogen, a heterocyclic ring, substituted or unsubstituted aryl, and substituted or unsubstituted hydrocarbyl; R 2 are respectively and independently selected from hydrogen, a heterocyclic ring, substituted or unsubstituted aryl, and substituted or unsubstituted hydrocarbyl; R 3 are respectively and independently selected from hydrogen, a heterocyclic ring, substituted or unsubstituted aryl, and substituted or unsubstituted hydrocarbyl. The reaction method has the advantages of low cost, mild conditions, high reaction efficiency, high yield and high selectivity, and the like. The ketone compounds are used to replace traditional metal catalysts, which can not only provide a fluorine-containing compound library with various structures for candidate drug screening, but also can be applied to positron emission tomography imaging.

The invention relates to a compound of general formula (I), wherein A is selected from the group consisting of (II) and a six-membered aromatic ring, which optionally contains a heteroatom selected from the group consisting of N, S, or O; n is 0, 1, 2, or 3; m is 1 or 2; Y is an ethyl or propyl group.

The present invention belongs to the field of novel photocatalytic materials, and particularly relates to a photocatalyst for the efficient catalytic synthesis of halogenated aromatic hydrocarbons, as well as a preparation method and application thereof. The photocatalyst prepared by the present invention comprises titanium dioxide and a 1,4-dihydropyridine compound supported on the surface of the titanium dioxide; wherein the mass ratio of the 1,4-dihydropyridine compound to the titanium dioxide is 1:1 to 100; the present invention generates halogenated aromatic hydrocarbons by inducing a photocatalytic reaction using a visible light source. The scheme used is green, safe, and has high atomic utilization efficiency, avoids the use of toxic solvents, reduces energy consumption by reacting at room temperature, and the catalyst can be recycled and reused multiple times, reducing costs.

The present invention refers to a process for the functionalization such as a deaminative halogenation of an aromatic or heteroaromatic amino compound. With the inventive process, the in-situ nitrate reduction allows the direct ipso-halogenation of anilines and aminoheterocycles via an aryldiazonium or heteroaryl diazonium salt as a fleeting intermediate in solution.

Provided is a method for producing a fluorinated organic compound by fluorinating an organic compound in the presence of a fluorinating composition comprising IF5, iodine, and an amine, the composition comprising the iodine in an amount of 0.12 mol or less per mole of the IF5. This production method can synthesize a fluorinated organic compound with high efficiency.

The application discloses a method for preparing fluorine-containing diphenylmethane compounds by using sulfur hexafluoride as a fluorination reagent, and belongs to the technical field of organic chemical synthesis. The preparation method comprises the following steps: (1) mixing a photocatalyst, a solvent and a reducing agent, and performing ultrasonic treatment to obtain solution A; mixing a reaction substrate and the solvent to obtain solution B; the photocatalyst is one or more of 4CzIPN, Ir[dF(CF3)ppy]2(dtbpy))PF6, 9-thioxanthone and 10-phenylphenothiazine; the reaction substrate is a compound with a structural formula of R1 and R2 are both H, alkoxy or halogen; (2) mixing the obtained solution A and solution B in a sulfur hexafluoride gas atmosphere, and performing reaction under blue light illumination, and the fluorine-containing diphenylmethane compounds are obtained. The method has the beneficial effects that the fluorine-containing diphenylmethane compounds are efficiently prepared by using sulfur hexafluoride as the fluorination reagent, and by selecting raw materials and catalysts with certain proportions; the reaction raw materials are cheap; the preparation process is safe, mild, has good substrate compatibility and high preparation efficiency.

To provide a fluorinating agent that can be produced using a simple method, and a fluorination method that uses a fluorinating agent that can be produced using a simple method.SOLUTION: The present disclosure provides a fluorinating agent that comprises a fluorine-containing compound and fluoride ions.SELECTED DRAWING: None

A first object of the present invention is to provide an amino acid compound having the α-position fluorinated by fluorinating the α-position with high yields. A second object of the present invention is to provide an amino acid compound having the α-position fluorinated by fluorinating the α-position with high enantioselectivity. Provided are amino acids having fluorine at the α-position and their derivatives.

The invention belongs to the technical field of synthesis of organic compounds, and particularly relates to a method for preparing an alpha-chloroketone derivative from a styrene compound. The structural general formula of the alpha-chloroketone derivative is shown in the specification, R is an electron-withdrawing, electron-donating or large-steric-hindrance group, and the preparation method of the alpha-chloroketone derivative comprises the following steps: firstly, adding a chlorine source, a compound shown in the general formula 1 and an organic solvent into a reaction container, reacting at 60-70 DEG C, and then separating and purifying the reaction liquid to obtain the alpha-chloroketone derivative. The alpha-chloroketone derivative is obtained. According to the method for preparing the alpha-chloroketone derivative from the styrene compound, a metal catalyst is not needed, oxygen or a high-risk reagent is avoided, conditions are mild, operation is safe, cost is low, and the prepared alpha-chloroketone derivative is high in purity and yield.

The invention belongs to the technical field of synthesis of organic compounds, and particularly relates to a synthesis method of an alpha-chloroketone derivative. The synthesis method of the alpha-chloroketone derivative comprises the following steps: firstly, adding a chlorine source, a compound shown in a general formula 1 and an organic solvent into a reaction container, reacting at room temperature, then adding water and alkali into a reaction solution, and after the reaction is finished, separating and purifying to obtain the alpha-chloroketone derivative, the structural general formula of the alpha-chloroketone derivative is shown in the specification, and the structural formula of the alpha-chloroketone derivative is shown in the specification. Wherein R1 and R2 are H, aryl or aliphatic groups. According to the synthesis method of the alpha-chloroketone derivative, a noble metal catalyst is not needed, oxygen and high-risk reagents are prevented from being used, the steps are simple, and the conditions are mild.

Provided is a novel method for producing a fluorinated organic compound that facilitates removal or separation of an auxiliary agent and that is advantageous in terms of production costs. The production method is a method for producing a difluoride which is a compound represented by formula (1) (in the formula, R1, R2, and n have the same definitions as the symbols described in the specification). The method involves a step for reacting the compound represented by formula (1) with (A) at least one fluorine source selected from hydrogen fluoride, hydrogen fluoride salts, and fluoride salts, (B) at least one iodine source selected from iodine and ammonium iodide, and (C) a compound having at least one fluorinated quaternary nitrogen atom in the molecule to difluorinate the compound represented by formula (1), wherein the amount of the iodine source (B) used is less than 1.0 mol with respect to 1 mol of the compound represented by formula (1).

A process for fluorination of a fluoride acceptor species comprising contacting an organofluorine species with a base to provide a fluoride donor species and contacting the fluoride donor species with the fluoride acceptor species to form a fluorinated species. The organofluorine species can be a species of formula (1): R1R2HC-CFR3R4; (1a): R1R2C=CFR3, or a fluoroarene; wherein R1, R2, R3 and R4 are each independently selected from H, halogen, and substituted or unsubstituted alkyl, alkoxide, aminoalkyl, or aryl.

The invention provides an improved process for the preparation of fluoxastrobin and intermediates thereof. The present invention provides a process for the preparation of fluoaxastrobin, 4,6-dichloro-5-fluoro-pyrimidine and diethyl 2-chloromalonate that are substantially free of unwanted impurities.

The present disclosure relates to processes for the fluorination of molecules. One aspect provides a process for incorporating a fluorine atom into a molecule, said process comprising converting a compound of formula X-SG into a compound of formula X-F, wherein G is an optionally substituted C1-C6 alkyl group, an optionally substituted aryl group, or an optionally substituted heteroaryl group, and X is an organic group; and wherein the SG group is attached to a secondary or tertiary carbon atom in the organic group X; said process comprising treating said compound of formula X-SG with (i) an activator compound selected from the group consisting of N-halosuccinimides, N-halobenzenesulfonimides, N-halobenzenesulfonamides, dialkylaminodihalosulfinium salts, heterocyclylaminodihalosulfinium salts, dialkylaminosulfur trihalides, XeF2, difluoroiodotoluene, di- and tri-bromoisocyanuric acids, bromine, chlorine, hypervalent iodine compounds with I2; and other sources of Br+, Cl+, F+, I+, bromonium, iodonium, or chloronium; and (ii) a source of fluoride. Uses of the process in the preparation of various fluorinated molecules as well as uses of certain compounds as intermediates in the processes of the present disclosure are also provided.

The present invention discloses a method for synthesizing benzocyclone compounds with dichloro substitution at the α-position. The starting compound is added to an organic solvent in the presence of a catalyst, followed by a chlorination reaction with NCS, thereby introducing two chlorine atoms at the α-position of the carbonyl group to obtain the target compound. The method utilizes NCS, a commonly used, economical, and safe chlorination reagent, for the reaction. The resulting product has the advantages of simple operation, low chlorination reagent usage, and a low-cost catalyst usage.

The present invention provides a fluorinating agent that can be manufactured by a simple method, and a fluorinating method using the fluorinating agent that can be manufactured by a simple method. [Solution] A fluorinating agent containing a fluorine-containing compound and fluoride ions.

Provided is a novel method for producing a fluorinated organic compound. This production method is for producing a fluorine adduct of a compound represented by the following formula (1): (wherein R1, R2, and n have the same meanings as the symbols described in the specification), the method comprising reacting the compound represented by formula (1) with (A) at least one fluorine source selected from the group consisting of hydrogen fluoride, hydrogen fluoride salts, and fluoride salts; (B) at least one iodine source selected from the group consisting of iodine, iodoaliphatic compounds, and iodoaromatic ring compounds; and (C) at least one compound selected from the group consisting of compounds represented by the following formula (2-1) optionally having one or more substituents, and multimers thereof: (wherein X is a conjugate base of a Brønsted acid), to add fluorine to the double bond or triple bond.

To provide a method for preparing a partially fluorinated alcohol (fluorohydrin) from a fluorinated epoxide, and a method for preparing a fluorinated carbonate from a fluorohydrin.SOLUTION: Methods for preparing partially fluorinated alcohols (fluorohydrins) include, for example, preparing a fluorohydrin by reacting a fluorinated epoxide with a fluorinating agent (Olah's reagent) to effect ring opening, as in the following equation: Further, by reacting the obtained fluorohydrin with phosgene, it is possible to prepare the corresponding carbonic acid ester.SELECTED DRAWING: None

Minimum-boiling, heterogeneous azeotropic and azeotrope-like compositions including 1,1,2,2,3-pentachloropropane (HCC-240aa) and hydrogen fluoride (HF), as well as methods for using these azeotropic or azeotrope-like compositions in the production of trifluorochloropropenes.

The invention discloses a photochemical synthesis method for high-selectivity conversion of an aromatic compound into aryl iodide, and belongs to the field of organic synthesis. The invention relates to a photochemical synthesis method for high-selectivity conversion of an aromatic compound into aryl iodide, which specifically comprises the following steps: in the absence of a solvent or an organic solvent, in the absence of an oxidant or in the presence of the oxidant, carrying out iodination reaction on the aromatic compound and an iodine elementary substance under visible light; and performing separation, purification, reduced pressure distillation or column chromatography purification to obtain the aryl iodide compound. The method provided by the invention is simple to operate, wide in application range and mild in reaction condition.