41results about "Organic halogenation" patented technology

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

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.

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.

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).

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 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.

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.

A first purpose of the present invention is to provide an amino acid compound in which the α-position of the amino acid compound is fluorinated by performing a fluorination reaction with respect to the α-position at a high yield. A second purpose of the present invention is to provide an amino acid compound in which the α-position of the amino acid compound is fluorinated by performing a fluorination reaction with respect to the α-position in a highly enantioselective manner. The present invention pertains to: an amino acid having fluorine at the α-position; and a derivative of the same.

There is provided a method of efficiently producing an alkyl fluoride compound by directly converting an aliphatic alkylamine widely present in nature into a fluorine substituent, where the method is characterized in that an alkylamine compound having at least one amino group bonded to an alkyl carbon atom is reacted with a deaminative fluorinating agent to generate an alkyl fluoride compound.

This invention discloses a rare-metal synergistic chlorination catalyst and its preparation method, belonging to the field of catalyst preparation technology. The catalyst consists of a magnesium chloride-based active carrier, a rare-metal synergistic system, an inorganic binder, and a two-site electron donor; wherein the magnesium chloride-based active carrier has a porous structure with a specific surface area controlled between 80 and 250 square meters per gram, a pore size distribution of 3 to 60 nanometers, and a surface hydroxyl density of 1.5 to 4 per square nanometer. Through the synergistic effect of rare earth metals and platinum group metals and the regulation of two-site electron donors, this application achieves a selectivity of the catalyst for the target chlorination product of no less than 97%, a reaction conversion rate that is more than 15% higher than that of traditional catalysts, and an activity decay rate of less than 8% after 800 hours of continuous operation, extending the service life by 60%. With the help of silica sol binder and optimized molding process, the catalyst compressive strength reaches more than 150 N / cm, making it less prone to pulverization and breakage during operation in a fixed-bed reactor, and the system pressure drop increase is controlled within 15%, ensuring the stability of continuous production.

This disclosure provides a method for producing fluorine-containing aromatic compounds. [Solution] A method for producing a fluorine-containing aromatic compound, comprising the step of obtaining a product by reacting an N-fluoroalkoxy compound with an aromatic compound in the presence of a redox catalyst, The N-fluoroalkoxy compound is a compound having an N-ORf moiety (Rf represents a fluoroalkyl group with 3 or more carbon atoms), and the product is - An aromatic fluoroether compound (E1) having an ORf moiety, Aromatic compounds (E2) having an -Rf' moiety (where Rf' represents a fluoroalkyl group obtained by removing one carbon atom from Rf). It contains at least one fluorine-containing aromatic compound selected from the group consisting of the following.

This invention provides a method and application for adding fluorine at the 9-position of a steroid compound, relating to the field of chemical synthesis technology. The invention uses a compound of formula I as a starting material, reacting it with a first brominating reagent, a second brominating reagent, and hydrochloric acid to undergo a 9,11-position bromohydroxyl reaction to obtain a compound of formula II. Compound II then undergoes a 9-position substitution reaction with a fluorinating reagent to obtain a 9-position fluorinated steroid compound. This invention utilizes mild reaction conditions, avoiding highly toxic and corrosive reagents such as perchloric acid and hydrogen fluoride solution, making it environmentally friendly, with a short reaction route, easy operation, and greater suitability for industrial production.

The present invention is directed to methods for the preparation of (CnF2n+1)O-substituted arenes and heteroarenes and the direct perfluoralkoxylation of arenes and heteroarenes with a (CnF2n+1)O-group, respectively, characterized in that a peroxide reagent according to the general formula (I): (OCnF2n+1)2 (I) is fragmented in the presence of an electron transferring catalyst under (CnF2n+1)O-radical formation, and said (CnF2n+1)O-radical then substitutes a C-H bond of an arene or heteroarene C-H bond with a (CnF2n+1)O-group, wherein in the above formulae, n is an integer in the range from 1 to 4.

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

This disclosure provides a method for producing fluorine-containing aromatic compounds. [Solution] A method for producing a fluorine-containing aromatic compound, comprising the step of obtaining a product by reacting an N-fluoroalkoxy compound with an aromatic compound in the presence of a redox catalyst, The N-fluoroalkoxy compound is a compound having an N-ORf moiety (Rf represents a fluoroalkyl group with 3 or more carbon atoms), and the product is - An aromatic fluoroether compound (E1) having an ORf moiety, Aromatic compounds (E2) having an -Rf' moiety (where Rf' represents a fluoroalkyl group obtained by removing one carbon atom from Rf). It contains at least one fluorine-containing aromatic compound selected from the group consisting of the following.

An object of the present disclosure is to provide a method for producing a fluorinated organic compound, the method being capable of removing a sulfur-containing substance to a high degree, or provide a composition containing a fluorinated organic compound with a low content of a sulfur-containing substance. The present disclosure relates to a method for producing a fluorinated organic compound (pf), the method comprising: [A] reaction step A of fluorinating an organic sulfur compound (ss) with a fluorinating agent to obtain a composition (α) containing a fluorinated organic compound (pf); and [B] post-treatment step B of reacting the composition (α) with a nucleophile at a temperature of 40°C or higher.

This invention belongs to the technical field of organic compound synthesis, specifically relating to a method for preparing α-chloroketone derivatives from styrene-based compounds. The α-chloroketone derivatives of this invention have the general structural formula: [formula omitted], where R is an electron-withdrawing, electron-donating, or sterically hindered group. The method for preparing α-chloroketone derivatives includes the following steps: first, adding a chlorine source, a compound of general formula 1, and an organic solvent to a reaction vessel; reacting at 60-70°C; and then separating and purifying the reaction solution to obtain the α-chloroketone derivative. The method for preparing α-chloroketone derivatives from styrene-based compounds provided by this invention requires no metal catalyst, avoids the use of oxygen or hazardous reagents, operates under mild conditions, is safe to operate, and is low in cost. The prepared α-chloroketone derivatives have high purity and high yield.

The present disclosure provides a fluorine-containing aromatic compound production method.　This fluorine-containing aromatic compound production method comprises a step for reacting an N-fluoroalkoxy compound and an aromatic compound in the presence of an oxidation-reduction catalyst to obtain a product. The N-fluoroalkoxy compound is a compound having an N-ORf moiety (Rf represents a fluoroalkyl group having 3 or more carbon atoms). The product includes at least one fluorine-containing aromatic compound selected from the group consisting of aromatic fluoroether compounds (E1) having an -ORf moiety, and aromatic compounds (E2) having an -Rf' moiety (Rf' represents a fluoroalkyl group obtained by removing one carbon atom from Rf).