Provided in the present invention is a preparation method for 1-[2-chloro-3-(bromomethyl)-4-(methylsulfonyl)phenyl]ethanone. A preparation method for 2-chloro-3-(trifluoroethoxymethyl)-4-(methylsulfonyl)benzoic acid of the present invention comprises: (1) in the presence of an initiator, subjecting 1-[2-chloro-3-(methyl)-4-(methylsulfonyl)phenyl]ethanone to a bromination reaction to obtain 1-[2-chloro-3-(bromomethyl)-4-(methylsulfonyl)phenyl]ethanone; (2) reacting 1-[2-chloro-3-(bromomethyl)-4-(methylsulfonyl)phenyl]ethanone to obtain 1-[2-chloro-3-(trifluoroethoxymethyl)-4-(methylsulfonyl)phenyl]ethanone; and (3) preparing 2-chloro-3-(trifluoroethoxymethyl)-4-(methylsulfonyl)benzoic acid from 1-[2-chloro-3-(trifluoroethoxymethyl)-4-(methylsulfonyl)phenyl]ethanone. The technical solution of the present invention has the advantages of involving few steps and achieving high yield, low cost and low energy consumption and the like, thus greatly reducing the production cost of tembotrione and tefuryltrione, and being more suitable for industrial production.
C07C 315/04 - Preparation of sulfonesPreparation of sulfoxides by reactions not involving the formation of sulfone or sulfoxide groups
C07C 317/46 - SulfonesSulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms
C07C 317/24 - SulfonesSulfoxides having sulfone or sulfoxide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
C07D 307/12 - Radicals substituted by oxygen atoms
Disclosed is a pharmaceutical composition, a crystal form of prothioconazole, a preparation method, and an application thereof, belonging to the field of bactericide. The X-ray powder diffraction pattern of the crystal form of prothioconazole, measured by Cu-Kα radiation at room temperature, comprises at least six of diffraction peaks with 2θ values of 6.1±0.2, 8.7±0.2, 10.1±0.2, 11.4±0.2, 12.1±0.2, 12.6±0.2, 14.5±0.2, 17.6±0.2, 18.2±0.2, 20.4±0.2, 22.9±0.2, 24.4±0.2, 25.7±0.2, 28.9±0.2, and 32.1±0.2. The crystal form of prothioconazole has the advantages of excellent stability, simple preparation, and excellent biological activity.
JIANGSU CHANGLONG AGROCHEMICAL COMPANY LIMITED (China)
Inventor
Huo, Shiyong
Tu, Junqing
Chen, Boyang
Zhang, Yanfang
Lu, Fengqi
Fu, Yu
Abstract
xxM, wherein R represents an alkyl group and an aryl group, O represents an oxygen element, x represents the number 2 or 3, and M represents a metal element.
C07D 401/06 - Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
4.
Method for preparing azoxystrobin and its intermediates
The present invention discloses a method for preparing azoxystrobin intermediates represented by formulae (1) and (2), comprising: controlling a compound represented by formula (3) to contact with sodium methoxide and 4,6-dichloropyrimidine, to obtain a mixture of intermediates represented by formulae (1) and (2), in the existence of a catalyst, the catalyst is an azabicyclic compound or its salt. The present invention further discloses a method for preparing azoxystrobin, comprising: controlling the intermediate represented by formula (2) provided in the present invention to react with 2-cyanophenol or its salt under the catalytic action of an azabicyclic compound or its salt, to obtain an azoxystrobin compound represented by formula (4). The method provided in the present invention has advantages including high transformation ratio, high product purity, easy and convenient operation, and environmental friendliness.
The present invention discloses a method for preparing azoxystrobin intermediates represented by formulae (1) and (2), comprising: controlling a compound represented by formula (3) to contact with sodium methoxide and 4,6-dichloropyrimidine, to obtain a mixture of intermediates represented by formulae (1) and (2), in the existence of a catalyst, the catalyst is an azabicyclic compound or its salt. The present invention further discloses a method for preparing azoxystrobin, comprising: controlling the intermediate represented by formula (2) provided in the present invention to react with 2-cyanophenol or its salt under the catalytic action of an azabicyclic compound or its salt, to obtain an azoxystrobin compound represented by formula (4). The method provided in the present invention has advantages including high transformation ratio, high product purity, easy and convenient operation, and environmental friendliness.
The present invention relates to a method for preparing an acrylate compound. The acrylate compound has a structure as shown in formula (I). The method includes: subjecting a compound with a structure of formula (II) or a mixture of compounds with structures of formula (I) and formula (II), and a catalyst to a contact reaction in the absence of an anhydride, and removing the resulting methanol by pressure reduced distillation during the contact reaction process. In the formulas (I) and (II), R is selected from one of: an alkoxy with a carbon number of 1-5, a substituent-containing phenoxyl with a carbon number of 6-20, a substituent-containing heteroaryloxy with a carbon number of 4-20, a substituent-containing heteroaryloxymethyl with a carbon number of 4-20, a substituent-containing phenoxymethyl with a carbon number of 5-20, and a substituent-containing alkyl with a carbon number of 2-20. According to the method for preparing an acrylate compound provided in the invention, the conversion rate and selectivity of the reaction can be substantially improved.
C07C 69/618 - Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a six-membered aromatic ring in the acid moiety having unsaturation outside the six-membered aromatic ring
C07C 67/31 - Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
C07D 213/64 - One oxygen atom attached in position 2 or 6
C07C 67/327 - Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by splitting-off hydrogen or functional groupsPreparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by hydrogenolysis of functional groups by elimination of functional groups containing oxygen only in singly bound form
Disclosed in the present invention is a preparation method of azoxystrobin having a structure as shown by formula (1), the method comprising: a) performing an etherification reaction by reacting the compound having a structure shown by formula (2) with 2-cyanophenol and/or a salt thereof under the catalysis of an azabicyclo tertiary amine compound and/or a salt thereof as the catalyst in a butyl acetate medium to obtain a butyl acetate solution containing azoxystrobin; and b) cooling the butyl acetate solution containing azoxystrobin to precipitate Azoxystrobin having a structure as shown by formula (1) from the butyl acetate solution. Using the method provided by the present invention to prepare azoxystrobin can significantly improve the yield of azoxystrobin, and can obtain azoxystrobin products having high purity.
Disclosed is a method for preparing an intermediate of azoxystrobin represented by formula (1) and formula (2). The method comprises: in the presence of a catalyst, enabling a compound represented by formula (3) to be in contact with sodium methoxide and 4, 6-dichloropyrimidine to obtain a mixture of the intermediate represented formula (1) and formula (2), the catalyst being nitrogen heterobicycle compound or a salt thereof. Also disclosed is a method for preparing the azoxystrobin. The method comprises: enabling the intermediate represented by formula (2) and provided in the present invention to react with 2-cyanophenol or a salt thereof under the catalysis of the nitrogen heterobicycle compound or the salt thereof, so as to obtain an azoxystrobin compound represented by formula (4). The method provided in the present invention has the outstanding advantages of high conversion rate, high product purity and simple operations and is environmentally friendly.
Disclosed in the present invention is a preparation method of Azoxystrobin having a structure as shown by formula (1), the method comprising: a) performing an etherification reaction by reacting the compound having a structure shown by formula (2) with 2-cyanophenol and/or a salt thereof under the catalysis of an azabicyclo tertiary amine compound and/or a salt thereof as the catalyst in a butyl acetate medium to obtain a butyl acetate solution containing Azoxystrobin; and b) cooling the butyl acetate solution containing Azoxystrobin to precipitate Azoxystrobin having a structure as shown by formula (1) from the butyl acetate solution. Using the method provided by the present invention to prepare Azoxystrobin can significantly improve the yield of Azoxystrobin, and can obtain Azoxystrobin products having high purity.
The present invention relates to a method for preparing an acrylate compound. The acrylate compound has a structure as shown in general formula (I). The method includes: subjecting a compound with a structure of general formula (II) or a mixture of compounds with structures of general formula (I) and general formula (II), and a catalyst to a contact reaction in the absence of an anhydride, and removing the resulting methanol by pressure reduced distillation during the contact reaction process. In the general formulas (I) and (II), R is selected from one of: an alkoxy with a carbon number of 1-5, a substituent-containing phenoxyl with a carbon number of 6-20, a substituent-containing heteroaryloxy with a carbon number of 4-20, a substituent-containing heteroaryloxymethyl with a carbon number of 4-20, a substituent-containing phenoxymethyl with a carbon number of 5-20, and a substituent-containing alkyl with a carbon number of 2-20. According to the method for preparing an acrylate compound provided in the invention, the conversion rate and selectivity of the reaction can be substantially improved.
C07D 213/64 - One oxygen atom attached in position 2 or 6
C07C 69/73 - Esters of carboxylic acids having esterified carboxyl groups bound to acyclic carbon atoms and having any of the groups OH, O-metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
C07C 67/31 - Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
12.
METHOD FOR PREPARING 5-AMINO-3-CYANO-1-(2,6-DICHLORO-4-TRIFLUOROMETHYLPHENYL)-4-TRIFLUOROMETHYLSULFINYLPYRAZOLE
Disclosed is a method for preparing 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfinylpyrazole (Fipronil) (II). This method comprises oxidating 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylthiopyrazole (formula (I)) used as a material by a solid oxidant in an acidic medium, recovering the reaction medium and obtaining Fipronil.
Preparation method of a compound of general formula (I) comprises the following steps: (1) a compound of general formula (II) reacts with a formylating agent in an aprotic solvent at a temperature between −20° C. and 200° C. in the presence of a Lewis acid, then an organic base is added to promote the reaction to obtain an intermediate product; (2) the above intermediate product reacts with a methylating agent in the presence of an alkali at a temperature between −20° C. and 100° C. to obtain the compound of formula (I).
C07D 239/22 - Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to ring carbon atoms
C07C 69/76 - Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a six-membered aromatic ring
05 - Pharmaceutical, veterinary and sanitary products
Goods & Services
PESTICIDES AND PREPARATIONS FOR DESTROYING VERMIN, namely, HERBICIDES, [ INSECTICIDES AND FUNGICIDES ] FOR AGRICULTURE, HORTICULTURE, FORESTRY, TURF AND ORNAMENTAL, COMMERCIAL, INDUSTRIAL AND DOMESTIC USE
05 - Pharmaceutical, veterinary and sanitary products
Goods & Services
Insecticides, fungicides, herbicides and pesticides for use in agriculture, horticulture, forestry, turf and ornamental shrubbery, bush and flower applications, and for use in domestic and industrial applications, not for human use.
