913846-53-4

Usage

Uses

Used in Pharmaceutical Industry:
4-CHLORO-6-(2-CYANOPHENOXY)-PYRIMIDINE is used as a key intermediate for the development of drugs targeting a variety of diseases and conditions. Its unique structure and functional groups contribute to the creation of innovative pharmaceutical compounds with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 4-CHLORO-6-(2-CYANOPHENOXY)-PYRIMIDINE is utilized as a building block in the synthesis of innovative agricultural products. Its versatile reactivity allows for the development of new compounds that can enhance crop protection and yield.
Used in Fine Chemicals Industry:
4-CHLORO-6-(2-CYANOPHENOXY)-PYRIMIDINE is employed as a valuable intermediate in the production of a wide range of fine chemicals. Its structural properties and reactivity make it suitable for the synthesis of specialty chemicals used in various applications, such as fragrances, dyes, and other high-value products.

Upstream product

• 1193-21-1 4,6-dichloropyrimidine 
• 74255-21-3 2-hydroxybenzonitrile sodium salt 
• 873-32-5 2-Chlorobenzonitrile 
• 1193-24-4 4,6-pyrimidinediol 
• 611-20-1 salicylonitrile 

Downstream Products

• 1033833-24-7 2-(6-(4-(4-amino-5-fluoropyrimidin-2-yloxy)piperidin-1-yl)pyrimidin-4-yloxy)benzonitrile 
• 215934-32-0 azoxystrobin 

Relevant academic research and scientific papers

PROCESS FOR PREPARATION OF AZOXYSTROBIN AND INTERMEDIATES THEREOF

The present invention relates to a process for preparation of strobilurin compound, azoxystrobin and its intermediates using a catalyst selected from 1,8-Diazabicyclo[5.4.0]undec-7-ene or 1,5-Diazabicyclo[4.3.0]non-5-ene, salts thereof, or derivatives thereof.

PROCESS FOR THE PREPARATION OF FUNGICIDALLY ACTIVE STROBILURIN COMPOUNDS AND INTERMEDIATES THEREOF

The present invention relates to a process for the preparation of strobilurin of compounds of Formula (I) of and its intermediates using 1,5,7-triazabicyclo[4.4.0]dec-5-ene or salts thereof, or derivatives thereof as a catalyst. The present invention provides the compounds of formula (I) in high yield and high purity.

A process for preparing a azoxystrobin or intermediate catalyst and preparation method (by machine translation)

The invention relates to a process for the preparation of azoxystrobin or intermediate catalyst, containing 1 - azabicyclo [2, 2, 2] octane structure on a series of compounds introduced into the amino or substituted amino, form the formula 10 structure shown or a salt thereof; the invention also relates to processes for preparing azoxystrobin or intermediates thereof, the present invention provides catalyst and preparation method, with process is easy to control, short reaction time, the conversion is high, and low energy consumption, and is suitable for large-scale industrial production. (by machine translation)

Novel method for preparing azoxystrobin with high yield

The invention relates to a novel method for preparing azoxystrobin with high yield. azoxystrobin is synthesized by reverse two-step etherification reaction. The novel method specifically comprises thefollowing steps: (1) firstly, carrying out an etherification reaction on phthalonitrile (a compound B) and 4,6-dichloropyrimidine (a compound C) in the existence of a catalyst to obtain 4-chloro-6-(2-cyanobenzoxy)-pyrimidine ( a compound D); and (2) carrying out an etherification reaction again on the compound D and (E)-3-methoxy-2-(2-hydroxyphenyl)-methyl acrylate (a compound E) in the existenceof the catalyst to obtain azoxystrobin, wherein the same catalyst (a compound F) is used in the two steps of etherification reactions. Compared with the prior art, the method disclosed by the invention can be used for increasing the total yield to 80-85%.

A new high-yield preparation of azoxystrobin method (by machine translation)

The invention relates to a new method for high yield preparation of azoxystrobin, the reverse two-step etherification reaction synthesis azoxystrobin, specifically comprises the following steps: (1) by the O-hydroxy nitrile (compound B) and 4, 6 - two chlorine pyrimidine (compound C) in presence of catalyst first etherification reaction to obtain 4 - chloro - 6 - (2 - cyano-phenoxy) - pyrimidine (compound D); (2) by compound with D (E)- 3 - methoxy - 2 - (2 - hydroxy-phenyl) - acrylic acid methyl ester (compound E) in presence of catalyst and then carry on the etherification reaction to obtain azoxystrobin; two-step etherification reaction using the same kind of catalyst (compound F). Compared with the prior art, the method of the invention can improve the total yield to 80 - 85%. (by machine translation)

Method for preparing alkoxy acrylate

The invention discloses a method for preparing an alkoxy acrylate. The method comprises that diazo ester and substituted acetal or ketal as raw materials undergo an alkenylation reaction in the presence of Lewis acid as a catalyst at 50-120 DEG C for 1-24h, then the solvent is drained through pumping and the product is subjected to column chromatography separation so that the alkoxy acrylate compound is obtained. The reaction raw materials and the catalyst are easily available and cheap, the synthesis process is simple, the synthesis cost is greatly reduced, the reaction conditions are mild, the yield is high, the industrialization is easy, the reaction raw materials and the catalyst are clean and non-toxic, and the environmental pollution is small.

A synthetic method of azoxystrobin

The invention discloses an azoxystrobin synthesis method. The method is characterized in the steps of a, 3-(alpha-methoxy)-methylenebenzofuran-2(3H)-one and excessive sodium methoxide are subjected to a reaction; an organic acid or organic acid anhydride is added for neutralizing excessive sodium methoxide; and a reaction liquid is obtained; b, under an alkaline condition, 4,6-dichloropyridine is subjected to a coupling reaction with 2-hydroxybenzonitrile or a salt thereof, and a reaction liquid is obtained; c, the reaction liquid obtained in the step b is subjected to a reaction with the reaction liquid obtained in the step a under the existence of a catalyst; desalination is carried out when the reaction is finished, metal chloride is added, and a reaction is carried out under heating; and post-treatment is carried out, such that azoxystrobin is obtained. The method has mild reaction conditions. According to method, the production of a byproduct 4-chloro-6-methoxy pyrimidine caused by the reaction of the excessive sodium methoxide and 4,6-dichloropyrimidine in a traditional method can be avoided, and the production of disubstituted products can be avoided. An olefination reaction can be carried out under normal pressure or negative pressure, and highly toxic catalysts such as dimethyl sulfate are not used in the reaction process, such that safety is greatly improved, and environment pollution is greatly reduced. The reaction is pure, and less byproducts are produced.

Novel high-yield preparation method of azoxystrobin

The invention relates to a novel high-yield preparation method of azoxystrobin. The method is characterized by synthesizing azoxystrobin by using reverse two-step etherification reaction and specifically comprises the following steps: (1) firstly carrying out etherification reaction via hydroxybenzonitrile (compound B) and 4,6-dichloropyrimidine (compound C) in the presence of a catalyst to obtain 4-chloro-6-(2-cyanophenoxy)-pyrimidine (compound D); and (2) then carrying out etherification reaction again via the compound D and (E)-3-methoxy-2-(2-hydroxyphenyl)-methyl acrylate (compound E) in the presence of the catalyst to obtain azoxystrobin, wherein two steps of etherification reaction use the same catalyst (compound F). Compared with the prior art, the method is capable of increasing the total yield to 80-85%.

Synthetic method of azoxystrobin

The invention discloses a method for synthesizing azoxystrobin. The method comprises the steps: enabling 4,6-dichloropyrimidine and 2-hydroxybenzonitrile to undergo coupling reaction in a proper solvent under alkaline conditions in the presence of a catalyst, so as to obtain a 4-chloro-6-(2-cyanophenoxy)pyrimidine reaction solution; directly adding 2-(2-hydroxyphenyl)-3,3-dimethoxy methyl propionate and a base into the reaction solution obtained in last step, so as to obtain a reaction solution, filtrating the reaction solution, so as to remove inorganic salts, washing the inorganic salts with a solvent, combining filtrates and washing solutions, and directly applying the combined filtrates and the combined washing solutions to reaction of the next step without any treatment; adding an acidic catalyst and acetic anhydride into the reaction solution obtained in last step, eliminating one part of methanol, and carrying out after-treatment, thereby obtaining azoxystrobin. According to the method disclosed by the invention, the reaction of each step is carried out under relatively mild conditions without high temperature and high vacuum, the operation is simple, the yield is high, and the quality of the product is good. When a quaternary ammonium salt is adopted as the catalyst, the reaction can be carried out in two phases, and the inorganic salts produced during the reaction are directly dissolved into a water phase, so that the difficult problems of low reaction speed, incompletion in reaction and the like caused by inorganic salt wrapping are solved.

Method for synthesis of azoxystrobin

The invention discloses a method for synthesizing azoxystrobin and a catalyst applied to azoxystrobin synthesis. According to the catalyst, triethylene diamine is fixedly connected to the surface of silica gel, thus, the synthetic reaction of azoxystrobin can be effectively catalyzed, the catalyst can be recovered and reused by a simple method, and the consumption of the catalyst is lowered, so that the catalyst is applicable to large-scale industrial production.