143230-42-6

Basic information

• Product Name: 2-[(6-Chloro-4-pyriMidinyl)oxy]-α-(diMethoxyMethyl)benzeneacetic Acid Methyl Ester
• Synonyms: 2-[(6-Chloro-4-pyriMidinyl)oxy]-α-(diMethoxyMethyl)benzeneacetic Acid Methyl Ester
• CAS NO: 143230-42-6
• Molecular Formula: C₁₆H₁₇ClN₂O₅
• Molecular Weight: 352.76958
• Product Categories: Agro-Products, Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 143230-42-6.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• Solubility: Acetone, DCM, Ethyl Acetate, Methanol
• CAS DataBase Reference: 2-[(6-Chloro-4-pyriMidinyl)oxy]-α-(diMethoxyMethyl)benzeneacetic Acid Methyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(6-Chloro-4-pyriMidinyl)oxy]-α-(diMethoxyMethyl)benzeneacetic Acid Methyl Ester(143230-42-6)
• EPA Substance Registry System: 2-[(6-Chloro-4-pyriMidinyl)oxy]-α-(diMethoxyMethyl)benzeneacetic Acid Methyl Ester(143230-42-6)

Safety Data

• Hazardous Substances Data: 143230-42-6(Hazardous Substances Data)

Usage

Description

2-[(6-Chloro-4-pyrimidinyl)oxy]-α-(dimethoxymethyl)benzeneacetic Acid Methyl Ester is a chemical compound that is identified as an impurity in Azoxystrobin (A965150), a strobilurin fungicide. 2-[(6-Chloro-4-pyriMidinyl)oxy]-α-(diMethoxyMethyl)benzeneacetic Acid Methyl Ester is characterized by its complex molecular structure, which includes a chlorine atom attached to a pyrimidine ring, an oxygen atom connected to a dimethoxymethyl group, and a benzene ring with a carboxylic acid esterified to a methyl group.

Uses

Used in Agricultural Industry:
2-[(6-Chloro-4-pyrimidinyl)oxy]-α-(dimethoxymethyl)benzeneacetic Acid Methyl Ester is used as an impurity in the strobilurin fungicide Azoxystrobin (A965150) for the purpose of controlling fungal infections in crops. Its presence, although as an impurity, may contribute to the overall effectiveness of the fungicide in protecting plants from diseases caused by various fungi.

Upstream product

• 40800-90-6 (E)-3-(α-methoxy)methylenebenzofuran-2(3H)-one 
• 40800-90-6 3-(α-methoxy)methylene benzofuran-2-(3H)-ketone 
• 1193-21-1 4,6-dichloropyrimidine 
• 553-86-6 benzofuran-2(3H)-one 
• 64-18-6 formic acid 
• 383428-73-7 3-((α)‐2‐(2‐(6‐chloropyrimidin-4‐yl)oxy)phenyl)methyl-3-methoxyacrylate 
• 124-41-4 sodium methylate 
• 614-75-5 2-Hydroxyphenylacetic acid 
• 175971-61-6 2-(2-hydroxyphenyl)-3,3-dimethoxypropionic acid methyl ester 

Downstream Products

• 215934-32-0 azoxystrobin 
• 475479-10-8 C₁₆H₁₆N₂O₅ 
• 383428-73-7 3-((α)‐2‐(2‐(6‐chloropyrimidin-4‐yl)oxy)phenyl)methyl-3-methoxyacrylate 
• 131860-97-4 (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxy-propenoate 

Relevant articles and documents

An azoxystrobin and its intermediate synthesis method

The invention discloses a synthesis method for azoxystrobin. The synthesis method comprises the following steps of reacting a mixed system containing (E)-methyl-2-[2-(6-chloropyrimidine-4-methoxy) phenyl]-3-methoxyacrylate and methyl 2-[2-(6-chloropyrimidine-4-methoxy) phenyl]-3,3-dimethoxypropanoate with 2-hydroxy-benzonitril in the presence of a catalyst, adding metal chloride, and performing heating reaction and post-treatment to obtain azoxystrobin. The synthesis method is mild in reaction condition, and reaction can be realized under the conditions of normal pressure and negative pressure; moreover, the use of a hypertoxic catalyst such as dimethyl sulfate is avoided in a reaction process, so that safety is greatly improved, and environmental pollution is greatly reduced; the synthesis method is pure in reaction, and fewer byproducts are produced.

Method for preparing azoxystrobin intermediates

The present invention provides a method for preparing azoxystrobin intermediates, comprising reacting compound A and dichloropyrimidine in the presence of a trimethylamine catalyst with the addition of a sodium methoxide solution in methanol or the addition of sodium methoxide and methanol separately to produce a mixture of compound B and compound C. Azoxystrobin intermediate compound B and compound C are synthesized from compound A in the present invention, which is catalyzed by using a trimethylamine catalyst, allowing the reaction to have high efficiency and high yield. In addition, the trimethylamine catalyst has a low boiling point and thus can be easily recycled so that the ammoniacal nitrogen content in wastewater can be reduced, and the difficulties and high costs for wastewater processing can be also reduced. The recycled trimethylamine catalyst can be reused in preparing intermediate compound B, which also has a high catalytic effect and can also achieve a high product yield. The method of the present invention has significant synthetical cost advantages and is suitable for industrial production.

A method of preparing intermediates of azoxystrobin

The invention relates to a preparation method of an azoxystrobin intermediate. The method is characterized in that the azoxystrobin intermediate is efficiently synthesized by adding a catalyst into a ring opening and etherification reaction, and the metho