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

Uses

2-[(6-Chloro-4-pyrimidinyl)oxy]-α-(dimethoxymethyl)benzeneacetic Acid Methyl Ester is an impurity of Azoxystrobin (A965150), an strobilurin fungicide.

Upstream product

• 1193-21-1 4,6-dichloropyrimidine 
• 40800-90-6 3-(α-methoxy)methylene benzofuran-2-(3H)-ketone 
• 40800-90-6 (E)-3-(α-methoxy)methylenebenzofuran-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 
• 553-86-6 benzofuran-2(3H)-one 

Downstream Products

• 475479-10-8 C₁₆H₁₆N₂O₅ 
• 215934-32-0 azoxystrobin 
• 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.

Synthetic method for azoxystrobin intermediate

The invention discloses a synthetic method for an azoxystrobin intermediate. The method comprises the following steps: firstly, benzofuranone, trimethyl orthoformate and acetic anhydride are used as raw materials, reactive distillation operation is performed, and thus condensation substances are obtained by a one-pot method with a high yield; and secondly, a one-pot method reaction is performed on the condensation substances and 2,6-dichloropyrimidine in a methanol solution of sodium methylate; and finally, after the reaction is finished, the acidity is regulated, methanol is recycled, alkali washing is performed, a catalyst of p-toluenesulfonic acid is added to the condensed crude products, a reaction is performed, and thus the azoxystrobin intermediate (E)-2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxyacrylate is obtained. The method is simple in operation, high in yield, less in by-products, and suitable for industrialized production.