143382-03-0

Basic information

• Product Name: 5-Methoxymethyl-2,3-pyridinedicarboxylic acid
• Synonyms: 5-(Methoxymethyl)-2,3-pyridinedicarboxylic acid;5-Methoxymethyl-2,3-pyridinedicarboxylic acid;5-(MethoxyMethyl)pyridine-2,3-dicarboxylic acid;5-METHYLMETHOXY-2,3-PYRIDINEDICARBOXYLIC ACID
• CAS NO: 143382-03-0
• Molecular Formula: C₉H₉NO₅
• Molecular Weight: 211.17
• Mol File: 143382-03-0.mol

Chemical Properties

• Boiling Point: 428.61 °C at 760 mmHg
• Flash Point: 213.016 °C
• Appearance: /
• Density: 1.437
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.589
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 5-Methoxymethyl-2,3-pyridinedicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methoxymethyl-2,3-pyridinedicarboxylic acid(143382-03-0)
• EPA Substance Registry System: 5-Methoxymethyl-2,3-pyridinedicarboxylic acid(143382-03-0)

Safety Data

• Hazardous Substances Data: 143382-03-0(Hazardous Substances Data)

Usage

Uses

Used in Herbicide Industry:
5-Methoxymethyl-2,3-pyridinedicarboxylic acid is used as a key intermediate for the production of Imazamox (I268550), an imidazolinone-based acetolactate synthase inhibitor. It plays a vital role in the development of this herbicide, which is employed for weed control in various agricultural applications.
Application Reason:
The use of 5-Methoxymethyl-2,3-pyridinedicarboxylic acid in the synthesis of Imazamox is due to its ability to contribute to the formation of the active herbicidal compound. Imazamox is effective in controlling a wide range of weeds, making it a valuable tool for farmers and agricultural professionals. By targeting the acetolactate synthase enzyme in plants, Imazamox disrupts the synthesis of essential amino acids, leading to the inhibition of weed growth and ultimately, their death. This selective herbicidal action allows for the effective control of weeds without causing significant harm to the desired crop plants.

InChI:InChI=1/C9H9NO5/c1-15-4-5-2-6(8(11)12)7(9(13)14)10-3-5/h2-3H,4H2,1H3,(H,11,12)(H,13,14)

Upstream product

• 150617-95-1 3-methoxymethyl-8-hydroxy quinoline 
• 139123-56-1 5-methoxymethyl-2,3-pyridinedicarboxylic acid dimethyl ester 
• 67-56-1 methanol 
• 124523-80-4 5-chloromethyl-2,3-pyridine dicarboxylic acid anhydride 
• 112110-16-4 5-methyl-2,3-pyridinedicarboxylic acid dimethyl ester 
• 105151-48-2 diethyl 5-methylpyridine-2,3-dicarboxylate 

Downstream Products

• 114311-32-9 imazamox 

Relevant articles and documents

Preparation method for imidazolinone compound

The invention provides a preparation method for an imidazolinone compound, belongs to the technical field of organic synthesis, and can solve the problems that a large amount of wastewater is producedand the content of impurities in the product is high in the existing process for preparing the imidazolinone compound. According to the preparation method for the imidazolinone compound provided by the invention, a solution of 5-alkyl pyridine-2,3-phthalate is synthesized from ammonium carbonate; the steps of adding water, extracting, refining and the like are avoided in post-treatment; the obtained solution of the 5-alkyl pyridine-2,3-phthalate is used for subsequent reaction; and the wastewater is not produced. Then, a catalyst is added in the process of preparing 5-alkyl pyridine-2,3-dimethylbenzene anhydride, and the pH is controlled in the subsequent reaction process, so that the production of the impurities can be avoided, and the product purity is improved. The imidazolinone compound prepared by the method provided by the invention can be used as a high-efficiency herbicide.

Preparation method for substituted pyridine dicarboxylic acid derivative

The invention provides a preparation method for a substituted pyridine dicarboxylic acid derivative, belongs to the technical field of organic synthesis, and can solve the problems that the existing preparation method for preparing 5-methoxyl methyl-2,3-dipicolinic acid requires no water in a reaction system, process conditions are rigorous, a preparation flow is complicated, in addition, a largeamount of waste liquid can be produced, and the preparation method is not environment-friendly. According to the preparation method provided by the invention, water is not required to be removed in amethylating process; synthesizing is performed by adding an alkaline in the existence of water; then, acidifying and filtering are performed in a water-containing organic phase, so that the yield of the product can be improved when the product is refined. Meanwhile, because of the existence of the water, the mixture of the product, namely, the 5-methoxyl methyl-2,3-dipicolinic acid and an organicsalt, is directly obtained after filtering; and by the method, a solvent of a filtered waste liquid can be recovered for cycle use, so that the wastewater amount in the method is remarkably less thanthat in the prior art. In addition, the product contains the organic salt, but the product quality can meet the use in preparation of imidazolinone series of compounds.

PROCESS FOR MANUFACTURING 5-CHLOROMETHYL-2,3-PYRIDINE DICARBOXYLIC ACID ANHYDRIDES

A process for manufacturing 5-chloromethyl-2,3-pyridine dicarboxylic acid anhydrides (I) wherein Z is hydrogen or halogen; Z1 is hydrogen, halogen, cyano or nitro; comprising the steps of (i) reacting a compound of formula (II), wherein the symbols have the meaning given in formula (I), with a chlorinating agent, optionally in the presence of a radical initiator in a solvent selected from halogenated hydrocarbons, and (ii) crystallizing the compound (I) formed in step (i) from a solvent selected from chlorobenzene, 1,2-dichlorobenzene, 1,3-dichlorobenzene, 1,4-dichlorobenzene, dichloroethane, trichloromethane, dichloromethane, toluene, xylenes, ethyl acetate, methyl tert.-butyl ether, and mixtures thereof. Compounds (I) are useful intermediates in the synthesis of herbicidal imidazolinones.

5,6-disubstituted-3-pyridylmethyl ammonium halide compounds useful for the preparation of 5- (substituted methyl)-2,3-pyridinedicarboxylic acids

There are provided 5,6-disubstituted-3-pyridylmethyl ammonium halide compounds, a method for the preparation thereof and the use thereof for the preparation of 5-(substituted methyl)-2,3-pyridinedicarboxylic acids.

Process for the manufacture of 2-alkoxymethylacrolein

There is provided a process for the manufacture of 2-alkoxymethylacrolein compounds via the reaction of an appropriate alcohol and acrolein in the presence of an acid and a trisubstituted amine to form an intermediate and the subsequent reaction of the intermediate with formaldehyde in the presence of an acid and a disubstituted amine. There is also provided a process for the manufacture of 3-alkoxymethylquinolines from 2-alkoxymethylacrolein.

Method for the preparation of substituted and unsubstituted 2,3-pyridine and quinolinedicarboxylic acids

There is provided a process for the preparation of a substituted or unsubstituted 2,3-pyridine or quinolinedicarboxylic acid by hydrolysis of a substituted or unsubstituted 2,3-pyridine or quinolinedicarboxylic acid diester with an acid having an ionization constant pKa of less than 3.0 followed by isolation of the product as the free acid or an acid salt.