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
• Article Data: 6

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

5-(Methoxymethyl)-2,3-pyridinedicarboxylic Acid is the main intermediate of Imazamox (I268550); an imidazolinone based acetolactate synthase inhibitor that is utilized as a herbicide for weed control.

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

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

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.

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.

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.