5-(methoxymethyl)pyridine-2,3-dicarboxylic Acid

Base Information

• Chemical Name: 5-(methoxymethyl)pyridine-2,3-dicarboxylic Acid
• CAS No.: 143382-03-0
• Molecular Formula: C9H9NO5
• Molecular Weight: 211.174
• Hs Code.: 2933399090
• European Community (EC) Number: 604-349-5
• DSSTox Substance ID: DTXSID80451293
• Wikidata: Q72490707
• Mol file: 143382-03-0.mol

Synonyms:143382-03-0;5-(methoxymethyl)pyridine-2,3-dicarboxylic Acid;5-METHOXYMETHYL-2,3-PYRIDINEDICARBOXYLIC ACID;5-(methoxymethyl)-2,3-Pyridinedicarboxylic acid;EC 604-349-5;5-(Methoxymethyl)pyridine-2,3-dicarboxylicacid;2,3-Pyridinedicarboxylic acid, 5-(methoxymethyl)-;SCHEMBL2338977;DTXSID80451293;CJSGMWRJOBFTCK-UHFFFAOYSA-N;AMY12544;MFCD05662421;AKOS015911687;FT-0733915;5-Methylmethoxy-2,3-pyridinedicarboxylic acid;5-(methoxymethyl)-2,3-pyridinecarboxylic acid;5-methoxymethyl-pyridine-2,3-dicarboxylic acid;EN300-761550;A884979;Z1508925932

Chemical Property of 5-(methoxymethyl)pyridine-2,3-dicarboxylic Acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.589
• Boiling Point: 428.61 °C at 760 mmHg
• Flash Point: 213.016 °C
• PSA: 96.72000
• Density: 1.438 g/cm³
• LogP: 0.62440
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 211.04807239
• Heavy Atom Count: 15
• Complexity: 255

Purity/Quality:

99.9% ^*data from raw suppliers

5-(Methoxymethyl)-2,3-pyridinedicarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCC1=CC(=C(N=C1)C(=O)O)C(=O)O
• 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.

Technology Process of 5-(methoxymethyl)pyridine-2,3-dicarboxylic Acid

There total 13 articles about 5-(methoxymethyl)pyridine-2,3-dicarboxylic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

methanol (67-56-1) + 5-chloromethyl-2,3-pyridine dicarboxylic acid anhydride (124523-80-4) → 5-(methoxymethyl)-2,3-pyridinedicarboxylic acid (143382-03-0)

Guidance literature:

methanol; 5-chloromethyl-2,3-pyridine dicarboxylic acid anhydride; at 20 ℃;

With sodium hydroxide; In water; at 50 - 65 ℃;

With sulfuric acid; In water; pH=1.5;

Reference yield: 80.0%

3-methoxymethyl-8-hydroxy quinoline (150617-95-1) → 5-(methoxymethyl)-2,3-pyridinedicarboxylic acid (143382-03-0)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; In water;

Reference yield:

C15H23N2O4(1+)*Br(1-) → 5-(methoxymethyl)-2,3-pyridinedicarboxylic acid (143382-03-0)

Guidance literature:

With sodium hydroxide; In methanol; at 80 ℃; for 15h;

upstream raw materials:

3-methoxymethyl-8-hydroxy quinoline

5-methoxymethyl-2,3-pyridinedicarboxylic acid dimethyl ester

methanol

5-chloromethyl-2,3-pyridine dicarboxylic acid anhydride

Downstream raw materials:

imazamox

Refernces

• 1、 -. "Preparation method for imidazolinone compound". Paragraph 0048; 0049. . Retrieved 2019/03/29.
• 2、 -. "Process for the manufacture of 2-alkoxymethylacrolein". . . Retrieved 2008/06/13.