Dimethyl 4-oxo-1,4-dihydropyridine-2,6-dicarboxylate

Base Information

• Chemical Name: Dimethyl 4-oxo-1,4-dihydropyridine-2,6-dicarboxylate
• CAS No.: 20443-03-2
• Molecular Formula: C9H9NO5
• Molecular Weight: 211.174
• Mol file: 20443-03-2.mol

Synonyms:2,6-Dimethoxycarbonyl-pyridon-(4);2,6-dimethylpyridinedicarboxylate;4-oxo-1,4-dihydro-pyridine-2,6-dicarboxylic acid dimethyl ester;dimethyl chelidamate;2,6-Pyridinedicarboxylic acid, 1,4-dihydro-4-oxo-, dimethyl ester;chelidamic acid dimethyl ester;dimethyl chelidamic ester;

Chemical Property of Dimethyl 4-oxo-1,4-dihydropyridine-2,6-dicarboxylate

Chemical Property:

• Melting Point: 169-169.5 °C(Solv: methanol (67-56-1))
• Boiling Point: 349.0±42.0 °C(Predicted)
• PKA: 5.77±0.69(Predicted)
• PSA: 85.46000
• Density: 1.346±0.06 g/cm3(Predicted)
• LogP: -0.05190

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Dimethyl 4-oxo-1,4-dihydropyridine-2,6-dicarboxylate

There total 6 articles about Dimethyl 4-oxo-1,4-dihydropyridine-2,6-dicarboxylate 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: 98.0%

chelidamic acid (138-60-3) + 2,2-dimethoxy-propane (77-76-9) → 4-oxo-1,4-dihydro-pyridine-2,6-dicarboxylic acid dimethyl ester (20443-03-2)

Guidance literature:

With hydrogenchloride; In methanol; water; at 20 - 70 ℃; for 17h;

Reference yield: 97.0%

methanol (67-56-1) + chelidamic acid (138-60-3) → 4-oxo-1,4-dihydro-pyridine-2,6-dicarboxylic acid dimethyl ester (20443-03-2)

Guidance literature:

methanol; chelidamic acid; With thionyl chloride; at 20 ℃; for 24h;

for 2h; Reflux;

DOI:10.1039/c7dt00569e

Reference yield:

methanol (67-56-1) + chelidamic acid (138-60-3) → dimethyl 4-methoxypyridine-2,6-dicarboxylate (19872-93-6) + 4-oxo-1,4-dihydro-pyridine-2,6-dicarboxylic acid dimethyl ester (20443-03-2)

Guidance literature:

With thionyl chloride; for 168h; Reflux;

DOI:10.1016/j.bmcl.2013.12.007

upstream raw materials:

methanol

chelidamic acid

1,4-dihydro-4-oxopyridine-2,6-dicarbonyl dichloride

chelidonic acid

Downstream raw materials:

4-bromo-2,6-pyridinedimethanol

4-bromo-2,6-bis(bromomethyl)pyridine

Refernces

• 1、 Chen, Shuo-Bin,Chen, Xiu-Cai,Dai, Jing,Huang, Zhi-Shu,Luo, Wen-Hua,Shao, Wen,Tan, Jia-Heng,Tang, Gui-Xue,Zeng, Shu-Tang. "Monitoring and Modulating mtDNA G-Quadruplex Dynamics Reveal Its Close Relationship to Cell Glycolysis". supporting information. p. 20779 - 20791. Retrieved 2021/12/14.
• 2、 Rasheed,McDouall,Muryn,Raftery,Vitorica-Yrezabal,Quayle. "The assembly of "s3N"-ligands decorated with an azo-dye as potential sensors for heavy metal ions". . p. 5229 - 5239. Retrieved 2017/04/27.