Diethyl pyridine-2,4-dicarboxylate

Base Information

• Chemical Name: Diethyl pyridine-2,4-dicarboxylate
• CAS No.: 41438-38-4
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• Hs Code.: 2933399090
• European Community (EC) Number: 680-341-5
• UNII: 4SN4572M5S
• DSSTox Substance ID: DTXSID00961682
• Nikkaji Number: J1.337.719G
• Wikipedia: Diethyl_lutidinate
• Wikidata: Q27260438
• Mol file: 41438-38-4.mol

Synonyms:2,4-PDC diethyl ester;diethyl 2,4-pyridinedicarboxylic acid;diethyl-2,4-PDC

Chemical Property of Diethyl pyridine-2,4-dicarboxylate

Chemical Property:

• Appearance/Colour: Liquid.
• Vapor Pressure: 0.000162mmHg at 25°C
• Melting Point: 31 °C
• Refractive Index: 1.508
• Boiling Point: 330.9 °C at 760 mmHg
• PKA: -0.69±0.10(Predicted)
• Flash Point: 153.9 °C
• PSA: 65.49000
• Density: 1.166 g/cm³
• LogP: 1.43500
• Storage Temp.: 2-8°C
• Solubility.: ≤50mg/ml in ethanol;20mg/ml in DMSO;30mg/ml in dimethyl formamide
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

99.9% ^*data from raw suppliers

2,4-PyridinedicarboxylicAcid2,4-DiethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=NC=C1)C(=O)OCC

Technology Process of Diethyl pyridine-2,4-dicarboxylate

There total 5 articles about Diethyl pyridine-2,4-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: 100.0%

pyridine-2,4-dicarboxylic acid (499-80-9) + ethanol (64-17-5) → diethyl pyridine-2,4-dicarboxylate (41438-38-4)

Guidance literature:

With toluene-4-sulfonic acid; for 24h; Heating;

DOI:10.1002/chem.200700190

Reference yield:

pyridine-2,4-dicarboxylic acid (499-80-9) → diethyl pyridine-2,4-dicarboxylate (41438-38-4)

Guidance literature:

With sulfuric acid; In ethanol; at 70 ℃; for 14h;

Reference yield:

diethyl pyridine-2,4-dicarboxylate hydrochloride + triethylamine (121-44-8) → diethyl pyridine-2,4-dicarboxylate (41438-38-4) + triethylamine hydrochloride (554-68-7)

Guidance literature:

In tetrahydrofuran; at -10 - 22 ℃; Large scale;

DOI:10.1021/acs.oprd.0c00158

upstream raw materials:

pyridine-2,4-dicarboxylic acid

ethanol

pyridine

2-oxo-propionic acid ethyl ester

Downstream raw materials:

ethyl 2-formylpyridine-4-carboxylate

2,4-lutidine

2,4-Bis(hydroxymethyl)pyridin

2,4-diacetylpyridine

Refernces

• 1、 Uhlig, Nick,Martins, Andrew,Gao, Detian. "Selective DIBAL-H Monoreduction of a Diester Using Continuous Flow Chemistry: From Benchtop to Kilo Lab". . p. 2326 - 2335. Retrieved 2020/06/08.
• 2、 Claros, Miguel,Ungeheuer, Felix,Franco, Federico,Martin-Diaconescu, Vlad,Casitas, Alicia,Lloret-Fillol, Julio. "Reductive Cyclization of Unactivated Alkyl Chlorides with Tethered Alkenes under Visible-Light Photoredox Catalysis". supporting information. p. 4869 - 4874. Retrieved 2019/03/17.