Diethyl 4-methylpyridine-2,6-dicarboxylate

Base Information

• Chemical Name: Diethyl 4-methylpyridine-2,6-dicarboxylate
• CAS No.: 197712-58-6
• Molecular Formula: C₁₂H₁₅NO₄
• Molecular Weight: 237.255
• DSSTox Substance ID: DTXSID50699781
• Wikidata: Q82630810
• Mol file: 197712-58-6.mol

Synonyms:DIETHYL 4-METHYLPYRIDINE-2,6-DICARBOXYLATE;197712-58-6;SCHEMBL862340;DTXSID50699781;J-400880

Chemical Property of Diethyl 4-methylpyridine-2,6-dicarboxylate

Chemical Property:

• Vapor Pressure: 1.71E-05mmHg at 25°C
• Refractive Index: 1.508
• Boiling Point: 364.2°Cat760mmHg
• PKA: 0.63±0.10(Predicted)
• Flash Point: 174.1°C
• PSA: 65.49000
• Density: 1.142g/cm³
• LogP: 1.74340
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 254

Purity/Quality:

DIETHYL-4-METHYLPYRIDINE-2,6-DICARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=CC(=N1)C(=O)OCC)C

Technology Process of Diethyl 4-methylpyridine-2,6-dicarboxylate

There total 7 articles about Diethyl 4-methylpyridine-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:

C23H39NO4Sn (1538637-45-4) + Tri(p-tolyl)phosphine (1038-95-5,218281-19-7) → 4-Methyl-pyridine-2,6-dicarboxylic acid diethyl ester (197712-58-6)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; copper(l) chloride; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1016/j.bmcl.2013.12.007

Reference yield:

4-Dicarboxymethyl-pyridine-2,6-dicarboxylic acid diethyl ester → 4-Methyl-pyridine-2,6-dicarboxylic acid diethyl ester (197712-58-6)

Guidance literature:

With thionyl chloride; In ethanol; for 7h; Yield given; Heating;

DOI:10.1016/S0040-4020(97)00892-2

Reference yield:

diethyl 4-chloropyridine-2,6-dicarboxylate (53389-01-8) → 4-Methyl-pyridine-2,6-dicarboxylic acid diethyl ester (197712-58-6)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / Heating

2: HCl / aq. NaOH

3: SOCl₂ / ethanol / 7 h / Heating

With hydrogenchloride; thionyl chloride; In sodium hydroxide; ethanol; toluene;

DOI:10.1016/S0040-4020(97)00892-2

upstream raw materials:

diethyl 4-chloropyridine-2,6-dicarboxylate

4-(bis-ethoxycarbonyl-methyl)-pyridine-2,6-dicarboxylic acid diethyl ester

diethyl 4-bromo-2,6-pyridinedicarboxylate

C₂₃H₃₉NO₄Sn