Diethyl pyridine-3,5-dicarboxylate

Base Information

• Chemical Name: Diethyl pyridine-3,5-dicarboxylate
• CAS No.: 4591-56-4
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• European Community (EC) Number: 224-982-7
• NSC Number: 165814
• DSSTox Substance ID: DTXSID20196656
• Nikkaji Number: J297.836I
• Wikidata: Q72462164
• Mol file: 4591-56-4.mol

Synonyms:Diethyl pyridine-3,5-dicarboxylate;4591-56-4;diethyl 3,5-pyridinedicarboxylate;3,5-Pyridinedicarboxylic acid, diethyl ester;pyridine-3,5-dicarboxylic acid diethyl ester;EINECS 224-982-7;MFCD00085755;3,5-Pyridinedicarboxylic Acid Diethyl Ester;NSC165814;Pyridine-3,5-dicarboxylic diethyl ester;Maybridge3_003224;Oprea1_765188;3,5-diethoxycarbonyl pyridine;SCHEMBL277284;DTXSID20196656;HMS1440C12;Diethyl-3,5-pyridine dicarboxylate;AKOS015843520;CCG-250389;NSC 165814;NSC-165814;DIETHYL3,5-PYRIDINEDICARBOXYLATE;IDI1_014611;3,5-diethyl pyridine-3,5-dicarboxylate;AS-15647;SY051285;CS-0151775;D4596;FT-0625187;A23966;AE-641/00012053

Chemical Property of Diethyl pyridine-3,5-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.00112mmHg at 25°C
• Melting Point: 49.0 to 53.0 °C
• Refractive Index: 1.508
• Boiling Point: 300.5 °C at 760 mmHg
• Flash Point: 135.5 °C
• PSA: 65.49000
• Density: 1.165 g/cm³
• LogP: 1.43500
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 230

Purity/Quality:

99%min ^*data from raw suppliers

Diethyl 3,5-Pyridinedicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl pyridine-3,5-dicarboxylate

There total 17 articles about Diethyl pyridine-3,5-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%

3,5-dibromopyridine (625-92-3) + ethanol (64-17-5) + carbon monoxide (201230-82-2) → diethyl 3,5-pyridinedicarboxylate (4591-56-4)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 100 ℃; for 3h; under 5171.5 Torr;

DOI:10.1016/S0040-4039(01)81726-3

Reference yield: 88.0%

3,5-Pyridinedicarboxylic acid (499-81-0) + ethanol (64-17-5) → diethyl 3,5-pyridinedicarboxylate (4591-56-4)

Guidance literature:

3,5-Pyridinedicarboxylic acid; With thionyl chloride; for 10h; Reflux;

ethanol; for 2h; Cooling with ice; Reflux;

DOI:10.1080/00397911.2018.1557689

Reference yield: 78.0%

3,5-Pyridinedicarboxylic acid (499-81-0) → diethyl 3,5-pyridinedicarboxylate (4591-56-4)

Guidance literature:

With sulfuric acid; In ethanol; for 12h; Reflux;

DOI:10.1039/c9ce00896a

upstream raw materials:

3,5-Pyridinedicarboxylic acid

ethanol

3,5-dibromopyridine

carbon monoxide

Downstream raw materials:

3,5-di(N-β-phenethyl)carbamoylpyridine

C₁₁H₁₃NO₄*C₈₀H₉₆N₈O₄Zn

(((CH₃)3CCH₂CH(CH₃)CH₂CONHC₆H₄)4C₂₀H₈N₄)Zn(C₅H₃N(COOC₂H₅)2)

Zn((HOC₆H₄)4C₂₀H₈N₄)((EtOCO)2C₅H₃N)

Refernces

• 1、 Brock,McMurtrie, John C.,Clegg. "Self-assembly of bis-β-diketone-based [M2 L 2] dinuclear platforms into 2-dimensional coordination polymers". . p. 4786 - 4791. Retrieved 2019.
• 2、 Raja, Muthukrishna,Iyer, Ratnasabapathy G.,Gwengo, Chengeto,Reger, Daniel L.,Pellechia, Perry J.,Smith, Mark D.,Pascui, Andrea E.. "Design, synthesis, and structural characterization of a new class of ferrocene-containing heterometallic triple-stranded helicates". . p. 95 - 103. Retrieved 2013.
• 3、 Zhang, Tong,Bai, Cui-Bing,Wu, Yue-Hua,Wang, Nai-Xing,Xu, Bao-Cai,Yan, Zhan,Xing, Yalan. "Design and synthesis of cage-like NADH model molecule intermediate with multi-chiral centers". supporting information. p. 410 - 416. Retrieved 2019/02/05.