Diethyl pyridine-2,5-dicarboxylate

Base Information

• Chemical Name: Diethyl pyridine-2,5-dicarboxylate
• CAS No.: 5552-44-3
• Molecular Formula: C11H13 N O4
• Molecular Weight: 223.23
• Hs Code.: 2933399090
• NSC Number: 79261
• DSSTox Substance ID: DTXSID20291953
• Nikkaji Number: J236.317H
• Wikidata: Q82030056
• ChEMBL ID: CHEMBL1604239
• Mol file: 5552-44-3.mol

Synonyms:diethyl pyridine-2,5-dicarboxylate;5552-44-3;Diethyl 2,5-pyridinedicarboxylate;2,5-Pyridinedicarboxylic Acid Diethyl Ester;Pyridine-2,5-dicarboxylic acid diethyl ester;2,5-diethyl pyridine-2,5-dicarboxylate;BAS 02751355;2,5-Pyridinedicarboxylic acid, diethyl ester;NCIOpen2_004699;Oprea1_549308;MLS000067815;SCHEMBL1971939;CHEMBL1604239;AFWWHZBUQWEDLS-UHFFFAOYSA-;diethylpyridine-2,5-dicarboxylate;DTXSID20291953;HMS1682E08;HMS2358A14;NSC79261;diethyl pyridine-2,5ac-dicarboxylate;MFCD00145190;NSC-79261;AKOS000671176;AS-50282;SMR000122371;CS-0114363;FT-0746035;P1094;EN300-179809;O11722;(1S,3S)-3-HYDROXY-CYCLOPENTANECARBOXYLICACID;Z794792246;InChI=1/C11H13NO4/c1-3-15-10(13)8-5-6-9(12-7-8)11(14)16-4-2/h5-7H,3-4H2,1-2H3

Chemical Property of Diethyl pyridine-2,5-dicarboxylate

Chemical Property:

• Vapor Pressure: 5.44E-11mmHg at 25°C
• Melting Point: 46 °C
• Boiling Point: 181 °C / 17mmHg
• Flash Point: 154.1°C
• PSA: 65.49000
• Density: 1.165g/cm³
• LogP: 1.43500
• Storage Temp.: Inert atmosphere,Room Temperature
• 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:

98%,99%, ^*data from raw suppliers

DiethylPyridine-2,5-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl pyridine-2,5-dicarboxylate

There total 5 articles about Diethyl pyridine-2,5-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%

Pyridine-2,5-dicarboxylic acid (100-26-5) + ethanol (64-17-5) → ethyl 2,5-pyridinedicarboxylate (5552-44-3)

Guidance literature:

With sulfuric acid;

DOI:10.1016/S0960-894X(96)00562-8

Reference yield:

2,5 dichloropyridine (16110-09-1) + ethanol (64-17-5) + carbon monoxide (201230-82-2) → ethyl 2,5-pyridinedicarboxylate (5552-44-3) + ethyl 5-chloropyridine-2-carboxylate (128072-93-5)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium acetate; palladium diacetate; at 135 ℃; for 1h; under 11250.9 Torr;

DOI:10.3987/COM-99-8622

Reference yield:

Pyridine-2,5-dicarboxylic acid (100-26-5) → ethyl 2,5-pyridinedicarboxylate (5552-44-3)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

Pyridine-2,5-dicarboxylic acid

ethanol

pyridine-2,5-dicarboxylic acid dichloride

2,5 dichloropyridine

Downstream raw materials:

2,5-Diacetyl-pyridin

2,5-pyridinedicarboxylic dihydrazide

ethyl imidazo[1,5-a]pyridine-6-carboxylate

ethyl 6-aminomethylnicotinate

Refernces

• 1、 Zhang, Wen-Hua,Sulaiman, Norlela Binte,Tio, P. X. Shaun,Hor, T. S. Andy. "Nuclearity growth towards Ni(ii) cubane in self-assembly with 2-hydroxymethyl pyridine (hmpH) and 5-ethoxycarbonyl-2-hydroxymethyl pyridine (5-ehmpH)". . p. 2915 - 2922. Retrieved 2011.
• 2、 -. "PYRROLE DERIVATIVES AS PLK1 INHIBITORS". Page/Page column 115; 116. . Retrieved 2018/11/22.
• 3、 Wang,Gondrand,Touti,Hasserodt. "A pair of highly biotolerated diamagnetic and paramagnetic iron(II) complexes displaying electroneutrality". . p. 15391 - 15395. Retrieved 2015/09/07.