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Diethyl 2,6-pyridinedicarboxylate

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CAS:15658-60-3
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CAS:15658-60-3
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CAS:15658-60-3
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Diethyl 2,6-pyridinedicarboxylate Basic information
Product Name:Diethyl 2,6-pyridinedicarboxylate
Synonyms:Pyridinedicarboxylicaciddiethylester;2,6-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER 98+%;2,6-Pyridinedicarboxylic acid diethyl ester ,99%;Nsc78907;Diethyl pyridine-1,6-dicarboxylate;2,6-diethyl pyridine-2,6-dicarboxylate;Diethyl Dipicolinate 2,6-Pyridinedicarboxylic Acid Diethyl Ester Dipicolinic Acid Diethyl Ester;2,6-Pyridinedicarboxylic acid, 2,6-diethyl ester
CAS:15658-60-3
MF:C11H13NO4
MW:223.23
EINECS:
Product Categories:Heterocycle-Pyridine series;Esters;Pyridines;API intermediates;Pyridines, Pyrimidines, Purines and Pteredines
Mol File:15658-60-3.mol
Diethyl 2,6-pyridinedicarboxylate Structure
Diethyl 2,6-pyridinedicarboxylate Chemical Properties
Melting point 44°C
Boiling point 188 °C / 12mmHg
density 1.165±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
form powder to crystal
pka-0.20±0.10(Predicted)
color White to Light yellow to Light orange
CAS DataBase Reference15658-60-3(CAS DataBase Reference)
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
HS Code 29333990
MSDS Information
Diethyl 2,6-pyridinedicarboxylate Usage And Synthesis
Chemical PropertiesYellow to red crystalline powder
SynthesisPyridine-2,6-dicarboxylic acid (10.0g, 59.9mmol) was added into ethanol (120mL), then 3 drops of concentrated sulfuric acid were added. The mixture was heated to reflux for 8 hours. After evaporation of the solvent, the solid residue was washed with saturated Na2CO3 aqueous solution and extracted with chloroform for 3 times. The organic phase was dried with small amount of MgSO4. The solvent was removed to afford 1 as white powder (12.6g, 56.3mmol, yield = 94%). 1 H-NMR (400MHz, CDCl3) | ppm 8.29 (d, J = 7.80 Hz, 2H), 8.01 (t, J = 7.80, 7.80 Hz, 1H), 4.50 (q, J = 7.12, 7.12, 7.12 Hz, 2H), 1.47 (t, J = 7.13, 7.13 Hz, 3H). 13C-NMR (100 MHz, CDCl3) | ppm 164.6, 148.6, 138.2,127.8, 62.3,14.2,14.2. ESI MS: m/z = 224.1 [M+H]+ , 246.1 [M+Na]+ .
Synthesis_15658-60-3
References[1] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 9, p. 2599 - 2603
[2] Chemical Communications, 2008, # 21, p. 2444 - 2446
[3] Tetrahedron Letters, 2017, vol. 58, # 10, p. 991 - 994
[4] Molecular Crystals and Liquid Crystals, 2007, vol. 470, # 1, p. 369 - 381
[5] Organometallics, 2015, vol. 34, # 7, p. 1170 - 1176
Diethyl 2,6-pyridinedicarboxylate Preparation Products And Raw materials
Raw materials2,6-Pyridinedicarboxylic acid chloride-->Pyridine-2,6-dicarboxylic acid-->Ethanol
Preparation Products2,6-Di(1-pyrazolyl)pyridine
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