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ChemicalBook--->CAS DataBase List--->5552-44-3

5552-44-3

5552-44-3 Structure

5552-44-3 Structure
IdentificationBack Directory
[Name]

2,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER
[CAS]

5552-44-3
[Synonyms]

Nsc79261
Diethyl isocinchomeronate
DIETHYL 2,5-PYRIDINEDICARBOXYLATE
Diethyl pyridine-2,5-dicarboxylate
Isocinchomeronic acid diethyl ester
2,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER
Pyridine-2,5-dicarboxylic acid diethyl ester
2,5-Pyridinedicarboxylic acid, 2,5-diethyl ester
2,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER 98+%
[Molecular Formula]

C11H13NO4
[MDL Number]

MFCD00145190
[MOL File]

5552-44-3.mol
[Molecular Weight]

223.23
Chemical PropertiesBack Directory
[Melting point ]

46 °C
[Boiling point ]

181 °C / 17mmHg
[density ]

1.165±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

powder to crystal
[pka]

-0.10±0.10(Predicted)
[color ]

White to Gray to Brown
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
[HS Code ]

2933.39.9200
Spectrum DetailBack Directory
[Spectrum Detail]

2,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER(5552-44-3)MS
2,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER(5552-44-3)1HNMR
2,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER(5552-44-3)13CNMR
2,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER(5552-44-3)IR1
2,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER(5552-44-3)IR2
Hazard InformationBack Directory
[Synthesis]

2,5-PYRIDINEDICARBOXYLIC ACID

100-26-5

Ethanol

64-17-5

2,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER

5552-44-3

Concentrated sulfuric acid (3.9 mL, 71.6 mmol) was slowly added dropwise to a stirred suspension of 2,5-pyridinedicarboxylic acid (3.0 g, 17.9 mmol) in anhydrous ethanol (10 mL) over 15 minutes. Subsequently, the reaction mixture was heated to reflux for 18 hours. Upon completion of the reaction, the solution was cooled to room temperature and the solvent was removed by evaporation under reduced pressure. Saturated sodium bicarbonate (NaHCO3) solution was added to the residue and the pH was adjusted to 7-8. Next, the aqueous phase was extracted with ethyl acetate (EtOAc, 4 x 50 mL). All organic extracts were combined and washed with brine (30 mL) and subsequently dried with anhydrous sodium sulfate (Na2SO4). Finally, the solvent was evaporated under reduced pressure to afford diethyl 2,5-pyridinedicarboxylate (3.0 g, 75% yield), which could be used for subsequent experiments without further purification.

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 1996, vol. 6, # 24, p. 3025 - 3028
[2] Journal of Porphyrins and Phthalocyanines, 2010, vol. 14, # 6, p. 469 - 480
[3] Dalton Transactions, 2015, vol. 44, # 35, p. 15391 - 15395
[4] European Journal of Organic Chemistry, 2010, # 1, p. 174 - 182
[5] CrystEngComm, 2011, vol. 13, # 8, p. 2915 - 2922
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