ChemicalBook--->CAS DataBase List--->39775-31-0

39775-31-0

39775-31-0 Structure

39775-31-0 Structure
IdentificationBack Directory
[Name]

2,2'-Bipyridine-3,3'-dicarboxylic acid dimethyl ester
[CAS]

39775-31-0
[Synonyms]

3,3'-bis(methoxycarbonyl)-2,2'-bipyridine
diMethyl 2,2'-bipyridine-3,3'-dicarboxylate
2,2'-Bipyridine-3,3'-dicarboxylic acid dimethyl ester
2,2'-Bipyridinyl-3,3'-dicarboxylic acid diMethyl ester
methyl2-(3-methoxycarbonylpyridin-2-yl)pyridine-3-carboxylate
[2,2'-Bipyridine]-3,3'-dicarboxylic acid, 3,3'-dimethyl ester
2,2'-Bipyridine-3,3'-dicarboxylic acid dimethyl ester3,5-Dioxo-piperidine-1-carboxylicacidtert-butylester
[Molecular Formula]

C14H12N2O4
[MDL Number]

MFCD00226069
[MOL File]

39775-31-0.mol
[Molecular Weight]

272.26
Chemical PropertiesBack Directory
[Melting point ]

155-156 °C
[Boiling point ]

424.6±45.0 °C(Predicted)
[density ]

1.254±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

1.84±0.32(Predicted)
[Appearance]

Light yellow to yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

2,2'-Bipyridine-3,3'-dicarboxylic acid dimethyl ester(39775-31-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methanol

67-56-1

2,2'-BIPYRIDINE-6,6'-DICARBOXYLIC ACID

4479-74-7

2,2'-Bipyridine-3,3'-dicarboxylic acid dimethyl ester

39775-31-0

2,2'-Bipyridine-3,3'-dicarboxylic acid (3 g, 12.3 mmol) was dissolved in methanol (300 mL) at 0 °C, followed by addition of N,N'-dicyclohexylcarbodiimide (DCC, 12 g, 58.2 mmol). The reaction mixture was stirred at 0 °C for 3 h. The solid by-products were removed by filtration. The filtrate was concentrated and the resulting residue was washed several times with pentane to remove impurities. Finally, the product was purified by gel chromatography (eluent: dichloromethane mixed with methanol in a ratio of 99:1) to afford the target compound dimethyl [2,2'-bipyridyl]-3,3'-dicarboxylate (2.87 g, 85% yield).

[References]

[1] Tetrahedron Letters, 2013, vol. 54, # 8, p. 840 - 842
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