dimethyl pyridine-3,5-dicarboxylate

dimethyl pyridine-3,5-dicarboxylate Property

Melting point:

84-85 °C

Boiling point:

267.6±20.0 °C(Predicted)

Density 

1.231±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Chloroform, Dichloromethane, Methanol

form 

Solid

pka

1.16±0.20(Predicted)

color 

Pale Yellow

Safety

HS Code 

2933399990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

dimethyl pyridine-3,5-dicarboxylate Chemical Properties,Usage,Production

Chemical Properties

Pale Yellow Solid

Uses

Dimethyl 3,5-Pyridinedicarboxylate (cas# 4591-55-3) is a compound useful in organic synthesis.

Synthesis

The general procedure for the synthesis of methyl 3,5-pyridinedicarboxylate from methanol and 3,5-pyridinedicarboxylic acid is as follows: 3,5-pyridinedicarboxylic acid (5.00 g, 29.92 mmol) was dissolved in methanol (100 ml), concentrated sulfuric acid (2 ml) was added slowly as a catalyst, and the reaction mixture was stirred for 18 hrs under reflux conditions. After completion of the reaction, the solvent methanol was removed by distillation under reduced pressure. Subsequently, the reaction mixture was neutralized with aqueous sodium bicarbonate and separated by extraction with dichloromethane. The dichloromethane layer was collected and washed with saturated aqueous sodium chloride solution to remove residual water-soluble impurities. Eventually, the dichloromethane layer was concentrated by decompression to give the white solid product methyl 3,5-pyridinedicarboxylate (5.5 g, 94% yield).

References

[1] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 10, p. 933 - 938
[2] Patent: KR2018/9249, 2018, A. Location in patent: Paragraph 0250; 0251
[3] Angewandte Chemie - International Edition, 2004, vol. 43, # 30, p. 3914 - 3918
[4] Bulletin of the Korean Chemical Society, 2015, vol. 36, # 9, p. 2397 - 2400
[5] Life Sciences, 2005, vol. 78, # 5, p. 495 - 505