2,4-Dichloropyridine-3-carboxaldehyde Chemical Properties

Melting point:

72-75℃

Boiling point:

261.8±35.0 °C(Predicted)

Density 

1.488±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

powder to crystal

pka

-1.17±0.10(Predicted)

color 

White to Orange to Green

Sensitive 

Air Sensitive

InChI

InChI=1S/C6H3Cl2NO/c7-5-1-2-9-6(8)4(5)3-10/h1-3H

InChIKey

GWBHJHIZHNTJLA-UHFFFAOYSA-N

SMILES

C1(Cl)=NC=CC(Cl)=C1C=O

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

26

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

2933399990

2,4-Dichloropyridine-3-carboxaldehyde Usage And Synthesis

Application

2,4-Dichloronicotinaldehyde, also known as 2,4-dichloronicotinaldehyde, can be obtained by reacting 2,4-dichloropyridine with a strong base to obtain (2,4-4-dichloro-3-pyridyl)lithium, and then reacting it with DMF.

Chemical Properties

Yellow solid

Synthesis

To a solution of 2,4-dichloropyridine (2 g, 13.51 mmol) in tetrahydrofuran (20 mL) at -78° C added LDA in THF/heptane/ethylbenzene (2M, 8.11 mL, 16.22 mmol) and the solution was stirred for 30 min. DMF (10.46 mL, 135 mmol) was added and the solution was stirred for 1 h and then warmed RT. The reaction mixture was quenched with saturated NH4Cl solution and diluted with ethyl acetate (50 mL). The organic layer was washed with saturated NaHCO3 (2*10 mL), water (20 mL), dried over Na2SO4, and concentrated under reduced pressure to afford 2,4-dichloronicotinaldehyde (2 g, 11.36 mmol, 84% yield). 

References

[1] Tetrahedron Letters, 2011, vol. 52, # 4, p. 523 - 525
[2] Organic Process Research and Development, 2018, vol. 22, # 8, p. 978 - 990
[3] Patent: US2013/237555, 2013, A1. Location in patent: Paragraph 0273
[4] Patent: WO2015/38112, 2015, A1. Location in patent: Page/Page column 126
[5] Patent: WO2018/109050, 2018, A1. Location in patent: Paragraph 0286-0297

2,4-Dichloropyridine-3-carboxaldehyde(134031-24-6)Related Product Information

• 4-Dimethylaminopyridine
• 2,4-Dichloropyridine
• Quinclorac
• Dichloroacetic acid
• Clopyralid
• Dichlorodimethylsilane
• 2-Chloro-5-chloromethylpyridine
• 3-Aminopyridine
• 3,4-Dichloropyridine
• 2,4-Dichlorobenzoic acid
• Thionyl chloride
• Sodium dichloroisocyanurate
• Dichloroethane
• N,N-Dimethylacetamide
• ETHYL 2,4-DICHLORO-6-METHYLPYRIDINE-3-CARBOXYLATE
• 2,4-Dichloropyridine-3-carboxylic acid
• 5,6-Dichloropyridine-3-carboxaldehyde
• 2,6-Dichloropyridine-4-carboxaldehyde ,98%,2,6-DICHLOROPYRIDINE-4-CARBOXALDEHYDE