2,4-DICHLORO-6-METHYL-3-NITROPYRIDINE Chemical Properties

Melting point:

75 °C

Boiling point:

310.0±37.0 °C(Predicted)

Density 

1.537±0.06 g/cm3(Predicted)

storage temp. 

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

pka

-1.47±0.10(Predicted)

Appearance

Gray to brown Solid

InChI

InChI=1S/C6H4Cl2N2O2/c1-3-2-4(7)5(10(11)12)6(8)9-3/h2H,1H3

InChIKey

MTGIKTMXZFIZLS-UHFFFAOYSA-N

SMILES

C1(Cl)=NC(C)=CC(Cl)=C1[N+]([O-])=O

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-41

Safety Statements 

26-39

HS Code 

2933399990

2,4-DICHLORO-6-METHYL-3-NITROPYRIDINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 2,4-dichloro-6-methyl-3-nitropyridine from 4-hydroxy-6-methyl-3-nitro-2-pyridone: (1) 4-hydroxy-6-methyl-3-nitro-2-pyridone (1.7 g, 10 mmol) was dissolved in 10 mL of phosphorus oxychloride (POCl3), heated to 95 °C, and the reaction was stirred for 1.5 hours. Upon completion of the reaction, excess POCl3 was removed by centrifugation.Subsequently, the reaction was quenched by slow addition of 100 mL of ice water. The reaction mixture was extracted with ethyl acetate (80 mL x 3). The organic phases were combined, washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give 1.773 g of yellow powdery product in 85.7% yield.

References

[1] Journal of Medicinal Chemistry, 2005, vol. 48, # 16, p. 5104 - 5107
[2] Patent: US2012/289497, 2012, A1. Location in patent: Page/Page column 40
[3] Patent: EP2524917, 2012, A1. Location in patent: Page/Page column 43-44
[4] Patent: WO2008/119713, 2008, A1. Location in patent: Page/Page column 65
[5] Journal of Medicinal Chemistry, 2008, vol. 51, # 22, p. 7273 - 7286

2,4-DICHLORO-6-METHYL-3-NITROPYRIDINE(63897-12-1)Related Product Information

• 2,4-DICHLORO-5-ISOPROPOXYANILINE
• 4-Chloro-3-nitropyridine hydrochloride
• 2,4-DICHLORO-6-METHYL-3-NITROPYRIDINE
• 4-Chloro-3-nitropyridine
• 3-AMINO-2-CHLOROPYRIDINE
• 5-Amino-2-methylpyridine
• 2-CHLORO-3-NITROPYRIDINE
• 2,4-Dichloro-3-nitropyridine
• 3-Amino-4-chloropyridine
• 4-Chloro-2-picoline
• 2-Chloro-3-nitro-6-methylpyridine
• 2-Methyl-5-nitropyridine
• 3-AMINO-2-CHLORO-6-PICOLINE
• 2,6-Dichloro-4-methyl-3-nitropyridine
• 2,4-Dichloro-6-picoline
• Pyridine,2,4-dichloro-5,6-dimethyl-3-nitro-
• CHEMPACIFIC 38112
• 2,4-DICHLORO-3-AMINOPYRIDINE