2-Chloro-3-methyl-5-nitropyridine Chemical Properties

Melting point:

45-50 °C

Boiling point:

145 °C / 18mmHg

Density 

1.5610 (rough estimate)

refractive index 

1.5500 (estimate)

Flash point:

>110°C

storage temp. 

2-8°C

solubility 

soluble in Methanol

form 

Crystalline Powder

pka

-3.61±0.10(Predicted)

color 

Light beige to cream

Sensitive 

Hygroscopic

InChI

InChI=1S/C6H5ClN2O2/c1-4-2-5(9(10)11)3-8-6(4)7/h2-3H,1H3

InChIKey

OSIOIGXJUZTWRI-UHFFFAOYSA-N

SMILES

C1(Cl)=NC=C([N+]([O-])=O)C=C1C

CAS DataBase Reference

22280-56-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38-20/21/22-41-37/38-22

Safety Statements 

37/39-26-39

RIDADR 

UN 2811 6.1 / PGIII

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29333999

MSDS

• Language:English Provider:ACROS

2-Chloro-3-methyl-5-nitropyridine Usage And Synthesis

Chemical Properties

Light beige to cream colored crystalline powder

Uses

2-Chloro-3-methyl-5-nitropyridine is a nitropyridine compound, mainly used as an organic synthetic raw material or pharmaceutical intermediate.

Synthesis

Synthesis of compound 20: Compound 19 (3-methyl-5-nitropyridin-2(1H)-one, 16.60 g, 0.1 mol) was added to 80 mL of phosphoryl chloride (POCl3), heated to reflux and maintained for 8 hours. Upon completion of the reaction, excess phosphorus trichloride was removed by distillation. The reaction mixture was slowly poured into 300 g of crushed ice and a dark brown precipitate precipitated. The precipitate was collected by filtration to give 16.18 g of the target product 2-chloro-3-methyl-5-nitropyridine in 87.1% yield. The melting point of the product was 44.5-45.8 °C (literature value: 47-48 °C) [J.O.C., 1949, 14, 328-332].

References

[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 23, p. 7653 - 7668
[2] Patent: EP2366691, 2011, A1. Location in patent: Page/Page column 10
[3] Journal of Organic Chemistry, 1949, vol. 14, p. 328,331
[4] Patent: US2010/29684, 2010, A1. Location in patent: Page/Page column 14
[5] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 5, p. 985 - 995

2-Chloro-3-methyl-5-nitropyridine(22280-56-4)Related Product Information

• Bensulfuron methyl
• Kresoxim-methyl
• 2,6-Lutidine
• Methylparaben
• 4-Methylpyridine
• 2-Chloro-5-nitropyridine
• 2-Chloro-5-chloromethylpyridine
• Methyl acrylate
• Methyl acetate
• Azamethiphos
• 2-Bromo-5-nitropyridine
• 2,4,6-Collidine
• 2-Chloro-3-picoline
• 2-Chloro-3-nitropyridine
• 2-Methyl-5-nitropyridine
• Thiophanate-methyl
• 2-CHLORO-6-METHYL-3-NITROPYRIDINE,2-CHLORO-3-NITRO-6-PICOLINE (2-CHLORO-6-METHYL-3-NITROPYRIDINE),6-chloro-2-methyl-5-nitropyridine
• Methyl