2,6-Dichloro-4-methyl-3-pyridinecarboxylic acid Chemical Properties

Melting point:

140-141 °C

Boiling point:

370.1±37.0 °C(Predicted)

Density 

1.522±0.06 g/cm3(Predicted)

storage temp. 

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

pka

1.55±0.38(Predicted)

Appearance

White to light yellow Solid

InChI

InChI=1S/C7H5Cl2NO2/c1-3-2-4(8)10-6(9)5(3)7(11)12/h2H,1H3,(H,11,12)

InChIKey

QOSNTWMXACGOMD-UHFFFAOYSA-N

SMILES

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

Safety Information

HS Code 

2933399990

2,6-Dichloro-4-methyl-3-pyridinecarboxylic acid Usage And Synthesis

Synthesis

Method 2: Concentrated nitric acid (14 mL) was slowly added to concentrated sulfuric acid (43 mL) that had been pre-cooled to 0°C, ensuring that the temperature of the reaction system was maintained below 10°C. The reaction system was then heated to 70°C. The reaction system was then heated to 70°C. After addition, the mixed acid solution was warmed to 70 °C, followed by the addition of commercially available 2,6-dichloro-4-methylnicotinonitrile (20.0 g, 107 mmol). The heating was continued until the internal temperature of the reaction system reached 105°C. The heating was stopped. After 2 hours of reaction, TLC monitoring showed complete reaction. The reaction mixture was cooled to room temperature and quenched by slowly pouring into ice (100 g) under vigorous stirring. The precipitated solid was collected by filtration and washed with cold water (10 mL). The resulting solid was dissolved in ethyl acetate (100 mL) and the solution was dried over anhydrous sodium sulfate and concentrated to give 2,6-dichloro-4-methylnicotinic acid (21.0 g, 96% yield) as a white solid: Rf = 0.20 (unfolding reagent ratio 1:1 ethyl acetate/hexane solvent mixture).

References

[1] Patent: US6677352, 2004, B1. Location in patent: Page/Page column 46
[2] Chemistry of Heterocyclic Compounds, 2004, vol. 40, # 3, p. 308 - 314
[3] Journal of Organic Chemistry, 2000, vol. 65, # 10, p. 3111 - 3115
[4] Patent: WO2016/33009, 2016, A1. Location in patent: Page/Page column 17

2,6-Dichloro-4-methyl-3-pyridinecarboxylic acid(62774-90-7)Related Product Information

• 2,6-DICHLORO-4-METHYLNICOTINAMIDE
• 2,6-Dichloro-5-fluoro-4-methylpyridine-3-carboxylic acid
• 2,6-Dichloro-4-methylpyridine-3-carboxaldehyde
• 2,5,6-TRICHLORO-4-METHYLNICOTINIC ACID
• 2,6-Dichloro-4-methyl-3-pyridinecarboxylic acid
• 2,6-Dichloronicotinic acid
• 2,6-DICHLORO-4-TRIFLUOROMETHYL-NICOTINIC ACID
• 4-METHYLNICOTINIC ACID HYDROCHLORIDE