2-Chloro-4,6-dimethylpyridine Chemical Properties

Boiling point:

208.1±35.0 °C(Predicted)

Density 

1.113±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,2-8°C

form 

liquid

pka

1.91±0.10(Predicted)

color 

Clear, colourless

Water Solubility 

Slightly soluble in water.

CAS DataBase Reference

30838-93-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

HazardClass 

6.1

HS Code 

2933399990

2-Chloro-4,6-dimethylpyridine Usage And Synthesis

Chemical Properties

Light yellow liquid

Uses

It is an important raw material and intermediate used in organic synthesis agrochemical, pharmaceutical and dyestuff field.

Synthesis

General procedure for the synthesis of 2-chloro-4,6-dimethylpyridine from 2-amino-4,6-dimethylpyridine: A mixture of 2-amino-4,6-dimethylpyridine (90 g, 0.736 mol) and sodium chloride (216 g, 3.69 mol) in concentrated hydrochloric acid (720 mL) was cooled to -15 to -20°C. A solution of sodium nitrite (71.2 g, 1.03 mol) in water (135 mL) was added slowly and dropwise over 30 minutes. Subsequently, additional sodium chloride (216 g, 3.69 mol) was added and the reaction mixture was gradually warmed to room temperature with continuous stirring for 1 hour. Upon completion of the reaction, the reaction mixture was neutralized with solid sodium bicarbonate (700 g) and then extracted with dichloromethane (1 L). The extract was filtered and the organic and aqueous phases were separated. The organic phase was concentrated under reduced pressure and the resulting crude product was purified by fast column chromatography on silica gel (100-200 mesh), using a petroleum ether solution of 20% dichloromethane as eluent, to give 2-chloro-4,6-dimethylpyridine (40 g, 38% yield) as a final solid product.

References

[1] Patent: WO2009/130481, 2009, A1. Location in patent: Page/Page column 126-127
[2] Patent: US2011/9390, 2011, A1. Location in patent: Page/Page column 19
[3] Patent: WO2008/62182, 2008, A1. Location in patent: Page/Page column 145-146
[4] Journal of the American Chemical Society, 1957, vol. 79, p. 3565
[5] Patent: US6194424, 2001, B1

2-Chloro-4,6-dimethylpyridine(30838-93-8)Related Product Information

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• DIMETHYLTHEXYLSILYL CHLORIDE
• Difluorochloromethane
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• 2-CHLORO-6-METHYLPYRIDINE-4-CARBONYL CHLORIDE
• ETHYL 2-CHLORO-3-CYANO-6-METHYLISONICOTINATE
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• 2-CHLORO-4,6-DIMETHYLPYRIDINE-3-CARBOXAMIDE
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• 4-CHLORO-2,3-DIMETHYLPYRIDINE-N-OXIDE,4-Chloro-2,3-dimethylpyridine-N-oxide ,98%