Pyridine, 2-chloro-4-(chloromethyl)- (9CI) Chemical Properties

Melting point:

123-125℃

Boiling point:

51 °C(Press: 0.9 Torr)

Density 

1.324

storage temp. 

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

pka

0.13±0.10(Predicted)

form 

liquid

color 

Pink

Safety Information

HazardClass 

IRRITANT

HS Code 

2933399990

Pyridine, 2-chloro-4-(chloromethyl)- (9CI) Usage And Synthesis

Synthesis

Step b) Synthesis of 2-chloro-4-(chloromethyl)pyridine: 11.3 g of (2-chloropyridin-4-yl)methanol obtained in step a) was dissolved in 200 mL of dichloromethane, to which 6.896 mL of thionyl chloride was slowly added, followed by the addition of 2.1 mL of dimethylformamide as catalyst. The reaction mixture was stirred at room temperature for 3 hours. Upon completion of the reaction, 50 mL of water was added slowly and dropwise to quench the reaction. The organic layer was separated, dried with anhydrous magnesium sulfate, filtered to remove the desiccant, and the filtrate was concentrated under reduced pressure to afford 12.8 g (100% yield) of 2-chloro-4-(chloromethyl)pyridine as an amber liquid, which could be used in the subsequent reaction without further purification. Thin layer chromatography (TLC) analysis showed an Rf value of 0.44 (unfolding agent: dichloromethane).

References

[1] Patent: US2009/82329, 2009, A1. Location in patent: Page/Page column 16
[2] Patent: WO2010/7374, 2010, A1. Location in patent: Page/Page column 38-39
[3] Patent: US2011/301122, 2011, A1. Location in patent: Page/Page column 41-42
[4] Patent: US2011/312930, 2011, A1. Location in patent: Page/Page column 44
[5] Patent: US2013/196964, 2013, A1. Location in patent: Paragraph 0967; 0968; 0969; 0970

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