3,4,6-Trichloropyridazine Chemical Properties

Melting point:

55.0 to 59.0 °C

Boiling point:

98°C/43mmHg(lit.)

Density 

1.641±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

-2.72±0.10(Predicted)

color 

White to Light yellow to Light orange

λmax

305nm(EtOH)(lit.)

InChI

InChI=1S/C4HCl3N2/c5-2-1-3(6)8-9-4(2)7/h1H

InChIKey

LJDQXQOPXOLCHL-UHFFFAOYSA-N

SMILES

C1(Cl)=NN=C(Cl)C=C1Cl

Safety Information

HazardClass 

IRRITANT

HS Code 

2933998090

3,4,6-Trichloropyridazine Usage And Synthesis

Uses

3,4,6-Trichloropyridazine was used to study chloropyridazine derivatives as human rhinovirus capsid-binding inhibitors.

Synthesis

The general procedure for the synthesis of 3,4,6-trichloropyridazine from 3,6-dichloropyridazine is as follows: 44 g of 3,6-dichloropyridazine and 22 g of aluminum trichloride were mixed and heated to 140°C. The mixture was then heated to 140°C for 4 hours. At this temperature, 10.6 liters of chlorine gas were slowly passed over a period of 4 hours. Upon completion of the reaction, the reaction mixture was cooled and extracted with toluene. The extract was subsequently washed with 10% sodium chloride solution and finally the product was purified by distillation to collect a fraction with a boiling point of 127-129 °C. Finally 44.1 g of 3,4,6-trichloropyridazine was obtained.

References

[1] Patent: EP1900735, 2008, A1. Location in patent: Page/Page column 9
[2] Patent: US2010/305102, 2010, A1. Location in patent: Page/Page column 17
[3] Patent: US2012/28932, 2012, A1
[4] Patent: US2013/237527, 2013, A1. Location in patent: Paragraph 0236; 0237

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