3-CHLOROPYRIDAZINE Chemical Properties

Melting point:

35 °C

Boiling point:

241.7±13.0 °C(Predicted)

Density 

1.303±0.06 g/cm3(Predicted)

storage temp. 

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

solubility 

Chloroform (Very Slightly, Heated, Sonicated), Methanol (Slightly)

form 

Solid

pka

0.99±0.10(Predicted)

color 

Grey to Black

Stability:

Unstable in DMSO

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

HS Code 

2933998090

3-CHLOROPYRIDAZINE Usage And Synthesis

Uses

3-Chloropyridazine (cas# 1120-95-2) is a useful reagent for the preparation of benzopyran and imidazole derivatives.

Synthesis

Step A: 3-(2H)-pyridazinone (5.0 g, 52.0 mmol) was mixed with phosphorus trichloride (17 mL, 179 mmol) and reacted at 85 °C for 4.5 hours. Upon completion of the reaction, the mixture was slowly poured into 400 g of ice-water mixture and the pH was adjusted to >10 with 50% NaOH solution, followed by extraction with ethyl acetate (4×). The organic phases were combined, washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (Hak-Pak, eluent ratio 1:1 hexane/ethyl acetate) to afford 3-chloropyridazine (2.8 g, 46% yield).

References

[1] Chemistry - A European Journal, 2015, vol. 21, # 21, p. 7858 - 7865
[2] Patent: US6159964, 2000, A
[3] Patent: US2005/250713, 2005, A1. Location in patent: Page/Page column 30
[4] Journal of the American Chemical Society, 1945, vol. 67, p. 60
[5] Journal of the Chemical Society, 1948, p. 2191,2194

3-CHLOROPYRIDAZINE(1120-95-2)Related Product Information

• SULFACHLOROPYRIDAZINE
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• 3-Methoxy-6-chloropyridazine
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