3,4,5,6-TETRACHLOROPYRIDAZINE Chemical Properties

Melting point:

87-89

Boiling point:

353.3±37.0 °C(Predicted)

Density 

1.761±0.06 g/cm3(Predicted)

storage temp. 

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

pka

-4.31±0.10(Predicted)

Appearance

White to yellow Solid

Safety Information

HS Code 

2933998090

3,4,5,6-TETRACHLOROPYRIDAZINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 3,4,5,6-tetrachloropyridazine from 3-hydroxy-4,5-dichloro-6-nitropyridazine: a mixture of DMF (14.75 mL, 190 mmol) and POCl3 (17.7 mL, 190 mmol) in anhydrous toluene (150 mL) was stirred for 1 hour at room temperature. Subsequently, 3-hydroxy-4,5-dichloro-6-nitropyridazine (10 g, 48.0 mmol) was added and the reaction mixture was refluxed for 18 hours. After completion of the reaction, the mixture was cooled, poured into ice water and stirred for 30 minutes. The organic phase was separated and the aqueous layer was extracted with EtOAc (4 x 200 mL). The organic layers were combined, dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography (cHexane/EtOAc, 15:1 to 10:1) to afford 3,4,5,6-tetrachloropyridazine as a white solid (6.22 g, 60% yield).HPLC-MS (Method 4): retention time Rt = 4.97 min, [M + H]+ m/z 217-219-221-223.13C NMR (300 MHz, CDCl3) δ 137.48, 154.65.

References

[1] Journal of Heterocyclic Chemistry, 1996, vol. 33, # 6, p. 1915 - 1918
[2] Patent: WO2013/4984, 2013, A1. Location in patent: Page/Page column 71

3,4,5,6-TETRACHLOROPYRIDAZINE(20074-67-3)Related Product Information

• 3,6-Pyridazinediamine(9CI)
• 3,6-DIMETHOXYPYRIDAZINE
• 3,4-Dihydro-(1H)-benzopyrane
• 3,4-dichloropyridazine
• 3,6-Dimethyl Pyridazine
• 3,5-Dibromopyridazine
• 3,4,5-Tribromopyridazine
• 3,4,6-Tribromopyridazine
• Chlorothiazide
• Hydrochlorothiazide
• 3,4,5-TRICHLOROPYRIDAZINE
• 3,6-Dichloropyridazine
• 3,5-Dichloropyridazine
• 3,4,5,6-TETRACHLOROPYRIDAZINE
• 3,4,6-Trichloropyridazine
• 4-CHLOROPYRIDAZINE