3,4,5-TRICHLOROPYRIDAZINE Chemical Properties

Melting point:

56-58 °C

Boiling point:

117-118 °C(Press: 14-15 Torr)

Density 

1.641±0.06 g/cm3(Predicted)

storage temp. 

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

form 

Pale lemon chunks / flakes

pka

-2.14±0.10(Predicted)

Appearance

Light yellow to brown Solid

InChI

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

InChIKey

GBAOOJAWDCNOGO-UHFFFAOYSA-N

SMILES

C1(Cl)=NN=CC(Cl)=C1Cl

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-36/38-43

Safety Statements 

26

RIDADR 

1759

HazardClass 

8

PackingGroup 

III

HS Code 

2933998090

3,4,5-TRICHLOROPYRIDAZINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 3,4,5-trichloropyridazine from 4,5-dichloropyridazin-3(2H)-one: 4,5-dichloro-3-hydroxypyridazine (25 g, 151 mmol) was mixed with phosphorochloridic acid chloride (80 mL), and the reaction was stirred under refluxing conditions (120 °C) for 24 hours. Upon completion of the reaction, the excess phosphoryl chloride was removed by distillation under reduced pressure. The residue was cooled to -78 °C and held for 5-10 min before ice (300 mL) was slowly added. Subsequently, the reaction system was transferred from a -78 °C bath to a 0 °C bath and gradually warmed to room temperature. After the ice was completely melted, the precipitated white solid was pulverized and the mixture continued to be stirred overnight. The solid product was collected by filtration, washed with water and dried to give Intermediate I-09 (26.105 g, 94% yield) as a white solid.HPLC-MS (Method 4) analyzed the results: retention time (Rt) = 3.3 min, [M + H]+ m/z = 183.

References

[1] Patent: WO2013/4984, 2013, A1. Location in patent: Page/Page column 70
[2] Patent: US2014/171435, 2014, A1. Location in patent: Paragraph 0451; 0452; 0453
[3] Patent: WO2015/189744, 2015, A1. Location in patent: Page/Page column 66-67
[4] Patent: US6800758, 2004, B1. Location in patent: Page column 12
[5] Journal of Organic Chemistry, 2014, vol. 79, # 21, p. 10311 - 10322

3,4,5-TRICHLOROPYRIDAZINE(14161-11-6)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
• 3,4,5-Trifluorobenzylamine
• 5-Bromo-1,2,3-trifluorobenzene
• 3,4,5,6-TETRACHLOROPYRIDAZINE
• Chlorocyclopyridine hydrochloride
• Pyridazine
• 3,4,5-TRICHLOROPYRIDAZINE
• 3,5-Dichloropyridazine
• 3-CHLOROPYRIDAZINE
• 4-CHLOROPYRIDAZINE
• 3,4,6-TRICHLOROPYRIDAZINE