4,5-Pyridazinediamine(9CI) Chemical Properties

Boiling point:

412.5±25.0 °C(Predicted)

Density 

1.368±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

8.20±0.10(Predicted)

Appearance

Brown to black Solid

4,5-Pyridazinediamine(9CI) Usage And Synthesis

Uses

4,5-Diaminopyridazine is a reagent often aminated for its use in the synthesis of pharmaceuticals.

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 25, p. 831, 1988 DOI: 10.1002/jhet.5570250326

Synthesis

General procedure for the synthesis of 4,5-diaminopyridazine from 3,6-dichloro-5-nitropyridazin-4-amine: 1. Pd/C (5%, 5 g) was added to a methanol (MeOH, 1000 ml) solution of intermediate 11 (17 g, 81.7 mmol, 1 equiv). 2. The reaction mixture was stirred at 25 °C under 50 psi hydrogen atmosphere overnight. 3. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad. 4. The solvent was evaporated under reduced pressure to give Intermediate 12 (15 g, 100% crude yield). Step 3: Synthesis of pyridazine-4,5-diamine (13) 1. potassium carbonate (22.6 g, 164 mmol, 2 eq.) was added to intermediate 12 (15 g, 82 mmol, 1 eq.) in a solvent mixture of methanol (MeOH, 150 ml) and dichloromethane (CH2Cl2, 150 ml). 2. The reaction mixture was stirred at room temperature overnight. 3. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure to give Intermediate 13 (9 g, 95% yield).

References

[1] Patent: WO2014/114776, 2014, A1. Location in patent: Page/Page column 25; 26

4,5-Pyridazinediamine(9CI)(28682-70-4)Related Product Information

• 4,5-Pyridazinediamine(9CI)
• AURORA KA-6036
• CBI-BB ZERO/004671
• 2-Amino-4-methoxy-6-methyl-1,3,5-triazine