Pyridazin-3-amine Chemical Properties

Melting point:

171 °C

Boiling point:

326.2±15.0 °C(Predicted)

Density 

1.216±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

pka

4.88±0.10(Predicted)

form 

Solid

color 

White to pale yellow

InChI

InChI=1S/C4H5N3/c5-4-2-1-3-6-7-4/h1-3H,(H2,5,7)

InChIKey

LETVJWLLIMJADE-UHFFFAOYSA-N

SMILES

C1(N)=NN=CC=C1

CAS DataBase Reference

5469-70-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-36

Safety Statements 

26-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

Pyridazin-3-amine Usage And Synthesis

Chemical Properties

White to yellow to light brown powder or crystal

Uses

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.

Synthesis

General procedure for the synthesis of pyridazin-3-amine from 3-amino-6-chloropyridazine: (1) 6-chloropyridazin-3-amine (5.00 g, 38.6 mmol), tetrahydrofuran (240 mL), sodium hydroxide (8.00 g, 200 mmol), water (32 mL), and 10% palladium-carbon catalyst (500 mg) were mixed, and the reaction was stirred at room temperature in a hydrogen atmosphere for 2 days. After completion of the reaction, the insoluble material was removed by filtration and the filtrate was concentrated. The residue was dissolved in methanol (100 mL), filtered again to remove insoluble matter, and the filtrate was concentrated to quantitatively obtain the target product pyridazin-3-amine as a solid. 1H-NMR (DMSO-d6) δ: 2.51 (2H, broad peak), 6.46-6.49 (1H, multiple peaks), 6.93-6.97 (1H, multiple peaks), 8.06-8.08 (1H, multiple peaks).

References

[1] Patent: EP1813606, 2007, A1. Location in patent: Page/Page column 82
[2] European Journal of Medicinal Chemistry, 2015, vol. 105, p. 80 - 105
[3] Patent: US2011/9405, 2011, A1. Location in patent: Page/Page column 48
[4] Tetrahedron, 1993, vol. 49, # 3, p. 599 - 606
[5] Patent: US2008/261941, 2008, A1. Location in patent: Page/Page column 29

Pyridazin-3-amine(5469-70-5)Related Product Information

• Bis(2-ethylhexyl)amine
• Hydralazine
• Thioridazine
• Dibenzylamine
• Triallylamine
• Indapamide
• Sulfachloropyridazine sodium
• Todralazine hydrochloride
• SULFACHLOROPYRIDAZINE
• MINAPRINE DIHYDROCHLORIDE
• Sulfamethoxypyridazine
• Ophthazin
• 6-Chloropyridazin-3-amine
• 3-Chloro-6-hydrazinopyridazine
• IMIDAZO[1,2-B]PYRIDAZIN-6-AMINE
• N-BENZYL-6-CHLORO-N-METHYLPYRIDAZIN-3-AMINE
• 3-Methylpyridazin-6-ylhydrazine
• SR-95531