| Identification | More | [Name]
Pyridazin-3-amine | [CAS]
5469-70-5 | [Synonyms]
3-AMINOPYRIDAZINE
3-PYRIDAZINAMINE
PYRIDAZIN-3-AMINE
3-amino-1,2-diazine
3-Aminopyridazine 97%
2-AMINOPYRIDAZINE
3-AMINOPYRIDAZINE,98.0+%(GC)(T)
Pyridazin-3-ylamine | [Molecular Formula]
C4H5N3 | [MDL Number]
MFCD01529869 | [Molecular Weight]
95.1 | [MOL File]
5469-70-5.mol |
| Chemical Properties | Back Directory | [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 | [form ]
Solid | [pka]
4.88±0.10(Predicted) | [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) |
| Hazard Information | Back Directory | [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 |
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