Name | 3,5-Dichloropyridazine |
Synonyms | SA029519 5-Dichloropyridazine 3,5-Dichloropyridazine Pyridazine,3,5-dichloro- pyridazine, 3,5-dichloro- |
CAS | 1837-55-4 |
InChI | InChI=1/C4H2Cl2N2/c5-3-1-4(6)8-7-2-3/h1-2H |
InChIKey | JZSAUQMXKHBZEO-UHFFFAOYSA-N |
Molecular Formula | C4H2Cl2N2 |
Molar Mass | 148.98 |
Density | 1.493±0.06 g/cm3(Predicted) |
Melting Point | 60.0 to 64.0 °C |
Boling Point | 280.8±20.0 °C(Predicted) |
Flash Point | 150.5°C |
Solubility | DMSO (Sparingly), Methanol (Slightly) |
Vapor Presure | 0.00629mmHg at 25°C |
Appearance | Solid |
Color | Yellow to Dark Orange |
pKa | -0.25±0.10(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Refractive Index | 1.559 |
MDL | MFCD10698048 |
Hazard Symbols | Xn - Harmful |
Risk Codes | 22 - Harmful if swallowed |
HS Code | 29339900 |
Application | 3, 5-dichloropyridazine can be used as a pharmaceutical reaction intermediate, such as it can be used to prepare compound 3-chloro-5-aminopyridazine (Or 4-amino -6-chloropyridazine, CAS number: 29049-45-4), the above compounds are commonly used chemical synthesis intermediates, in recent years, it has been widely used in the research and development of medicines and pesticides, such as anticancer drugs (US2004/54186) and plant growth regulators (US1988/4728355). |
preparation | 3,5-dichloropyridazine preparation is as follows: 1) trichloraldehyde and ammonium acetate are sequentially added to toluene, heated to reflux, started to dropwise add chloroacetaldehyde and separate water from the water separator, after dropwise add, reflux stir for 3 hours, add p-toluenesulfonic acid, continue reflux for 4 hours, and stop the reaction. The reaction liquid was cooled to room temperature, the solvent was evaporated, diluted with dichloromethane, filtered, concentrated under reduced pressure, and the fraction at 90~100 ℃ was collected under 12mm Hg to obtain 2,4,4,4, 4-tetrachlorocrotonaldehyde as a yellow oily liquid. 2)2,4,4,4-tetrachlorocrotonaldehyde is dissolved in the solvent, under the control of the temperature, dropwise the mixture of semicarbazide hydrochloride, water and solvent, stirring and reacting for 5 hours, the reaction The liquid is concentrated under reduced pressure, the solvent is removed, a certain amount of water is added, the temperature is cooled to 5 ℃, and the solid is precipitated. After filtration, it is recrystallized with dichloromethane petroleum ether to obtain a 3, 5-dichloropyridazine white solid. |