| Identification | Back Directory | [Name]
4,5-DICHLORO-2-METHYLPYRIDAZIN-3-ONE | [CAS]
933-76-6 | [Synonyms]
AKOS B029262
4,5-DICHLORO-2-METHYLPYRIDAZIN-3-ONE
5-Dichloro-2-Methyl-3(2H)-pyridazinone
4,5-dichloro-2-methyl-3(2h)-pyridazinon
4,5-DICHLORO-2-METHYLPYRIDAZIN-3[2H]-ONE
4,5-DICHLORO-2-METHYL-2H-PYRIDAZIN-3-ONE
4,5-DICHLORO-2-METHYL-3(2H)-PYRIDAZINONE
4,5-DICHLORO-2-METHYLPYRIDAZIN-3-ONE, 9&
4,5-DICHLORO-2-METHYLPYRIDAZINE-3(2H)-ONE
4,5-DICHLORO-2-METHYLPYRIDAZIN-3[2H]-ONE 98%
4,5-Dichloro-2-methylpyridazin-32Hü-one, 98%
4,5-Dichloro-2-methyl-3(2H)-pyridazinone,97%
4,5-DICHLORO-2-METHYL-2,3-DIHYDROPYRIDAZIN-3-ONE
CCM, 4,5-Dichloro-2,3-dihydro-2-methylpyridazin-3-one
4,5-Dichloro-2,3-dihydro-2-methyl-3-oxopyridazine, 4,5-Dichloro-2,3-dihydro-2-methyl-3-oxo-1,2-diazine | [Molecular Formula]
C5H4Cl2N2O | [MDL Number]
MFCD00051686 | [MOL File]
933-76-6.mol | [Molecular Weight]
179 |
| Chemical Properties | Back Directory | [Appearance]
Off-white to yellow low crystalline powder | [Melting point ]
87-91 °C(lit.)
| [Boiling point ]
197.2±50.0 °C(Predicted) | [density ]
1.55±0.1 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
soluble in Ethanol | [form ]
powder to crystal | [pka]
-3.57±0.20(Predicted) | [color ]
White to Orange to Green | [InChI]
InChI=1S/C5H4Cl2N2O/c1-9-5(10)4(7)3(6)2-8-9/h2H,1H3 | [InChIKey]
ACKBTCUMGAHRIE-UHFFFAOYSA-N | [SMILES]
C1(=O)N(C)N=CC(Cl)=C1Cl |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white to yellow low crystalline powder | [Uses]
4,5-Dichloro-2-methyl-3(2H)-pyridazinone can be used in the synthesis of 4-amino-3(2H)-pyridazinones and 5-amino-3(2H)-pyridazinones via reaction with N-benzylaminoethanol. | [Definition]
ChEBI: 4,5-Dichloro-2-methyl-3(2H)-pyridazinone is a pyridazinone. | [Synthesis]
Step 1: A round bottom flask was charged with 4,5-dichloropyridazin-3(2H)-one (10.0 g, 60.6 mmol), potassium carbonate (16.8 g, 121.2 mmol), iodomethane (4.0 mL, 64.3 mmol) and acetonitrile (80 mL). The reaction mixture was heated to reflux for 12 hours and then cooled to room temperature. After completion of the reaction, the mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography (dichloromethane as eluent) to afford 4,5-dichloro-2-methylpyridazin-3-one 8.21 g (76% yield). The product was confirmed by 1H NMR (400 MHz, DMSO-d6): δ 8.18 (s, 1H), 3.70 (s, 3H); mass spectrum (m/z) = 179 ([M+H]+). | [References]
[1] Patent: WO2009/142732, 2009, A2. Location in patent: Page/Page column 61-62
[2] Patent: WO2011/15629, 2011, A1. Location in patent: Page/Page column 46; 47
[3] Journal of Heterocyclic Chemistry, 1996, vol. 33, # 6, p. 1579 - 1582
[4] Patent: WO2013/50421, 2013, A1. Location in patent: Page/Page column 37
[5] Journal of the Korean Chemical Society, 2014, vol. 58, # 1, p. 140 - 144 |
|
|