| | Identification | Back Directory |  | [Name] 
 3,6-DIMETHOXYPYRIDAZINE
 |  | [CAS] 
 4603-59-2
 |  | [Synonyms] 
 3,6-DIMETHOXYPYRIDAZINE
 Pyridazine, 3,6-diMethoxy-
 Pyridazine, 3,6-dimethoxy- (8CI)(9CI)
 |  | [Molecular Formula] 
 C6H8N2O2
 |  | [MDL Number] 
 MFCD00234224
 |  | [MOL File] 
 4603-59-2.mol
 |  | [Molecular Weight] 
 140.14
 | 
 | Chemical Properties | Back Directory |  | [Melting point ] 
 106 °C(Solv: water (7732-18-5))
 |  | [Boiling point ] 
 297.4±20.0 °C(Predicted)
 |  | [density ] 
 1.131±0.06 g/cm3(Predicted)
 |  | [storage temp. ] 
 Sealed in dry,Room Temperature
 |  | [pka] 
 2.48±0.10(Predicted)
 |  | [Appearance] 
 White to off-white Solid
 |  | [InChI] 
 InChI=1S/C6H8N2O2/c1-9-5-3-4-6(10-2)8-7-5/h3-4H,1-2H3
 |  | [InChIKey] 
 HKQOBAGKDBSVEQ-UHFFFAOYSA-N
 |  | [SMILES] 
 C1(OC)=NN=C(OC)C=C1
 | 
 | Hazard Information | Back Directory |  | [Uses] 
 3,6-Dimethoxypyridazine is used as a pharmaceutical intermediate in the preparation of sulfonylureas and sulfonylthioureas.
 |  | [Synthesis] 
 
 General procedure for the synthesis of 3,6-dimethoxypyridazine from methanol, 3,6-dichloropyridazine and sodium methanol: 3,6-dichloropyridazine (10.0 g, 67.12 mmol) and sodium methanol (9.79 g, 181.23 mmol) were dissolved in methanol (39 mL) and the reaction was heated at 70 °C overnight. Upon completion of the reaction, the mixture was cooled to room temperature, diluted with dichloromethane (200 mL) and subsequently washed with water (100 mL x 2). The organic phase was dried over anhydrous magnesium sulfate and concentrated to dryness under reduced pressure to afford the title compound 3,6-dimethoxypyridazine (9.46 g, 101% yield) as a white solid. The crude product could be directly used in the subsequent reaction without further purification. The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3): δ 6.91 (s, 2H), 4.05 (s, 6H). Mass spectrometry (APCI) showed m/z = 182 ([M+H]+). HPLC analysis showed a retention time of 1.19 min. |  | [References] 
 [1] Patent: US2008/318943,  2008,  A1. Location in patent: Page/Page column 73
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