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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Energy Chemical
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SynAsst Chemical.
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