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ChemicalBook--->CAS DataBase List--->4603-59-2

4603-59-2

4603-59-2 Structure

4603-59-2 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P280-P302+P352-P362+P364
[HS Code ]

2933998090
Hazard InformationBack Directory
[Uses]

3,6-Dimethoxypyridazine is used as a pharmaceutical intermediate in the preparation of sulfonylureas and sulfonylthioureas.
[Synthesis]

Methanol

67-56-1

3,6-Dichloropyridazine

141-30-0

Sodium Methoxide

124-41-4

3,6-DIMETHOXYPYRIDAZINE

4603-59-2

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
Spectrum DetailBack Directory
[Spectrum Detail]

3,6-DIMETHOXYPYRIDAZINE(4603-59-2)1HNMR
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