3,6-DIMETHOXYPYRIDAZINE Chemical Properties

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 Information

HS Code 

2933998090

3,6-DIMETHOXYPYRIDAZINE Usage And Synthesis

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

3,6-DIMETHOXYPYRIDAZINE(4603-59-2)Related Product Information

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