5-Methyl-3(2H)-pyridazinone Chemical Properties

Melting point:

151-153 °C

Density 

1.22±0.1 g/cm3(Predicted)

storage temp. 

2-8°C

pka

11.50±0.40(Predicted)

Appearance

White to yellow Solid

InChI

InChI=1S/C5H6N2O/c1-4-2-5(8)7-6-3-4/h2-3H,1H3,(H,7,8)

InChIKey

MMDFKVYPOQFQHP-UHFFFAOYSA-N

SMILES

C1(=O)NN=CC(C)=C1

Safety Information

Hazard Codes 

Xi

HS Code 

2933998090

5-Methyl-3(2H)-pyridazinone Usage And Synthesis

Synthesis

5-Hydroxy-4-methyl-5H-furan-2-one (10.0 g, 87.6 mmol) was stirred vigorously with hydrazine hydrate (4.38 g, 87.6 mmol) in tetrahydrofuran for 1.5 hours at room temperature. After observing that the solid started to precipitate, the reaction mixture was heated to 60 °C and kept overnight. Upon completion of the reaction, the crude product was adsorbed on silica gel and purified by column chromatography (eluent: 1:1 EtOAc/dichloromethane solvent mixture of 0 to 10% methanol), resulting in 7.7 g of 5-methyl-3(2H)-pyridazinone in 80% yield. The product was characterized by 1H NMR (300 MHz, CDCl3): δ 11.38 (broad single peak, 1H), 7.66 (single peak, 1H), 6.74 (single peak, 1H), 2.25 (single peak, 3H).

References

[1] Patent: US2007/259860, 2007, A1. Location in patent: Page/Page column 31
[2] Patent: WO2008/41075, 2008, A1. Location in patent: Page/Page column 54
[3] Patent: WO2008/41075, 2008, A1. Location in patent: Page/Page column 54
[4] Journal of Organic Chemistry, 1981, vol. 46, # 24, p. 4889 - 4894
[5] Journal of Organic Chemistry, 1981, vol. 46, # 24, p. 4889 - 4894

5-Methyl-3(2H)-pyridazinone(54709-94-3)Related Product Information

• 3,6-Dihydroxy-4-methylpyridazine
• (2E)-3-[4-(METHYLSULFONYL)PHENYL]PROPENOIC ACID
• 5-Methyl-3(2H)-pyridazinone
• 3,6-Dihydroxy-4,5-dimethylpyridazine
• 4,5-dihydro-6-methyl-3(2h)-pyridazinon
• 6-METHYL-3(2H)-PYRIDAZINONE
• 6-(p-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone,6-(4-AMINOPHENYL)-4,5-DIHYDRO-5-METHYL-3(2H)PYRIDAZINONE
• 4-METHYL-3(2H)-PYRIDAZINONE
• (R)-6-(4-Aminophenyl)-4,5-dihydro-5-methyl-3(2H)-pyridazinone
• Pimobendan
• 4,5-DICHLORO-2-METHYL-3(2H)-PYRIDAZINONE
• BROMOPYRAZONE
• 3(2H)-Pyridazinone
• 5-ACETYL-4-AMINO-2,6-DIMETHYL-2,3-DIHYDROPYRIDAZIN-3-ONE
• 5,6-DIHYDROBENZO[H]CINNOLIN-3(2H)-ONE
• 7-Fluoro-5H-indeno(1,2-c)piridazin-3-one [Italian]
• 5,6-dimethyl-3-oxo-2H-pyridazine-4-carbonitrile
• METHYL 5-CYANO-1-(4-FLUOROPHENYL)-4-METHYL-6-OXO-1,6-DIHYDRO-3-PYRIDAZINECARBOXYLATE