3-AMINO-6-METHYLPYRIDAZINE Chemical Properties

Melting point:

222-223℃

Boiling point:

319℃

Density 

1.155

Flash point:

173℃

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

solid

pka

5.48±0.10(Predicted)

color 

very dark red/brown

InChI

InChI=1S/C5H7N3/c1-4-2-3-5(6)8-7-4/h2-3H,1H3,(H2,6,8)

InChIKey

KAZMCIGKULUUMR-UHFFFAOYSA-N

SMILES

C1(N)=NN=C(C)C=C1

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HazardClass 

IRRITANT

HS Code 

2933998090

3-AMINO-6-METHYLPYRIDAZINE Usage And Synthesis

Uses

Pyridazines are an important class of aromatic heterocyclic compounds with strong antiviral, hypotensive, cardiotonic, and anticancer physiological activities. 6-Methyl-3-aminopyridazine is a heterocyclic organic compound and can be used as a very important pharmaceutical and chemical intermediate.

Synthesis

Step A: A mixture of 3-chloro-6-methylpyridazine (516 mg, 4.0 mmol), NH4OH (30%, 3 mL), and copper(II) sulfate pentahydrate (26 mg, 0.2 mmol) was stirred for 40 hours at 120 °C. After completion of the reaction, the mixture was cooled to room temperature and partitioned between EtOAc and brine. The aqueous layer was extracted five times with EtOAc. The combined organic phases were dried with anhydrous Na2SO4, filtered and concentrated, and purified by silica gel column chromatography (elution gradient: 0-10% MeOH in CH2Cl2 solution) to afford 6-methylpyridazin-3-amine (160 mg, 37% yield) as a white solid. ms m/z 109.9 [M + H]+.

References

[1] Patent: US9617268, 2017, B2. Location in patent: Page/Page column 386; 387
[2] Patent: WO2006/102194, 2006, A1. Location in patent: Page/Page column 25
[3] Patent: WO2006/107784, 2006, A1. Location in patent: Page/Page column 33
[4] Chemische Berichte, 1948, vol. 81, p. 1,10
[5] Journal of the Chemical Society, 1947, p. 239,242

3-AMINO-6-METHYLPYRIDAZINE(18591-82-7)Related Product Information

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• 2-(6-ANILINO-3-PYRIDAZINYL)-2-(2,4-DICHLOROPHENYL)ACETONITRILE