6-Chloro-N-methylpyridazin-3-amine Chemical Properties

Melting point:

198-199℃

Boiling point:

357.4±22.0 °C(Predicted)

Density 

1.338

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

solid

pka

4.36±0.10(Predicted)

color 

off white

InChI

InChI=1S/C5H6ClN3/c1-7-5-3-2-4(6)8-9-5/h2-3H,1H3,(H,7,9)

InChIKey

IHSYIVAZIINDFR-UHFFFAOYSA-N

SMILES

C1(NC)=NN=C(Cl)C=C1

Safety Information

Hazard Codes 

Xi

HS Code 

2933998090

6-Chloro-N-methylpyridazin-3-amine Usage And Synthesis

Uses

3-Chloro-6-methylaminopyridazine

Synthesis

3,6-Dichloropyridazine (107,500 mg, 3.36 mmol) was slowly added to 2.0 M methanol solution of methylamine (MeOH solution of NH2Me, 5 mL, 10 mmol) and stirred at room temperature for 24 hours. Upon completion of the reaction, water was added to the reaction mixture and the organic phase was extracted with ethyl acetate. The collected organic phase was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Purification by column chromatography afforded 3-chloro-6-methylaminopyridazine (3-(N-monomethylamino)-6-chloropyridazine, 108e, 505 mg, 88% yield) as a white solid.1H NMR (400 MHz, DMSO-d6) δ 2.84 (d, J = 4.4 Hz, 3H), 6.87 (d, J = 9.2 Hz, 1H), 7.06 (br d, J = 4.0 Hz, 1H), 7.33 (d, J = 9.2 Hz, 1H); 13C NMR (100 MHz, DMSO-d6) δ 27.9, 117.9, 128.2, 144.9, 158.6.

References

[1] Patent: US2010/261727, 2010, A1. Location in patent: Page/Page column 32

6-Chloro-N-methylpyridazin-3-amine(14959-32-1)Related Product Information

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