6-Chloro-N-methylpyridazin-3-amine synthesis
- Product Name:6-Chloro-N-methylpyridazin-3-amine
- CAS Number:14959-32-1
- Molecular formula:C5H6ClN3
- Molecular Weight:143.57
Yield:14959-32-1 88%
Reaction Conditions:
in methanol at 20; for 24 h;
Steps:
29
3,6-Dichloropyridazine (107, 500 mg, 3.36 mmol) was slowly added to a 2.0 M methylamine methanol solution (NH2Me in MeOH, 5 mL, 10 mmol) and stirred at room temperature for 24 hours. Water was added to the reaction mixture, and organic compounds were extracted with ethyl acetate. The recovered organic solution was washed with an aqueous solution of saturated sodium chloride and evaporated after a treatment with sodium sulfate. Purification was performed by column chromatograph to give the target compound 3-(N-monomethylamino)-6-chloropyridazine (108e, 505 mg, 88%) 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 (brd, 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:
US2010/261727,2010,A1 Location in patent:Page/Page column 32
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