3,6-DibroMo-4-Methyl-pyridazine synthesis
- Product Name:3,6-DibroMo-4-Methyl-pyridazine
- CAS Number:89284-10-6
- Molecular formula:C5H4Br2N2
- Molecular Weight:251.91
19064-64-3
89284-10-6
General procedure for the synthesis of 3,6-dibromo-4-methylpyridazine from 3,6-dichloro-4-methylpyridazine: 3,6-dichloro-4-methylpyridazine (10 g, 61.3 mmol) was suspended in a 30-33% hydrobromic acid solution in acetic acid (200 mL), and the reaction was allowed to stand for 24 hours at room temperature. Upon completion of the reaction, the precipitate was collected by filtration. The resulting precipitate was resuspended in dichloromethane and neutralized with saturated aqueous sodium bicarbonate. The organic layer was separated, washed with saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give 3,6-dibromo-4-methylpyridazine (6.8 g, 44% yield). The product was characterized by 1H NMR (300 MHz, CDCl3): δ 7.50 (d, J = 1.2 Hz, 1H), 2.41 (d, J = 0.6 Hz, 3H); LC-MS showed a molecular ion peak of 253.1 [M + 3H].
19064-64-3
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$6.00/5g
89284-10-6
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$22.00/250mg
Yield:89284-10-6 44%
Reaction Conditions:
with hydrogen bromide in acetic acid at 20; for 24 h;
Steps:
i Step-i: Synthesis of 3 ,6-dibromo-4-methylpyridazine
A suspension of 3,6-dichloro-4-methylpyridazine (lOg, 61.3 mmol) in 30 - 33% HBr in acetic acid (200 mL) was stined at room temperature for 24h. The precipitate was collected by filtration. The precipitate was suspended in DCM and neutralized with saturated aqueous sodium bicarbonate. The organic layer was separated, washed with brine, dried over anhydrous sodium sulfate and evaporated under reduced pressure to get 3,6-dibromo-4-methylpyridazine (6.8g,44%). ‘H NMR (300 MHz, CDC13): 3 7.50 (d, 1= 1.2 Hz, 1H), 2.41 (d, 1= 0.6 Hz, 3H); LC-MS:253.1 [M+3Hjt
References:
WO2016/185342,2016,A1 Location in patent:Page/Page column 44