3-(ChloroMethyl)pyridazine hydrochloride synthesis
- Product Name:3-(ChloroMethyl)pyridazine hydrochloride
- CAS Number:27349-66-2
- Molecular formula:C5H6Cl2N2
- Molecular Weight:165.02
1632-76-4
87-90-1
27349-66-2
Method B: Synthesis of 3-(chloromethyl)pyridazine. Trichloroisocyanuric acid (148 mg, 0.6 mmol) was added batchwise to a chloroform solution of 3-methylpyridazine (145 μL, 1.6 mmol) under reflux conditions. The reaction mixture was stirred at reflux overnight. After completion of the reaction, the mixture was cooled to room temperature and filtered. The filtrate was diluted with dichloromethane and washed sequentially with 1 M aqueous sodium hydroxide and saturated saline. The organic phase was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 3-(chloromethyl)pyridazine hydrochloride (205 mg, 80% yield). Mass spectrum (ESI): calculated value C5H5ClN2, 128.0; measured value m/z, 129 [M + H]+. Intermediate 3: 5-(chloromethyl)pyrimidine hydrochloride.
1632-76-4
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87-90-1
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27349-66-2
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Yield:27349-66-2 80%
Reaction Conditions:
in chloroform;Reflux;
Steps:
Intermediate 2: 3-(Chloromethyl)pyridazine hydrochloride.
Method B: 3-(Chloromethyl)pyridazine. Trichloroisocyanuric acid (148 mg, 0.6 mmol) was added in portions to a mixture of 3-methylpyridazine (145 μL, 1.6 mmol) in CHCl3 at reflux. The mixture was stirred at reflux overnight. After cooling, the mixture was filtered, and the filtrate was diluted with DCM, washed with an aqueous solution of 1M NaOH followed by brine, dried (MgSO4) and concentrated under reduced pressure to yield title compound (205 mg, 80%). MS (ESI): mass calcd. for C5H5ClN2, 128.0; m/z found, 129 [M+H]+. Intermediate 3: 5-(Chloromethyl)pyrimidine hydrochloride.
References:
WO2018/67786,2018,A1 Location in patent:Page/Page column 103; 104
37444-46-5
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