Synthetic Route of 6959-47-3 , The common heterocyclic compound, 6959-47-3, name is 2-(Chloromethyl)pyridine hydrochloride, molecular formula is C6H7Cl2N, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
The ligand L3 was prepared by modifying an established method bySong et al. [24]. To a 100 mL round bottom flask, 15 mL of doubledistilled water was added, followed by an addition of 2-chloromethylpyridineHCl (4.96 g, 0.03 mol). Cyclohexylamine (1.73 mL,0.015 mol) was added dropwise to the mixture which was stirred for5 min before adding NaOH pellets (2.4 g, 0.06 mol). The mixture wasfurther stirred for 5 days at room temperature and the product was thenextracted with 3×30 mL portions of CHCl3. The organic layers werecombined and dried over MgSO4, yielding a crude product that waspassed through a silica column and eluted with CHCl3. The off-white crystalline solid obtained was isolated in moderate yield (1.8 g, 43%based on cyclohexylamine). 1H NMR (DMSO): delta 1.1 (m, 2H, CH2-cy),1.3 (q, 2H, J=11.1 Hz, CH2-cy), 1.5 (m, 2H, CH2-cy), 1.7 (m, 2H, CH2-cy), 1.8 (d, 2H, J=12.6 Hz, CH2-cy), 2.4 (m, 1H, CH2-cy), 3.8 (s, 4H,N-CH2-py), 7.2 (ddd, 2H, J=7.6, 3.9, 1.1 Hz, CH-py), 7.5 (d, 2H,J=7.6 Hz, CH-py), 7.7 (ddd, 2H, J=8.6, 7.8, 1.7 Hz, CH-py), 8.4 (d, 2H, J=4.9 Hz, CH-py). 13C NMR (DMSO): delta 24.4 (CH2-cy), 25.6 (CH2-cy), 25.7 (CH2-cy), 28.4 (CH2-cy), 32.9 (CH2-cy), 56.0 (N-CH2-py), 59.3(CH-cy), 121.8 (CH-py), 122.0 (CH-py), 136.3 (CH-py), 148.5 (CH-py),160.8 (C-py). IR numax (cm-1): 2923 (w), 2851 (w), 1587 (w), 1440 (w),1359 (s), 1127 (w), 754 (s), 620 (s). Melting point: 57.3-60.1 C. m/z[M+H]+ (calcd): 282.20 (282.40).
The synthetic route of 6959-47-3 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Chanerika, Revana; Friedrich, Holger B.; Shozi, Mzamo L.; Inorganica Chimica Acta; vol. 495; (2019);,
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