A new synthetic route of 18653-75-3

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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 18653-75-3, name is 2-(1H-Imidazol-2-yl)pyridine. A new synthetic method of this compound is introduced below., Computed Properties of C8H7N3

solid I (2.61 g, 18.0 mmol) was added to a solution of KOH in H2O (50%, 10 ml). 2-Chloromethyl ethyl ether (1.46 g, 15.4 mmol) was added dropwise and the reaction mixture was refluxed for 3.5 h. Water (10 ml) was added to the reaction mixture and the organic phase was separated. The aqueous layer was further extracted several times with DCM and the combined organic layer was washed with water and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by column chromatography (DCM:MeOH = 9:1). L2 was obtained as a slightly yellow liquid. Yield: 34%. 1H NMR (200.13 MHz, DMSO-d6): delta = 8.58 (ddd, 1 H, 6-pyH), 8.09 (ddd, 1 H, 3-pyH), 7.87 (ddd, 1 H, 4-pyH), 7.32 (d, 1 H, 5-imH), 7.34 (ddd, 1 H, 5-pyH), 7.03 (d, 1 H, 4-imH), 4.75 (t, 2 H, NCH2CH2OCH3), 3.65 (t, 2 H, NCH2CH2OCH3), 3.19 (s,3 H, CH3) ppm. 13C NMR (50.33 MHz, DMSO-d6): delta = 151.0 (2-pyC), 149.3 (6-pyC), 143.9 (2-imC), 137.8 (4-pyC), 128.5 (4-imC),125.5 (5-imC), 123.3 (5-pyC), 122.9 (3-pyC), 72.1 (NCH2CH2OCH3),58.6 (CH3), 47.6 (NCH2CH2OCH3) ppm (Fig. S35, Supporting information). IR (diamond, ATR): ~v = 2892, 1588 (s), 1566, 1486 (s),1459 (vs), 1407, 1298, 1277, 1211, 1117 (vs), 1038, 1012, 992, 969, 917, 833, 791 (vs), 743 (vs), 708 (vs), 667, 624, 404 cm-1 (Fig. S22, Supporting information). APCI-MS (MeOH) m/z (rel. abundance,fragment) = 204.1132 (100%, [HL2]+) (Fig. S8, Supporting information). Elemental analysis (%)Anal. Calc. for C11H13N3O(203.24 g mol1): C, 65.01; H, 6.45; N, 20.67. Found: C, 64.69; H,6.46; N, 20.79%. UV-Vis (MeCN): lambdamax(epsilon) = 294 (15,850), 266(12,180) nm (M-1 cm-1) (Fig. S37, Supporting information).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 18653-75-3, 2-(1H-Imidazol-2-yl)pyridine.

Reference:
Article; Huxel, Timo; Skaisgirski, Michael; Klingele, Julia; Polyhedron; vol. 93; (2015); p. 28 – 36;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem