Application of 55676-22-7, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.55676-22-7, name is 3-Acetyl-6-chloropyridine, molecular formula is C7H6ClNO, molecular weight is 155.5816, as common compound, the synthetic route is as follows.
To a mixture of 1-(6-chloro-pyridin-3-yl)-ethanone (0.50 g, 3.2 mmol), ferrocenecarboxaldehyde (0.69 g, 3.2 mmol), and lithium hydroxide (0.08 g, 3.2 mmol), in a 10 mL solution of water and ethanol (1/1), at room temperature, was applied an ultrasonic agitation for 10 seconds (amplitude = 0.3; ti = 29C, tf = 29C; E = 366 J). The tries of crystallization of the mixture did not provide any pure compound, thus, it was purified by flash chromatography (silica column, CH2Cl2:MeOH = 1:0 to 9:1) to give pure 1i (0.37 g, 1.1 mmol, 32.9% yield) as a dark red/purple solid. 1i: mp 209-211 C (EtOH); Rf (CH2Cl2:MeOH = 99:1) = 0.5; 1H NMR (DMSO[d6], 400 MHz) delta ppm 4.21 (s, 5H, ferrocenyl-H), 4.60 (s, 2H, ferrocenyl-H), 4.89 (s, 2H, ferrocenyl-H), 7.44 (d, J = 15.2 Hz, 1H, CHCHCO), 7.71 (d, J = 8.3 Hz, 1H, ArH), 7.74 (d, J = 15.2 Hz, 1H, CHCHCO), 8.43 (dd, J = 8.3, 2.6 Hz, 1H, ArH), 9.08 (d, J = 2.6 Hz, 1H, ArH); 13C NMR (CDCl3, 100 MHz) delta ppm 69.3 (2 CH ferrocenyl), 70.0 (5 CH ferrocenyl), 72.0 (2 CH ferrocenyl), 78.5 (C ferrocenyl), 117.9 (CH), 124.5 (CH), 132.8 (C), 138.5 (CH), 149.1 (CH), 149.7 (CH), 154.8 (C), 186.8 (C); IR nu (cm-1): 1652, 1584, 1363, 1312, 1095, 1015, 977, 748; Anal. Calcd for C18H14ClFeNO: C, 61.49; H, 4.01; N, 3.98. Found: C, 61.90; H, 4.12; N, 4.18%.
Statistics shows that 55676-22-7 is playing an increasingly important role. we look forward to future research findings about 3-Acetyl-6-chloropyridine.
Reference:
Article; Dubois, Joelle; Farce, Amaury; Ghinet, Alina; Homerin, Germain; Nica, Adrian Sorin; Bioorganic and medicinal chemistry letters; (2020);,
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