These common heterocyclic compound, 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid, 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. 956317-36-5
A round bottom flask equipped with magnetic stirrer bar was charged with 5-methyl-2- (2H-1,2,3-triazole-2-yl)benzoic acid (2.0 g, 9.4 mmol, 1 equiv), CH2C12 (94 mL) and hexafluoro isopropanol (1.57 g, 9.4 mmol, 1.0 equiv). After addition of EDC hydrochloride (1.79 g, 9.4 mmol, 1.0 equiv) and DMAP (0.23 g, 1.87 mmol, 0.2 equiv), the reaction mixture was stirred at ambient temperature for 1 h. The solvent was evaporated underreduced pressure followed by purification of the crude product by column chromatography (Si02, cyclohexane /ethyl acetate 50:1). 1,1,1,3,3,3 -hexafluoropropan-2-yl 5 -methyl-2-(2H-1 ,2,3-triazole-2-yl)benzoate (2.5 g, 75%) was obtained as a yellowish oil, which solidifies at 2 C to 4 C.?H NMR (500 MHz, d6-DMSO) oe = 8.08 (s, 2H), 7.81 (d, J = 8.25 Hz, 1H), 7.70 – 7.65 (m, 1H), 7.64 – 7.61 (m, 1H), 6.99 (sept, J = 6.28 Hz, 1H), 2.46 (s, 3H)?3C NMR (125 MHz, CDC13) oe = 163.8, 139.8, 137.2, 135.8, 134.8, 130.5, 134.6, 123.3,120.9 (q, J = 238.3 Hz, (CF3)2), 67.1 (sept, J = 33.5 Hz, OCH(CF3)2), 20.8
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 956317-36-5.
Reference:
Patent; SANDOZ AG; HOeFERL-PRANTZ, Kathrin; BARTH, Roland; RICHTER, Frank; ZUPANCIC, Borut; (126 pag.)WO2016/20403; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics