Introduction of a new synthetic route about 2-(1H-Imidazol-1-yl)acetic acid

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 22884-10-2.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 22884-10-2, name is 2-(1H-Imidazol-1-yl)acetic acid, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 22884-10-2

Trifluoro acetic acid (2 mL) was added dropwise to a solution of 9b (0.505 g, 1.04 mmol) in dichloromethane (8 mL), and the resultant mixture was stirred at room temperature for 3 h. The solution was concentrated to leave 9c (0.52 g, quantitative) as the crystalline trifluoroacetate salt. This was then dissolved into DMF (10 mL) and ^A iisopropylethylamine (3 mL), and the mixture was stirred at room temperature for 10 min followed by treatment with l-ethyl-3_[3- dimethylamino propyl] carbodiimide hydrochloride (EDC HC1; 0.22 g, 1.14 mmol), N- hydroxybenzotriazole (HOBt; 0.175 g, 1.14 mmol) and 2-(lH-imidazol-l-yl)acetic acid (0.197 g, 1.56 mmol; Tokyo Chemical Industry Co. Ltd.). After stirring under N2 for 16 h, DMF was removed in vacuo and the residue was distributed between dichloromethane and 5% aq sodium carbonate. The organic phase was dried and concentrated to an oil that was purified by flash silica gel chromatography eluting with dichloromethane : methanol : NH4OH (95 : 5 : 0.5). Product fractions were pooled and concentrated to give 10 (0.37 g, 72%) as a yellow oil: NMR (CDCI3) delta 7.49 (s, 1 H), 7.36 (m, 5 H), 7.26 (m, 1 H), 7.09 (s, 1 H), 6.95 (s, 1 H), 6.61 (m, 1H), 5.16 (s, 2 H), 4.75 (s, 2 H), 4.07 (t, J= 5.9 Hz, 2 H), 3.62 (m, 2 H), 3.44 (m, 2 H), 2.42 (t, J= 4.9 Hz, 4 H), 2.39 (t, J= 7.2 Hz, 2 H), 1.81 (m, 2 H), 1.62 (m, 2 H); 13C NMR (CDCI3) delta 164.4, 151.3, 150.8, 138.0, 135.6, 131.0, 129.5, 128.7, 128.2, 127.0, 120.1, 105.9, 105.5, 70.9, 69.1, 57.6, 52.6, 47.9, 45.1, 42.3, 26.7, 22.9; MS (ES+) m/z 494.1 (M+H)+.

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 22884-10-2.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; SHOWALTER, Hollis D.; GARCIA, George A.; XU, Hao; ATWAL, Sumandeep K.; NAWARATHNE, Irosha; KIRCHHOFF, Paul D.; WO2013/86415; (2013); A1;,
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