1,3-Dimesityl-1H-imidazol-3-ium chloride, cas is 141556-45-8, it is a common heterocyclic compound, the chiral-catalyst compound, its synthesis route is as follows.,141556-45-8
In a Schlenk flask under argon, to a THF suspension (20 mL) of 1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride (1 g, 2.93 mmol), solid potassium tert-butoxide (0.35 g, 3.12 mmol) was added in a single portion. The mixture was stirred for 45 min at room temperature, and volatiles were removed under vacuum. After addition of THF (20 mL) and stirring for 5 min, the reaction mixture was filtered under argon, and carbon tetrabromide (2.42 g, 5.86 mmol) in THF (10 mL) was added dropwise to solution, over a period of ca. 30 min. The resulting brown solution was stirred for 4 h. Subsequent removal of volatiles in vacuo gave a dark brown residue that was extracted into toluene (10 mL) and then a solution of HCl in dioxane (4 mol/L) was added, and the resulting white precipitate was collected. Yield 351 mg (29%). 1H NMR (500 MHz, DMSO-d6): delta 2.13 (s, 12H, o-CH3), 2.39 (s, 6H, p-CH3), 7.27 (s, 4H, Ar-H), 10.13 (s, 1H, HNCN); 1H NMR (500 MHz, CDCl3): delta 2.20 (s, 6H, p-CH3), 2.54 (s, 12H, o-CH3), 6.82 (s, 4H, Ar-H), 10.16 (s, 1H, HNCN); 13C NMR (125 MHz, DMSO-d6): delta 16.9, 20.7, 113.1, 129.3, 129.6, 135.1, 140.5, 141.7; Elemental analysis calcd. for C21H23Br2ClN2: C 50.58, H 4.65, N 5.62; found C 50.55, H 4.59, N 5.67; ESI-MS (C21H23Br2Cl1N2) (m/z): 497.4 [M]+.
With the rapid development of chemical substances, we look forward to future research findings about 1,3-Dimesityl-1H-imidazol-3-ium chloride
Reference£º
Article; Amini, Mojtaba; Bagherzadeh, Mojtaba; Rostamnia, Sadegh; Chinese Chemical Letters; vol. 24; 5; (2013); p. 433 – 436;,
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