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. 36947-68-9, name is 2-Isopropyl-1H-imidazole, A new synthetic method of this compound is introduced below., Safety of 2-Isopropyl-1H-imidazole
General procedure: Using the synthetic procedure of 2-phenyl-1H-imidazole-5-carbaldehyde (17j) as an example. 2-Phenyl-1H-imidazole (2.8 g, 19.42 mmol) was added to a suspension of 60% NaH (2.33 g, 58.26 mmol) in DMF 20 ml at 0 deg. C and the mixture was stirred for 0.5 h. Then N,N-dimethylsulfamoylchloride (3.34 g, 23.3 mmol) were added dropwise and the reaction mixture was stirred for 2 h at room temperature. Saturated NH4Cl solution was added and the resulting mixture as extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum.The residue was purified by silica gel chromatography with ethyl acetate/petroleum ether (1:4) as eluent to furnish (2.4 g,49.2%) of the title compound as a dark yellow solid. 1H NMR(400 MHz, CDCl3) d: 7.72e7.66 (m, 2H), 7.48e7.40 (m, 4H), 7.10 (d,J 1.6 Hz, 1H), 2.48 (s, 6H). 13C NMR (126 MHz, CDCl3) d: 147.63,130.39, 130.12, 129.87, 127.94, 127.74, 122.08, 37.52. In a 250 ml three neck round-bottomed flask, which was purged and maintained with an inert atmosphere of nitrogen, was placed a solution of N,N-dimethyl-2-phenyl-1H-imidazole-1-sulfonamide(2.3 g, 9.16 mmol) in THF 30 ml. This was followed by the addition of n-butyllithium (4.4 mL, 10.99 mmol) dropwise at -78 deg.C over a period of 30 min. To this mixture was added DMF (4.58 mL,59.54 mmol). The resulting solution was stirred at -50 deg. C for30 min, then hydrogen chloride (23 mL, 22.9 mmol, 1M) was added.The reaction mixture was stirred for 2 h at room temperature.The pH of the solution was adjusted to 7-8 with saturated sodium bicarbonate solution. The resulting solution was extracted with 3 x15 ml of ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum. The residue was purified by silica gel chromatography (ethyl acetate/petroleum ether =1:4) to furnish the title compound (1.37 g, 87.3%) as yellow solid. Total yield: 43.0%. 1H NMR(400 MHz, CDCl3) d: 11.34 (s, 1H), 9.76 (s, 1H), 8.02 (s, 2H), 7.93 (s,1H), 7.46 (s, 3H). LC/MS (ESI) m/z: [M 1] calcd for C10H8N2O,173.06; found, 173.1. Other imidazolecarbaldehydes were prepared as described in the procedure for synthesizing 17j.
The synthetic route of 36947-68-9 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Dong, Jianghong; Chen, Shengwei; Li, Runfeng; Cui, Wei; Jiang, Haiming; Ling, Yixia; Yang, Zifeng; Hu, Wenhui; European Journal of Medicinal Chemistry; vol. 108; (2016); p. 605 – 615;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem