Category: 53316-51-1

Adding a certain compound to certain chemical reactions, such as: 53316-51-1, name is 4,5-Dimethyl-1H-imidazole hydrochloride, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 53316-51-1, category: imidazoles-derivatives

Step 1 : l-(2-((tert-butyldimethylsiIyl)oxy)ethyl)-4,5-dimethyl-lH-imidazole [001009] A solution of 4,5-dimethyl- lH-imidazole hydrochloride (2.94 g, 22.2 mmol) was in N,N-dimethylformamide (30.0 mL, 387 mmol) was cooled to 0 C. Sodium hydride (3.55 g, 88.7 mmol) was slowly added and the solution was stirred for 30 mins at 0 C. Potassium iodide (4.417 g, 26.61 mmol) and (2-bromoethoxy)-tert-butyldimethylsilane (6.365 g, 26.61 mmol) were added and the mixture was allowed to warm to room temperature with stirring over 30 minutes. The reaction as quenched with methanol (3 mL) and diluted with water ( 150 ml). The resulting aqueous mixture was extracted with ethyl acetate (3 x 70 mL). The combined organic portions was washed with brine, dried over Na2S04, filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography (0 to 15% MeOH in EtOAc) to provide 4.34g (77%) of the title compound. NMR (400 MHz, Chloroform-Patent; DUFFEY, Matthew O.; ENGLAND, Dylan; FREEZE, Scott; HU, Zhigen; LANGSTON, Steven, P.; MCINTYRE, Charles; MIZUTANI, Hirotake; ONO, Koji; XU, He; (684 pag.)WO2016/4136; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 53316-51-1,Some common heterocyclic compound, 53316-51-1, name is 4,5-Dimethyl-1H-imidazole hydrochloride, molecular formula is C5H9ClN2, 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.

A solution of 4,5-dimethyl-1H-imidazole hydrochloride (2.0 g, 15.08 mmol) in DMF (20 mL) was added NaH (60 wt %, 908 mg, 22.63 mmol) in portions at 0 C. under N2. The resulting mixture was stirred for 0.5 h at 0 C. under N2, To the above mixture was added SEM-Cl (3.77 g, 22.63 mmol) dropwise at 0 C. The resulting mixture was stirred for additional 1 h. The reaction was quenched with water (50 mL) at 0 C., then extracted with EtOAc (100 mL¡Á2), washed with brine (50 mL¡Á2), dried and concentrated. The crude residue was purified by reverse phase C18 column chromatography (MeCN/H2O) to give the desired compound (5.12 g, 81.1%) as a yellow oil. ESI-MS m/z 227.10 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4,5-Dimethyl-1H-imidazole hydrochloride, its application will become more common.

Reference:
Patent; Enanta Pharmaceuticals, Inc.; Yu, Jianming; Negretti-Emmanuelli, Solymar; Kim, In Jong; Or, Yat Sun; (89 pag.)US2019/315766; (2019); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 53316-51-1, name is 4,5-Dimethyl-1H-imidazole hydrochloride, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 53316-51-1, COA of Formula: C5H9ClN2

A solution of 4,5-dimethylimidazolium hydrochloride (82) (8.00 g, 60.3 mmol) in anhydrousDMSO (100 mL) was treated with solid 90% KOH (11.20 g, 180 mmol) and bromoethane (4.9 mL, 65mmol). The obtained mixture was stirred under argon and heated at 40C for 16 hours. The reaction mixture was poured into ice-water (500 mL), treated with SN NaOH and extracted with DCM/THF (9:1, 2 x 200 mL). The extract was washed with water (100 mL), dried over Na2CO3, and the solvent was removed under reduced pressure to give 1-ethyl-4,S-dimethylimidazole (87-0) (5.43 g, 73% yield).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4,5-Dimethyl-1H-imidazole hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NITTO DENKO CORPORATION; STANISLAW, Rachwal; HU, Yufen; ZHANG, Hongxi; (0 pag.)WO2018/161025; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem