Category: 1467-16-9

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. 1467-16-9, name is 1H-Imidazole hydrochloride, A new synthetic method of this compound is introduced below., Application In Synthesis of 1H-Imidazole hydrochloride

EXAMPLE 12 N-Cyano-N’-[2-(4-imidazolylmethoxy)ethyl]-N”-methylguanidine A stirred suspension of 4-(2-chloroethoxymethyl(imidazole hydrochloride (14.7 g.) and sodium azide (9.8 g.) in dry dimethylformamide (103 ml.) was maintained at 95 for 5 hours and then set aside overnight at room temperature. Following dilution with water and filtration, the filtrate was concentrated and the residue purified by chromatography on a dry column of alumina using ethanol. The product was basified with potassium carbonate (6.5 g.) in water (3 ml.) and the anhydrous residue was extracted with isopropyl alcohol (3 * 50 ml.). Concentration of the extracts afforded 4-(2-azidoethoxymethyl)imidazole (7.2 g.).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Smith Kline & French Laboratories Limited; US3950333; (1976); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1467-16-9, name is 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 1467-16-9, Product Details of 1467-16-9

A mixture of lithium(1+) ion 3-amino-7-bromo-5/-/-pyrrolo[2,3- 5]pyrazine-2-carboxylate, Intermediate 163 (243 mg, 0.924 mmol), CDI (300 mg, 1.85 mmol) and imidazole hydrochloride (116 mg, 1.11 mmol) in DMF (3 ml) was stirred at RT for 1 h 15 min. Additional CDI (100 mg, 0.617 mmol) was added then the reaction was left to stir at RT for a further 1 h. The reaction mixture was diluted with water (5 ml) then stirred at RT for 10 min. The resultant suspension was filtered then the collected solid was washed with water (2 x 5 ml), then dried in vacuo to afford the product as a yellow solid (218 mg, 77%). 1 H NMR (500 MHz, DMSO-cfe) delta 12.05 (s, 1 H), 8.89 – 8.82 (m, 1 H), 8.03 – 7.99 (m, 1 H), 7.86 (s, 1 H), 7.58 (s, 2H), 7.13 – 7.09 (m, 1 H). LC/MS (System A): m/z (ESI+) = 307 [M(79Br)H+], 309 [M(81 Br)H+], Rt = 0.81 min, ELS purity = 100%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-Imidazole hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; MCCARTHY, Clive; HARGRAVE, Jonathan, David; HAY, Duncan, Alexander; SCHOFIELD, Thomas, Beauregard; WENT, Naomi; (261 pag.)WO2018/96325; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

1467-16-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1467-16-9 name is 1H-Imidazole hydrochloride, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

EXAMPLE 6 17-(5-cyanopyridin-3-yl)oestra-1,3,5(10),16-tetraene-3-carboxamide 17 mg (0.044 mmol) of 17-(5-cyanopyridin-3-yl)oestra-1,3,5(10),16-tetraene-3-carboxylic acid were initially charged in 0.4 ml of 2-methyltetrahydrofuran. Then 11 mg of 1,1′-carbonyldiimidazole and 2 mg of 1H-imidazole hydrochloride were added thereto and the mixture was stirred at room temp. for 18 h. Then 79 mul of 33% ammonia solution were added and the mixture was stirred at room temp. for 72 h, admixed with 10 ml of 1M hydrochloric acid solution, extracted with ethyl acetate and concentrated, and the crude product was purified by preparative HPLC (acetonitrile/water/formic acid). Yield: 9 mg of the title compound. 1H NMR (400 MHz, DMSO-d6): delta [ppm]=1.00 (s, 3H), 1.35-1.50 (m, 1H), 1.50-1.68 (m, 3H), 1.73 (td, 1H), 1.85-1.98 (m, 1H), 2.07-2.23 (m, 2H), 2.25-2.36 (m, 2H), 2.36-2.44 (m, partly concealed by DMSO signal), 2.83-2.95 (m, 2H), 6.33-6.36 (m, 1H), 7.19 (br. s., 1H), 7.31 (d, 1H), 7.55-7.61 (m, 2H), 7.82 (br. s., 1H), 8.28 (t, 1H), 8.87 (dd, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1H-Imidazole hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BOTHE, Ulrich; BUSEMANN, Matthias; BARAK, Naomi; ROTGERI, Andrea; FISCHER, Oliver Martin; MARQUARDT, Tobias; (41 pag.)US2016/24142; (2016); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

1467-16-9, 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. 1467-16-9, name is 1H-Imidazole hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

TFA (991 muIota, 13.0 mmol) was added to a solution of 3-amino-7-cyano-5-{[2- (trimethylsilyl)ethoxy]methyl}-5/-/-pyrrolo[2,3- 5]pyrazine-2-carboxylate, Intermediate 166 (150 mg, 0.43 mmol) in CH2CI2 (2 ml). The resultant mixture was stirred at RT for 4.5 h. The reaction mixture was concentrated in vacuo, azeotroped with toluene (2 x 5 ml), then dried in vacuo to afford a red/orange solid (1 14 mg). A portion (83 mg) of the solid thus obtained was dissolved in MeOH (3 ml). Aqueous NaOH solution (5.0 M, 0.67 ml, 3.4 mmol) was added then the resulting mixture was heated at 60 C for 1 h then at 80 C for 1.5 h. The reaction mixture was allowed to cool to RT then filtered. The collected solid was washed with water then dried in vacuo to afford a brown solid (60 mg). The solid thus obtained was dissolved in DMF (1 ml) then CDI (78 mg, 0.48 mmol) and imidazole hydrochloride (25 mg, 0.24 mmol) were added. The reaction was stirred at RT for 10 min. Water (3 ml) was added then the reaction was stirred at RT for 5 min. The solid was collected by filtration, washed with water, then dried in vacuo to afford a brown solid (39 mg). The solid thus obtained was dissolved in DMF (1 ml) then 2-(aminomethyl)-1 ,3- diethyl-6-methoxy-1 /-/-1 ,3-benzodiazol-3-ium iodide, Intermediate 36 (45 mg, 0.13 mmol) was added. The resultant mixture was stirred at RT for 2.5 h then concentrated in vacuo. The crude material was purified by flash column chromatography on C18 (12 g). The column was eluted with MeCNihbO + 0.1 % TFA using the following gradient (% MeCN, column volumes): 2%, 2 CV; 2-37%, 18 CV; 37-48%, 1 CV; 48-89%, 3 CV; 89-100%, 1 CV; 100% 2 CV. The desired fractions were combined and lyophilised. The material thus obtained was further purified by preparative HPLC (Method A). The desired fractions were combined and lyophilised to afford the product as a yellow solid (3.5 mg, 1.7%). 1 H NMR (500 MHz, DMSO-cfe) delta 9.41 (t, J = 5.0 Hz, 1 H), 8.34 (s, 1 H), 8.23 (s, 1 H), 7.89 (d, J = 9.1 Hz, 1 H), 7.51 (d, J = 2.3 Hz, 1 H), 7.21 (dd, J = 9.1 , 2.3 Hz, 1 H), 7.09 (s, 2H), 5.01 (d, J = 5.4 Hz, 2H), 4.66 – 4.56 (m, 4H), 3.84 (s, 3H), 1.38 – 1.28 (m, 6H). LC/MS (System C): m/z (ESI+) = 419 [M+], Rt = 1.85 min, UV purity = 99%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; MCCARTHY, Clive; HARGRAVE, Jonathan, David; HAY, Duncan, Alexander; SCHOFIELD, Thomas, Beauregard; WENT, Naomi; (261 pag.)WO2018/96325; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem